WO2006030850A1 - Method of preparing solution of lipid-soluble ingredient - Google Patents

Method of preparing solution of lipid-soluble ingredient Download PDF

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Publication number
WO2006030850A1
WO2006030850A1 PCT/JP2005/017020 JP2005017020W WO2006030850A1 WO 2006030850 A1 WO2006030850 A1 WO 2006030850A1 JP 2005017020 W JP2005017020 W JP 2005017020W WO 2006030850 A1 WO2006030850 A1 WO 2006030850A1
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WO
WIPO (PCT)
Prior art keywords
fat
soluble component
soluble
surfactant
component
Prior art date
Application number
PCT/JP2005/017020
Other languages
French (fr)
Japanese (ja)
Inventor
Masayuki Nishino
Kouji Yasuda
Yasushi Sasaki
Original Assignee
San-Ei Gen F.F.I., Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Application filed by San-Ei Gen F.F.I., Inc. filed Critical San-Ei Gen F.F.I., Inc.
Priority to JP2006535194A priority Critical patent/JPWO2006030850A1/en
Publication of WO2006030850A1 publication Critical patent/WO2006030850A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/10Dispersions; Emulsions
    • A61K9/107Emulsions ; Emulsion preconcentrates; Micelles
    • A61K9/1075Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/15Vitamins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/01Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/01Hydrocarbons
    • A61K31/015Hydrocarbons carbocyclic
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • A61K8/355Quinones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • the present invention relates to a method for preparing a soluble product of a fat-soluble component that is in a solid state at room temperature. More specifically, the present invention relates to a method for preparing and obtaining a highly soluble soluble product obtained by stably solubilizing a fat-soluble component in an aqueous solvent. The present invention also relates to a solubilizate of a fat-soluble component prepared by the method and various products containing the solubilized product.
  • Fat-soluble components include components such as vitamins necessary for the human body, and the range of use covers various fields such as foods, pharmaceuticals, quasi drugs, and cosmetics.
  • a fat-soluble component as a stable aqueous solution by uniformly dispersing it in water having extremely low solubility in water.
  • fat-soluble ingredients they are either suspended in oil, emulsified after being dissolved in fat or oil, or dissolved or emulsified and then powdered by spray drying or the like.
  • a method of preparing a fat-soluble component as it is in a powdered condylar shape is employed.
  • the fat-soluble component is dissolved in an oily solvent such as edible oil, and this is mixed with an aqueous solvent in which a surfactant is previously dissolved. And emulsifying method.
  • Patent Document 1 a method of high-pressure treatment of a fat-soluble component together with an emulsifier, a polyhydric alcohol and water
  • Patent Document 2 a fat-soluble component (a non-water-soluble substance) using a polyglycerol fatty acid ester and a sucrose fatty acid ester
  • Patent Document 2 A method of solubilizing, emulsifying or dispersing in water or a polyhydric alcohol (Patent Document 2), a film-forming molecule (phospholipid) is dissolved in an emulsification aid and a lipophilic component, and this is added to an aqueous phase.
  • a method of emulsifying (Patent Document 3), a fat-soluble component (ceramide) and a fatty acid having 8 to 10 carbon atoms and poly Method of dispersing in water-based solvent using glycerin ester, C12-18 fatty acid and polyglycerin ester (Patent Document 4), enzymatic treatment of oil phase containing plant sterol and Z or plant sterol fatty acid ester
  • Patent Document 5 A method of emulsifying egg yolk into an aqueous phase using an emulsifier
  • Patent Document 6 a method of dissolving a fat-soluble component (water-insoluble substance) with polyglycerin fatty acid ester, polyhydric alcohol and water
  • Patent Documents 7 and 8 A method of emulsifying a fat-soluble component using an oil phase component, a polyhydric alcohol and an emulsifier
  • Patent Document 1 Japanese Unexamined Patent Publication No. 2000- — 212066
  • Patent Document 2 Japanese Unexamined Patent Publication No. 2003- 284510
  • Patent Literature 3 Special Table 2002- — 514394
  • Patent Document 4 JP 2003-113393 A
  • Patent Document 5 JP 2002-171931 A
  • Patent Document 6 Japanese Patent Laid-Open No. 62-250941
  • Patent Document 7 JP 2003- 238396 A
  • Patent Document 8 Japanese Unexamined Patent Publication No. 2003-300870
  • the present invention provides a method for preparing a solubilizate of a fat-soluble component, specifically, a composition in which a fat-soluble component in a solid state at room temperature is stably solubilized in an aqueous solvent.
  • the purpose More specifically, the present invention relates to ⁇ -strength rotin, lycopene, or coenzyme Q, etc.
  • a fat-soluble component, a surfactant and an aqueous solvent are mixed to solubilize the fat-soluble component in the aqueous solvent.
  • the fat-soluble component should be mixed with the surfactant in advance and then mixed with the aqueous solvent.
  • the fat-soluble component Before mixing with the soluble solvent, at least the fat-soluble component must be heated and melted. By preparing it under strong conditions, the fat-soluble component can be stably dissolved in the aqueous solvent. And found that a clear solution was obtained.
  • the present inventors have found that the soluble product is excellent in compatibility with water and dissolves or disperses with high transparency even when blended in water or an aqueous product, and is fat-soluble. It was confirmed that the solubility of the components was not lost and was maintained stably.
  • the present invention has been completed on the basis of the accumulated knowledge.
  • the present invention has the following configuration.
  • a method for preparing a solubilizate of a fat-soluble component comprising uniformly mixing a mixture of a fat-soluble component and a surfactant with an aqueous solvent.
  • Item 2 The preparation method according to Item 1, wherein in the step (3), an emulsification treatment is performed as a method of uniformly mixing a mixture of the fat-soluble component, the surfactant and the aqueous solvent.
  • Item 3 The preparation method according to Item 1 or 2, wherein the method comprises (1) heat-melting the fat-soluble component and then (2 ') mixing the melted fat-soluble component with a surfactant.
  • Item 4 The preparation method according to Item 1 or 2, which comprises a step of (1 ′) heating and melting the fat-soluble component together with the surfactant after the (2) fat-soluble component is mixed with the surfactant.
  • Item 5 The preparation method according to any one of Items 1 to 4, wherein the fat-soluble component has a melting point of 40 ° C or higher.
  • Item 6 The preparation method according to any one of Items 1 to 5, wherein the preparation method is at least one selected.
  • Item 7 The surfactant according to Items 1 to 6, wherein the surfactant is at least one selected from the group power consisting of glycerin fatty acid ester, sucrose fatty acid ester, phospholipid, saponin, and polysorbate! A preparation method as described in any of the above.
  • Item 8 The preparation method according to any one of Items 1 to 7, wherein the aqueous solvent is at least one selected from the group power consisting of water, a lower alcohol, and a polyhydric alcohol.
  • Item 9 The preparation method according to Item 1, wherein an aqueous solvent containing a saccharide is used.
  • Item [0011] A soluble product of a fat-soluble component obtained by the preparation method according to any one of Items 1 to 9.
  • Item 11 The solubilized product of a fat-soluble component according to Item 10, wherein the lipid fine particles contained in the soluble product of the fat-soluble component have an average particle size of 0 or less.
  • Item 12 A product obtained by blending a solubilizate of the fat-soluble component according to Item 12.
  • Item 13 The product according to Item 12, which is an aqueous product prepared by dissolving or dispersing a solubilized product of the fat-soluble component described in Item 10 or Item 11 in water.
  • Item 14 The product according to item 12 or 13, which is food, medicine, quasi-drug, cosmetic or feed.
  • the preparation method of the present invention it is possible to prepare a composition (soluble matter) in which a fat-soluble component is stably soluble in an aqueous solvent in a clear state.
  • the soluble product of the fat-soluble component prepared by the method of the present invention has high solubility or dispersibility with high compatibility with water and other aqueous solvents, and has stable solubility and dispersibility. is doing. Furthermore, an aqueous solution to which a soluble substance of a fat-soluble component is added has excellent clarity. Therefore, the solubilized product of the fat-soluble component prepared by the method of the present invention can be used for various products that do not adversely affect the quality of the product, such as separation, oil floating, and color change. it can.
  • the solubilized product of the fat-soluble component of the present invention is a product prepared using water as a raw material (food, cosmetics, pharmaceuticals, quasi-drugs, feed, etc.), a product containing water, or a water-soluble product. (These are collectively referred to as “water-based products” below) to give the functions of fat-soluble ingredients (for example, fat-soluble vitamins, ginseng tinoids ( ⁇ -carotene, lycopene, etc.), coenzyme Q, etc.)
  • the “solubilized product of fat-soluble component” targeted by the present invention is a product in which a fat-soluble component is uniformly dissolved or dispersed in an aqueous solvent, and turbidity is not observed by visual observation. means. Whether or not turbidity is observed by visual observation is usually determined by diluting it with water to 1% by volume and measuring the absorbance at a wavelength of 720 °. Can do. Specifically, when the absorbance (720 nm) of the 1% by volume diluted aqueous solution is 0.1 or more, turbidity is determined, and when it is less than that, it is determined that there is no turbidity.
  • the absorbance (720 nm) of a 1% by volume diluted aqueous solution of a solution in which a fat-soluble component is dissolved or dispersed in an aqueous solvent is less than 0.1, preferably 0.09 or less, more preferably 0.8. If it is 05 or less, more preferably 0.03 or less, it can be determined that the solution is a soluble product of a fat-soluble component.
  • the average particle size of the lipid microparticles is 0.2 m or less, preferably 0.1 m or less, It can be judged as a soluble product of ingredients.
  • the fat-soluble component used as a raw material may be a fat-soluble component having a solid state at room temperature (25 ° C.) and having a melting point of 40 ° C. or higher.
  • carotenoids such as j8-power rotin, rutin, lycopene, and apocarotenal; Coenzyme Q; vitamin D, vitamin K2, etc.
  • fat-soluble components can be used alone or in any combination of two or more. Any of these fat-soluble components can be obtained commercially.
  • Examples of the aqueous solvent used in the present invention include water, lower alcohols, polyhydric alcohols, and mixtures thereof.
  • Preferred is water, a polyhydric alcohol, or a mixed liquid of water and a polyhydric alcohol. More preferred is a mixed solution of water and a polyhydric alcohol.
  • the content ratio of the polyhydric alcohol in the mixed liquid of water and polyhydric alcohol is not particularly limited, but may be 1% by weight or more and less than 100% by weight, preferably 50% by weight or more and less than 100% by weight. .
  • the lower alcohol content rate in the said liquid mixture can also be set similarly to this.
  • lower alcohols examples include lower alcohols having 1 to 4 carbon atoms such as methanol, ethanol, propyl alcohol, isopropyl alcohol, butyl alcohol, s-butyl alcohol, and isobutyl alcohol. it can. These can be used alone or in any combination of two or more. Ethanol and isopropyl alcohol are preferred.
  • polyhydric alcohols examples include glycerin, diglycerin, triglycerin, polydaririne, propylene glycol, dipropylene glycol, 1,3-butylene glycolol, ethylene glycol, polyethylene glycol, sonolebithonole, xylitolol, Examples include maltitol, erythritol, mannitol and the like. These can be used alone or in any combination of two or more. Preferred are glycerin, sorbitol, xylitol, maltitol, erythritol, and mannitol. When the polyhydric alcohol to be used is solid at room temperature, it is preferable to use it in combination with water or lower alcohol.
  • aqueous solvents can also be used in combination with saccharides.
  • powerful sugars include xylose, glucose, ratatose, mannose, oligotose, fructose glucose liquid sugar, sucrose and the like. These can be used alone or in any combination of two or more. Saccharides can be used at a ratio of 1 to 80% by weight, preferably 10 to 50% by weight, based on 100% by weight of the finally obtained fat-soluble component of the fat-soluble component.
  • the solubilized product of the fat-soluble component can be prepared by performing the following step (1), step (2) and step (3).
  • the steps (1) and (2) are in no particular order. That is, after the fat-soluble component is heated and melted in the step (1), the melted fat-soluble component may be subjected to the step (2) and mixed with the surfactant, or (2) After mixing the fat-soluble component and the surfactant in the step, the mixture may be subjected to the step (1) to heat and melt the fat-soluble component. Then, the mixture of the fat-soluble component and the surfactant prepared in these steps is subjected to the step (3) and uniformly mixed with the aqueous solvent.
  • the temperature condition used for heating and melting the fat-soluble component is not particularly limited as long as it is equal to or higher than the melting point of the fat-soluble component to be used and the fat-soluble component melts. Therefore, the temperature conditions are usually in the range of 40-200 ° C, depending on the fat-soluble component used. Force can be set as appropriate. Specifically, when the fat-soluble component is Coenzyme Q,
  • melting point (48 ° C) or higher preferably 50 to: LOO ° C; in the case of lycopene, melting point (175 ° C) or higher, preferably 180 to 200 ° C; in the case of ⁇ -carotene, its melting point (184 ° C) or more, preferably 185 to 200 ° C.
  • the thermal melting is not particularly limited as long as it is performed while stirring the fat-soluble component or in a stationary state.
  • the mixing operation of the fat-soluble component and the surfactant is not particularly limited, and either the method of adding the surfactant in the fat-soluble component or the method of adding the fat-soluble component in the surfactant. May be.
  • the temperature conditions for mixing are not particularly limited, and can usually be carried out simply at room temperature.
  • “mixing” does not necessarily mean that the fat-soluble component and the surfactant are at least in a coexisting state and are mixed uniformly. Not required.
  • the fat-soluble component and the surfactant are mixed and then subjected to the above-described step (1) (heating and melting step).
  • the surfactant used here is not particularly limited as long as it is widely used as an emulsifier or a dispersant in the field of foods, pharmaceuticals, quasi drugs or cosmetics.
  • glycerin fatty acid ester sucrose fatty acid ester, sorbitan fatty acid ester; phospholipids such as lecithin, enzymatically decomposed lecithin, and enzyme-treated lecithin;
  • saponins such as saponin and yuccaform extract
  • polysorbate polysorbate 20, 60, 65, 80
  • gum arabic, gati gum modified starch and the like.
  • glycerin fatty acid ester sucrose fatty acid ester, phospholipid, saponin, polysorbate, and gum arabic. More preferred are glycerin fatty acid ester, sucrose fatty acid ester, and phospholipid.
  • Examples of the glycerin fatty acid ester and sucrose fatty acid ester include those having high HLB. Specifically, HLB10 or more is desirable, for example, HLB10-16.
  • Preferable examples of the glycerin fatty acid ester include polyglycerin fatty acid esters having 12 to 22 carbon atoms and a polymerization degree of 5 or more.
  • An example is decaglyceryl behe-acid.
  • sucrose fatty acid esters include sucrose monolaurate, sucrose monomyristate, sucrose monopalmitate, sucrose monostearate ester, and sucrose monooleate. be able to. Sucrose monostearate and sucrose monopalmitate are preferred.
  • Preferable phospholipids include plant lecithin, enzyme-treated lecithin, enzyme-decomposed lecithin, fractionated lecithin, and egg yolk lecithin. More preferred are plant lecithin and enzyme-degraded lecithin.
  • the enzyme-treated lecithin is obtained by allowing phospholipase D to act on a mixture of “plant lecithin” or “yolk lecithin” and glycerin, and contains phosphatidylglycerol as a main component.
  • Enzymatically-degraded lecithin is obtained by adjusting pH of water from a “plant lecithin” or “egg yolk lecithin” with water or an alkaline aqueous solution, followed by enzymatic degradation at room temperature to warm temperature, followed by extraction with ethanol, isopropyl alcohol or acetone. It is a thing. Contains lysolecithin and phosphatidic acid as main components.
  • Preferable saponins include saponins such as quilla extract, genjusaponin, soybean saponin, enzyme-treated soybean saponin, tea seed saponin, yucca foam extract and the like.
  • polysorbate 20, polysorbate 60, polysorbate 65, and polysorbate 80 are known as polysorbates, and are generally commercially available. In the present invention, one or a combination of two or more of these polysorbates can be used.
  • the ratio of the surfactant used for mixing with the fat-soluble component depends on the type of the fat-soluble component and the surfactant to be used, as long as the effect of the present invention is obtained. There is no particular limitation as long as it is adjusted appropriately.
  • the blending ratio of the surfactant to 100 parts by weight of the fat-soluble component is 0.1 parts by weight or more, preferably 1 to: LOOO parts by weight, more preferably 10 to: LOOO parts by weight, and further preferably 10 to : LOO parts by weight can be mentioned.
  • edible fats and oils can be mixed in addition to the fat-soluble component and the surfactant.
  • Edible fats and oils that can be used include medium-chain triglycerides (MCT) and other commonly used animal and vegetable oils such as fish oil, corn oil, soybean oil, safflower oil, and rapeseed oil, with a melting point of 40 ° C. The following can be mentioned.
  • edible fats and oils are not added as a solvent for the fat-soluble solid component, so that an amount sufficient to dissolve the solid fat-soluble component is not required.
  • Specific examples of the addition amount include 0.01 to 5 parts by weight of edible fats and oils, preferably 0.01 to 1 part by weight based on 1 part by weight of the fat-soluble component.
  • the amount of the edible oil / fat can be arbitrarily increased or decreased depending on the type and combination of the fat-soluble component and the surfactant used.
  • the obtained mixture of the fat-soluble component and the surfactant is subjected to the step (3) and mixed with an aqueous solvent.
  • the fat-soluble component and the surfactant used for mixing with the aqueous solvent are preferably mixed in a state as uniform as possible by an operation such as stirring and mixing. This mixing condition is not particularly limited, but it is preferable to carry out at room temperature or higher! /.
  • the mixture may be further subjected to an emulsification treatment using a conventional emulsification apparatus.
  • a conventional emulsification apparatus for example, a paddle mixer, a azimuth homomixer, a colloid mill, a high-pressure emulsifier, a high-pressure agitating emulsifier, a high-pressure homogenizer, a homojetter and the like can be used without limitation.
  • the temperature during the emulsification treatment is usually from room temperature to 100 ° C.
  • the temperature is preferably from room temperature to 80 ° C, more preferably from room temperature to 60 ° C.
  • the pressure range when emulsification is performed under high pressure is not limited, but is usually 100 to 2000 kg / cm 2 , preferably 500 to 2000 kg / cm 2 , more preferably 500 to 1500 kg / cm 2. .
  • the mixing ratio of the mixture of the fat-soluble component and the surfactant and the aqueous solvent is determined as follows. There is no particular limitation on the condition that an optically transparent soluble product can be obtained even after mixing without precipitation in an aqueous solvent.
  • the fat-soluble component in 100% by weight of the final lysate to be prepared, is in the range of 0.001 to LO weight%, preferably 0.01 to 1 weight%, more preferably 0.1. A proportion such that it is contained in the range of ⁇ 1 wt% can be exemplified.
  • the proportion of the aqueous solvent in 100% by weight of the final solubilizate may be 1 to 90% by weight, preferably 10 to 80% by weight, more preferably 30 to 80% by weight.
  • the solubilized product of the fat-soluble component thus prepared is a stable and clear solution. Furthermore, the soluble product of the fat-soluble component is highly compatible with water, so when added to water and mixed, it can be dissolved or dispersed well to stably obtain a clear aqueous solution (water-soluble, (Storage stability).
  • the fat soluble ingredient obtained by the preparation method as described above is prepared from a product such as food, cosmetics, pharmaceuticals, quasi-drugs or feed, particularly water as a raw material. It can be used effectively for the purpose of imparting the functions of various fat-soluble components to products, water-containing products, or water-soluble products (collectively these products are referred to as “aqueous products”). it can.
  • the solubilized product of the fat-soluble component is soluble in water and has stable solubility under acidic conditions (for example, ⁇ 1 to 4.5, preferably pH 2 to 4.5).
  • acidic conditions for example, ⁇ 1 to 4.5, preferably pH 2 to 4.5.
  • Acidic foods that have been difficult due to their nature such as lactic acid bacteria beverages, carbonated beverages, soft drinks, fruit beverages
  • acidic beverages including fruit juice beverages, fruit beverages, soft drinks containing fruit juice, carbonated drinks containing fruit juice
  • acidic beverages such as tea-based beverages and pickled products.
  • the fat-soluble component of the fat-soluble component does not interfere with the effects of the present invention, and further contains an antioxidant, a chelating agent, a dye, a fragrance, an organic acid / inorganic acid, or A thickening polysaccharide may be blended.
  • antioxidants include extracted tocopherols such as mixed tocopherol, ascorbic acid, water-soluble polyphenol, etc .
  • examples of chelating agents include polymerized phosphates and phytic acid;
  • fat-soluble pigments or water-soluble pigments such as j8-carotene lycopene
  • fragrances for example, citrus oils (essential oils) such as orange, grapefruit and lemon, synthetic fragrances, etc .
  • sweeteners Is for example, a sweetener such as sugar or a high-intensity sweetener
  • Citric acid malic acid, tartaric acid, lactic acid, phytic acid, phosphoric acid, succinic acid, acetic acid, darconic acid, glutamic acid, hydrochloric acid, polyphosphoric acid
  • examples of thickening polysaccharides include dextrin, cyclodextrin, gum arabic, Examples include xanthan gum, guar gum, gati gum and the like.
  • the soluble soy sauce of the fat-soluble component obtained by the preparation method of the present invention is prepared using, for example, a product such as food, cosmetics, pharmaceuticals, quasi-drugs or feeds, particularly water as a raw material It can be used effectively for the purpose of imparting the functions of various fat-soluble components to products, products containing water, or water-soluble products (aqueous products).
  • the fat-soluble component can be dissolved in the production of the water-based product rather than using the fat-soluble component as it is.
  • the use of a product greatly simplifies the production of the product.
  • the product power to be produced can be imparted with a function possessed by the fat-soluble component without impairing its clarity, for example, if it is in a liquid form such as beverages and cosmetics.
  • the stability of the fat-soluble component is improved, it is possible to provide a product containing a fat-soluble component that does not impair the product value for a long period of time.
  • the present invention provides a product (food, cosmetics, pharmaceuticals, quasi-drugs or feed) containing the solubilized product of the fat-soluble component produced by the method described above.
  • the product may consist of the above-mentioned soluble product, or may contain the solubilized product as one of the raw materials together with other raw materials.
  • Examples of foods targeted by the present invention include milk drinks, lactic acid bacteria drinks, carbonated drinks, fruit drinks (including fruit juice drinks, soft drinks containing fruit juices, carbonated drinks containing fruit juices, and fruit drinks), vegetable drinks, vegetables 'Beverages such as fruit drinks, alcoholic drinks, coffee drinks, powdered drinks, sports drinks, supplement drinks; tea drinks such as tea drinks, green teas and blended teas (hereinafter referred to as "beverages"); custard pudding, milk Puddings such as pudding, pudding with fruit juice, desserts such as jelly, bavaria and yogurt; Frozen confectionery such as milk ice cream, ice cream with fruit juice and soft ice cream, ice candy; gums such as chewing gum and bubble gum
  • coated chocolate such as marble chocolate, Chocolates such as Cigo Chocolate, Blueberry Chocolate, Melon Chocolate and other flavored chocolates; node candy (including bonbon, butterball, marble, etc.), soft candy (caramel, nougat, gummy candy, marshmallow) Etc.), caramels such
  • processed meat such as ham, sausage, grilled pork
  • fish meat ham, fish sausage, fish paste salmon, bamboo rings, hampen, fried Satsuma, Date roll, whale bacon, etc .
  • butter margari Dairy products such as rice, cheese, whipped cream, etc .
  • Udon products such as udon, cold wheat, somen noodles, buckwheat, Chinese soba, spaghetti, macaroni, rice noodles, harsame and wonton; Of various processed foods.
  • the soluble soluble ingredient of the fat-soluble component of the present invention is excellent in solubility and dispersibility when added to water and mixed, and further excellent in stability, It can be used effectively for so-called water-based foods prepared from water, containing water, or water-soluble.
  • water-based foods include water-based foods belonging to beverages, confectionery, pickles, sauces and jams. More preferred are beverages, confectionery with fruit juice, pickles, sauces with fruit juice, and jams.
  • the soluble product of the fat-soluble component produced by the method of the present invention has a stable solubility without generating an insoluble material even under acidic conditions. Therefore, it can be used effectively for acidic foods.
  • acidic foods for example, lactic acid bacteria beverages, carbonated beverages, fruit beverages (including fruit juice soft drinks, fruit juice beverages, fruit juice carbonated drinks, and pulp drinks), vegetable drinks, vegetables * fruit juices, other acidic soft drinks (coffee drinks, Acidic beverages (including tea beverages, mineral water and water), pickles, dressings with fruit juice and jams
  • suitable foods include the above-mentioned acidic foods in addition to the foods described above.
  • a food containing the solubilized product of the fat-soluble component of the present invention is prepared by blending the soluble food prepared by the above-described method of the present invention as one of the raw materials at any step of production. Can be manufactured. If this process is excluded, it can manufacture according to the conventional manufacturing method regarding various foodstuffs. Therefore, the food of the present invention is industrially useful because it is not necessary to set a special production apparatus or production conditions for production.
  • the blending ratio of the fat-soluble component of the fat-soluble component of the present invention is such that the function of the desired fat-soluble component can be obtained by ingesting a normal amount of the food. If there is no particular limitation. Usually, the ratio of the fat-soluble component contained in 100% by weight of food can be appropriately set according to the type of food from the range of 0.00001 to 5% by weight.
  • the foods targeted by the present invention include supplements having various pharmaceutical forms such as tablets, pills, powders, granules, capsules, and liquids (drinks).
  • a supplement preparation may be a soluble product of the above fat-soluble component of the present invention itself or a drink in which this is further dispersed in an aqueous solvent such as water, or a soluble product of the fat-soluble component of the present invention.
  • It may be a capsule preparation in which is encapsulated in a capsule base such as a soft capsule or a hard capsule.
  • the powdery or granule preparation obtained by solidifying the soluble soluble ingredient of the present invention by spray drying or freeze drying, or adsorbing or supporting it on an excipient may also be used. Tablets and pills prepared by tableting and compression, and capsule preparations encapsulated in a capsule base may also be used.
  • the ratio of the soluble soy sauce of the present invention to be blended in these supplements (food products) is considered that the function of a desired fat-soluble component can be obtained by ingesting the supplement in a normal amount.
  • a desired fat-soluble component can be obtained by ingesting the supplement in a normal amount.
  • it is no particular limitation as long as it is an amount that can be used.
  • it can be adjusted so that the fat-soluble component is contained in a dose of 0.01 to 5000 mg, preferably 0.1 to 2000 mg, in the daily dose of the supplement.
  • the cosmetics targeted by the present invention include facial cleansing cosmetics, skiny cosmetics (lotions, (Emulsions, creams, etc.), sunscreen cosmetics, makeup cosmetics (foundations, lipsticks, etc.), cleaning cosmetics (shampoos, rinses, body shampoos, etc.), scalp cosmetics (hair tonics, hair liquids, hair nourishing agents, etc.) );
  • Drugs include tablets (including tablets coated with a coating agent), capsules (including hard capsules and soft capsules), powders, condyles, drinks, troches, mouthwashes, ointments, Examples include creams, etc .; quasi-drugs, toothpastes, fresheners in mouth, anti-bad breath, etc .; examples of feeds include various foods such as cat food and dog food, food for aquarium fish or cultured fish, etc. However, it is not limited to these.
  • the soluble cake of the present invention is excellent in solubility and dispersibility when added to water and mixed, it preferably contains water containing water or is water-soluble. It can be effectively used for so-called water-based cosmetics, pharmaceuticals, quasi-drugs, or feed.
  • water-based cosmetics preferably skiny cosmetics (lotions, emulsions, creams, etc.), scalp cosmetics (hair tonics, hair liquids, hair nourishing agents, etc.);
  • pharmaceuticals preferably drinks, gargles, Ointments, creams, powders, granules, etc .
  • quasi-drugs include toothpastes, mouth fresheners, and bad breath prevention agents.
  • these products can also be produced by blending the above-described fat-soluble component of the present invention as a raw material in any production process. Except for this step, it can be produced according to conventional production methods for various products.
  • the blending ratio of the soluble soluble ingredient of the fat-soluble component of the present invention is such that a desired function of the fat-soluble ingredient can be obtained by using a normal amount of the product. If it is possible amount, it is not limited.
  • the ratio of the fat-soluble component contained in 100% by weight of the normal product can be appropriately set depending on the type of product from the range of 0.001 to 10% by weight.
  • the proportion of the soluble product of the present invention to be blended in a pharmaceutical product is specifically 0.01 to 500 Omg, preferably 0. It can be adjusted so as to be contained at a rate of 1 to 2000 mg.
  • each component described in Table 1 was mixed and emulsified to prepare an emulsion composition.
  • Example 2 For Example 2, first, a fat-soluble component (component 1) was heated and melted at a temperature equal to or higher than the melting point (60 ° C), mixed with a surfactant (component 2), and then an aqueous solvent (component). Mixed with 3). Next, the obtained mixture was emulsified by treatment for 10 minutes at 3000 rpm using Polytron (manufactured by Polytoron PT-3000 KINEMATICA AG). For Comparative Example 1, do not heat the fat-soluble component (Component 1)! Mix it with the surfactant (Component 2) and the aqueous solvent (Component 3) in a solid state with boiling. 2 was added, and the surfactant was added to Component 3 and emulsified by the same treatment as above.
  • the absorbance at a wavelength of 720 was measured for a diluted solution prepared from these emulsified compositions with water to a concentration of 1% by volume, and the transparency (turbidity) was evaluated. Absorbance is 0.1 or more and turbidity is observed.
  • the average particle diameter (median diameter: m) of the fat and oil fine particles in each emulsified composition (emulsified solution) obtained above was measured using a laser diffraction particle size distribution analyzer (SALD-2100: manufactured by Shimadzu Corporation).
  • the average particle size of the emulsion composition obtained in the Comparative Example was 1.8 m or more, whereas in the Examples The obtained emulsion composition had a particle size of less than 0, which was much smaller than that of the comparative example. Further, according to the results of the average particle size, the emulsion composition of the comparative example was cloudy in appearance, whereas the emulsion composition of the example had transparency, and the fat-soluble component (Coenzyme). Q is soluble and composition
  • each component described in Table 2 was mixed and emulsified to prepare an emulsion composition.
  • Coenzyme Q used as a fat-soluble component (component 1) here
  • Lycopene and j8-power rotin have melting points of 48 ° C, 175 ° C and 184 ° C, respectively [0069] ⁇ Production method>
  • the fat-soluble component (component 1) and the surfactant (component 2) After mixing the fat-soluble component (component 1) and the surfactant (component 2), this was heated and melted at a temperature equal to or higher than the melting point of each fat-soluble component and mixed with an aqueous solvent (component 3). Next, the obtained mixture was emulsified by treatment with 3000 rpm for 10 minutes using Polytron (manufactured by Polytoron PT-3000 KINEMATICA AG).
  • the fat-soluble component (component 1) was not heated and mixed with the surfactant (component 2) and the aqueous solvent (component 3) in a solid state with boiling, and this was emulsified using a homomixer in the same manner as described above.
  • Transparent, ⁇ : Almost transparent, ⁇ : Slightly turbid, X: Translucent turbidity, X X: White turbidity
  • the absorbance at a wavelength of 720 was measured using a dilute solution prepared by adding 1% by volume of these emulsified compositions with water, and the transparency (turbidity) was evaluated. Absorbance is 0.1 or more and turbidity is observed.
  • the particle diameter (median diameter: ⁇ m) of the oil and fat fine particles in each emulsion composition (emulsion solution) obtained above was measured using a laser diffraction particle size distribution meter (SALD-2100: manufactured by Shimadzu Corporation). .
  • the average particle size of the emulsion composition obtained in the Comparative Example was 2.5 m or more, whereas it was obtained in the Examples.
  • the average particle size of the emulsified composition was 0.17 / xm or less, which was much smaller than that of the comparative example.
  • the emulsion composition of the comparative example was cloudy in appearance, whereas the emulsion composition of the example had transparency, and was a fat-soluble solid component. (Coenzyme Q, lycopene, 3-carotene) was confirmed to be soluble.
  • the diluted solution of the emulsion composition of the comparative example was cloudy, whereas the diluted solution of the emulsion composition of the example had transparency. It was confirmed that the fat-soluble solid component (Coenzyme Q) was soluble.
  • each component described in Table 3 was mixed and emulsified to prepare an emulsion composition.
  • the melting point of Coenzyme Q used as the fat-soluble component (component 1) is 48 ° C.
  • the absorbance at a wavelength of 720 was measured using a dilute solution prepared by adding 1% by volume of these emulsified compositions with water, and the transparency (turbidity) was evaluated. Absorbance is 0.1 or more and turbidity is observed.
  • the average particle diameter (median diameter: m) of the lipid fine particles in each emulsified composition (emulsified solution) obtained above was measured using a laser diffraction particle size distribution analyzer (SALD-2100: manufactured by Shimadzu Corporation).
  • the average particle size of the emulsion composition obtained in the Comparative Example was 0.95 m or more, whereas in the Examples, The obtained emulsion composition had an average particle size of 0.08 m or less, which was much smaller than that of the comparative example. Further, according to the results of the average particle size, the emulsion composition of the comparative example was cloudy in appearance, whereas the emulsion composition of the example had transparency, and the fat-soluble component ( It was confirmed that Coenzyme Q) was soluble. Dilute the solution!
  • the diluted solution of the emulsion composition of the comparative example was cloudy, whereas the diluted solution of the emulsion composition of the example had transparency, and the fat-soluble component (coenzyme Q) was Soluble
  • a food (soft drink, jelly) using the soluble product of the fat-soluble component obtained in the above Example was prepared according to the following formulation.
  • Example 3 instead of the emulsified composition of Example 3, one of the emulsified compositions (soluble matter) of Examples 1-2 and 6-7 can also be used.
  • Coenzyme Q soluble food (Example 3) was added and mixed, and then sterilized at 95 ° C.
  • a soft drink was prepared by filling the 200 ml glass bottle with a hot pack.
  • the obtained soft drink was transparent and had no power of floating oil. Furthermore, there was no off-flavor in the flavor, and the beverage was easy to drink.
  • citrate and agar were added to water and dissolved by heating at 85 ° C for 20 minutes.
  • ⁇ 8-strength rotin soluble food (Example 5) and fragrance, filled into a cup, sealed, sterilized in a water bath at 85 ° C for 30 minutes, cooled to 40 ° C or lower and jelly was added.
  • the obtained jelly was transparent and could be colored in a clear yellow with no turbidity due to oil. In addition, the effect of the oil on the flavor was also felt when eating.

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Abstract

A process for producing a solution of a lipid-soluble ingredient. The solution can be prepared as a clear solution in an aqueous solvent. The lipid-soluble ingredient is an ingredient which has the function of vitamins or coenzyme Q10. The solution of a lipid-soluble ingredient can be produced by: mixing the lipid-soluble ingredient with a surfactant and heating the mixture to a temperature not lower than the melting point of the lipid-soluble ingredient or heating the lipid-soluble ingredient to a temperature not lower than the melting point thereof to melt it and subsequently mixing the melt with a surfactant; and then mixing the resultant mixture with an aqueous solvent to emulsify or dissolve it.

Description

明 細 書  Specification
脂溶性成分の可溶化物の調製方法  Method for preparing solubilized product of fat-soluble component
技術分野  Technical field
[0001] 本発明は、常温で固体状態にある脂溶性成分の可溶ィ匕物を調製する方法に関す る。より詳細には、本発明は水性溶媒中に脂溶性成分を安定的に可溶化してなる、 澄明性の高い可溶ィ匕物を調製取得する方法に関する。また本発明は、当該方法で 調製される脂溶性成分の可溶化物、およびそれを配合した各種製品に関する。 背景技術  The present invention relates to a method for preparing a soluble product of a fat-soluble component that is in a solid state at room temperature. More specifically, the present invention relates to a method for preparing and obtaining a highly soluble soluble product obtained by stably solubilizing a fat-soluble component in an aqueous solvent. The present invention also relates to a solubilizate of a fat-soluble component prepared by the method and various products containing the solubilized product. Background art
[0002] 脂溶性成分には、人体にとって必要なビタミン等の成分もあり、その利用範囲は食 品、医薬品、医薬部外品、化粧品等の様々な分野にわたる。  [0002] Fat-soluble components include components such as vitamins necessary for the human body, and the range of use covers various fields such as foods, pharmaceuticals, quasi drugs, and cosmetics.
[0003] し力しながら、一般に脂溶性成分は水への溶解性が極めて低ぐ水に均一に分散 させて安定な水性溶液として利用することが困難である。このため、脂溶性成分を使 用する際には、油へ懸濁させるか、油脂に溶解後乳化させるか、溶解または乳化し たものを噴霧乾燥等により粉末ィ匕するか、ある!ヽは脂溶性成分をそのまま粉末ゃ顆 粒状に調製する等の方法が採用されている。 [0003] However, it is generally difficult to use a fat-soluble component as a stable aqueous solution by uniformly dispersing it in water having extremely low solubility in water. For this reason, when using fat-soluble ingredients, they are either suspended in oil, emulsified after being dissolved in fat or oil, or dissolved or emulsified and then powdered by spray drying or the like. A method of preparing a fat-soluble component as it is in a powdered condylar shape is employed.
[0004] しかし、不溶性の状態では取り扱いが不便であり、また生体への吸収性が低いとい う問題がある。このため、脂溶性成分を水性溶媒に安定的に可溶ィ匕するための方法 が求められている。 [0004] However, in an insoluble state, there are problems that handling is inconvenient and absorbability to a living body is low. For this reason, a method for stably dissolving a fat-soluble component in an aqueous solvent is required.
[0005] 脂溶性成分を水性溶媒に可溶化する一般的な方法としては、脂溶性成分を食用 油等の油性溶媒に溶解し、これを、予め界面活性剤を溶解した水性溶媒と混合して 、乳化する方法を挙げることができる。  [0005] As a general method for solubilizing a fat-soluble component in an aqueous solvent, the fat-soluble component is dissolved in an oily solvent such as edible oil, and this is mixed with an aqueous solvent in which a surfactant is previously dissolved. And emulsifying method.
[0006] また、その他にも、様々な方法が提案されている。例えば、脂溶性成分を、乳化剤、 多価アルコールおよび水とともに高圧処理する方法 (特許文献 1)、脂溶性成分 (非 水溶性の物質)を、ポリグリセリン脂肪酸エステルとショ糖脂肪酸エステルを用いて、 水または多価アルコールに可溶化、乳化または分散させる方法 (特許文献 2)、膜形 成性分子 (リン脂質)を、乳化助剤と親油性成分に溶解し、これを水性相に添加して 乳化させる方法 (特許文献 3)、脂溶性成分 (セラミド)を炭素数 8〜 10の脂肪酸とポリ グリセリンのエステルと炭素数 12〜18の脂肪酸とポリグリセリンのエステルを用いて 水系溶媒に分散させる方法 (特許文献 4)、植物ステロール及び Zまたは植物ステロ ール脂肪酸エステルを含む油相を、酵素処理卵黄を乳化剤として用いて水相に乳 化させる方法 (特許文献 5)、脂溶性成分 (非水溶性物質)にポリグリセリン脂肪酸ェ ステル、多価アルコールおよび水を混合して可溶ィ匕する方法 (特許文献 6)、脂溶性 成分を、油相成分、多価アルコールおよび乳化剤を用いて乳化させる方法 (特許文 献 7, 8)を挙げることができる。 [0006] Various other methods have been proposed. For example, a method of high-pressure treatment of a fat-soluble component together with an emulsifier, a polyhydric alcohol and water (Patent Document 1), a fat-soluble component (a non-water-soluble substance) using a polyglycerol fatty acid ester and a sucrose fatty acid ester, A method of solubilizing, emulsifying or dispersing in water or a polyhydric alcohol (Patent Document 2), a film-forming molecule (phospholipid) is dissolved in an emulsification aid and a lipophilic component, and this is added to an aqueous phase. A method of emulsifying (Patent Document 3), a fat-soluble component (ceramide) and a fatty acid having 8 to 10 carbon atoms and poly Method of dispersing in water-based solvent using glycerin ester, C12-18 fatty acid and polyglycerin ester (Patent Document 4), enzymatic treatment of oil phase containing plant sterol and Z or plant sterol fatty acid ester A method of emulsifying egg yolk into an aqueous phase using an emulsifier (Patent Document 5), a method of dissolving a fat-soluble component (water-insoluble substance) with polyglycerin fatty acid ester, polyhydric alcohol and water (Patent Document 6), a method of emulsifying a fat-soluble component using an oil phase component, a polyhydric alcohol and an emulsifier (Patent Documents 7 and 8).
特許文献 1 特開 2000- — 212066号公報  Patent Document 1 Japanese Unexamined Patent Publication No. 2000- — 212066
特許文献 2特開 2003- — 284510号公報  Patent Document 2 Japanese Unexamined Patent Publication No. 2003- 284510
特許文献 3特表 2002- — 514394号公報  Patent Literature 3 Special Table 2002- — 514394
特許文献 4特開 2003- — 113393号公報  Patent Document 4 JP 2003-113393 A
特許文献 5特開 2002- - 171931号公報  Patent Document 5 JP 2002-171931 A
特許文献 6特開昭 62- - 250941号公報  Patent Document 6 Japanese Patent Laid-Open No. 62-250941
特許文献 7特開 2003- — 238396号公報  Patent Document 7 JP 2003- 238396 A
特許文献 8特開 2003- - 300870号公報  Patent Document 8 Japanese Unexamined Patent Publication No. 2003-300870
発明の開示  Disclosure of the invention
発明が解決しょうとする課題  Problems to be solved by the invention
[0007] 本発明は、脂溶性成分の可溶化物、具体的には常温で固体状態にある脂溶性成 分が水性溶媒中に安定的に可溶化してなる組成物の調製方法を提供することを目 的とする。より詳細には、本発明は、 β一力ロチン、リコピンまたはコェンザィム Q 等  [0007] The present invention provides a method for preparing a solubilizate of a fat-soluble component, specifically, a composition in which a fat-soluble component in a solid state at room temperature is stably solubilized in an aqueous solvent. The purpose. More specifically, the present invention relates to β-strength rotin, lycopene, or coenzyme Q, etc.
10 の脂溶性成分を、水性媒体中に安定かつ澄明な状態で溶解、乳化または分散させ てなる可溶化物を調製する方法を提供することを目的とする。また本発明は、当該調 製方法で得られた脂溶性成分の可溶化物、および脂溶性成分を安定な状態で含有 する各種の製品を提供することを目的とする。  It is an object of the present invention to provide a method for preparing a solubilized product obtained by dissolving, emulsifying or dispersing 10 fat-soluble components in an aqueous medium in a stable and clear state. Another object of the present invention is to provide a solubilizate of the fat-soluble component obtained by the preparation method and various products containing the fat-soluble component in a stable state.
課題を解決するための手段  Means for solving the problem
[0008] 本発明者らは、上記目的を達成するために鋭意検討して ヽたところ、脂溶性成分、 界面活性剤および水性溶媒を混合して、水性溶媒に脂溶性成分を可溶化するにあ たり、脂溶性成分を予め界面活性剤と混合した後に水性溶媒と混合すること、また水 性溶媒と混合する前に少なくとも脂溶性成分は加熱融解しておくことが必要であり、 力かる条件で調製することによって脂溶性成分を水性溶媒に安定的に可溶ィ匕するこ とができ、澄明な溶液が得られることを見いだした。 [0008] The present inventors have intensively studied to achieve the above-mentioned object. As a result, a fat-soluble component, a surfactant and an aqueous solvent are mixed to solubilize the fat-soluble component in the aqueous solvent. In other words, the fat-soluble component should be mixed with the surfactant in advance and then mixed with the aqueous solvent. Before mixing with the soluble solvent, at least the fat-soluble component must be heated and melted. By preparing it under strong conditions, the fat-soluble component can be stably dissolved in the aqueous solvent. And found that a clear solution was obtained.
[0009] さら〖こ本発明者らは、当該可溶ィ匕物は水との相溶性に優れており、水や水性製品 に配合した場合でも高 ヽ透明性をもって溶解または分散し、脂溶性成分の可溶性は 失われなわれず、安定的に維持されることを確認した。本発明はカゝかる知見に基づ V、て完成されたものである。  [0009] Further, the present inventors have found that the soluble product is excellent in compatibility with water and dissolves or disperses with high transparency even when blended in water or an aqueous product, and is fat-soluble. It was confirmed that the solubility of the components was not lost and was maintained stably. The present invention has been completed on the basis of the accumulated knowledge.
[0010] すなわち、本発明は下記の構成を有するものである。  That is, the present invention has the following configuration.
項 1. (1)脂溶性成分を加熱融解する工程、  Item 1. (1) Heat melting process of fat-soluble components,
(2)脂溶性成分を界面活性剤と混合する工程、および  (2) a step of mixing a fat-soluble component with a surfactant, and
(3)脂溶性成分と界面活性剤との混合物を水性溶媒と均一に混合する工程 を有する、脂溶性成分の可溶化物を調製する方法。  (3) A method for preparing a solubilizate of a fat-soluble component, comprising uniformly mixing a mixture of a fat-soluble component and a surfactant with an aqueous solvent.
項 2. (3)の工程において、脂溶性成分、界面活性剤および水性溶媒の混合物を均 一に混合する方法として乳化処理を行う項 1に記載する調製方法。  Item 2. The preparation method according to Item 1, wherein in the step (3), an emulsification treatment is performed as a method of uniformly mixing a mixture of the fat-soluble component, the surfactant and the aqueous solvent.
項 3. (1)脂溶性成分を加熱融解した後に、(2' )当該融解した脂溶性成分を界面活 性剤と混合する工程を有する、項 1または 2に記載する調製方法。  Item 3. The preparation method according to Item 1 or 2, wherein the method comprises (1) heat-melting the fat-soluble component and then (2 ') mixing the melted fat-soluble component with a surfactant.
項 4. (2)脂溶性成分を界面活性剤と混合した後に、 (1 ')界面活性剤とともに、脂溶 性成分を加熱融解する工程を有する、項 1または 2に記載する調製方法。  Item 4. The preparation method according to Item 1 or 2, which comprises a step of (1 ′) heating and melting the fat-soluble component together with the surfactant after the (2) fat-soluble component is mixed with the surfactant.
項 5.脂溶性成分が融点 40°C以上のものである、項 1乃至 4のいずれかに記載する 調製方法。  Item 5. The preparation method according to any one of Items 1 to 4, wherein the fat-soluble component has a melting point of 40 ° C or higher.
項 6.脂溶性成分がコェンザィム Q 、リコピン、および |8—カロチンよりなる群力も選  Item 6. Select the group power consisting of coenzyme Q, lycopene, and | 8-carotene as the fat-soluble component
10  Ten
択される少なくとも 1種である、項 1乃至 5のいずれかに記載する調製方法。  Item 6. The preparation method according to any one of Items 1 to 5, wherein the preparation method is at least one selected.
項 7.界面活性剤がグリセリン脂肪酸エステル、ショ糖脂肪酸エステル、リン脂質、サ ポニン、及びポリソルベートよりなる群力 選択される少なくとも 1種である項 1乃至 6 の!、ずれかに記載する調製方法。  Item 7. The surfactant according to Items 1 to 6, wherein the surfactant is at least one selected from the group power consisting of glycerin fatty acid ester, sucrose fatty acid ester, phospholipid, saponin, and polysorbate! A preparation method as described in any of the above.
項 8.水性溶媒が水、低級アルコール、および多価アルコールよりなる群力 選択さ れる少なくとも 1種である項 1乃至 7のいずれかに記載する調製方法。  Item 8. The preparation method according to any one of Items 1 to 7, wherein the aqueous solvent is at least one selected from the group power consisting of water, a lower alcohol, and a polyhydric alcohol.
項 9. 水性溶媒として糖類を含むものを用いる項 1に記載する調製方法。 [0011] 項 10.項 1乃至 9のいずれかに記載の調製方法で得られた脂溶性成分の可溶ィ匕 物。 Item 9. The preparation method according to Item 1, wherein an aqueous solvent containing a saccharide is used. Item [0011] A soluble product of a fat-soluble component obtained by the preparation method according to any one of Items 1 to 9.
項 11.脂溶性成分の可溶ィ匕物に含まれる脂質微粒子の平均粒子径が 0. 以 下である、項 10記載の脂溶性成分の可溶化物。  Item 11. The solubilized product of a fat-soluble component according to Item 10, wherein the lipid fine particles contained in the soluble product of the fat-soluble component have an average particle size of 0 or less.
[0012] 項 12.項 10または項 11に記載する脂溶性成分の可溶化物を配合してなる製品。 [0012] Item 12. A product obtained by blending a solubilizate of the fat-soluble component according to Item 12.
項 13.項 10または項 11に記載する脂溶性成分の可溶化物を水に溶解または分散 させて調製される水性製品である、項 12記載の製品。  Item 13. The product according to Item 12, which is an aqueous product prepared by dissolving or dispersing a solubilized product of the fat-soluble component described in Item 10 or Item 11 in water.
項 14.食品、医薬品、医薬部外品、化粧品または飼料である、項 12または 13に記 載する製品。  Item 14. The product according to item 12 or 13, which is food, medicine, quasi-drug, cosmetic or feed.
発明の効果  The invention's effect
[0013] 本発明の調製方法によれば、脂溶性成分を水性溶媒に澄明な状態で安定に可溶 ィ匕させてなる組成物(可溶ィ匕物)を調製することができる。本発明の方法で調製され る脂溶性成分の可溶ィ匕物は、水を始めとする水性溶媒との相溶性が高ぐ溶解また は分散性に優れるとともに、安定した溶解 ·分散性を有している。さらに、脂溶性成分 の可溶ィ匕物を添加した水溶液は澄明性に優れている。これらのことから、本発明の方 法で調製される脂溶性成分の可溶化物は、分離や油浮き、色調の変化など、製品の 品質に悪影響を及ぼすことなぐ様々な製品に使用することができる。ゆえに、本発 明の脂溶性成分の可溶化物は、特に水を原料として調製される製品 (食品、化粧品 、医薬品、医薬部外品及び飼料など)、水を含む製品、または水溶性の製品 (これら を総称して以下「水性製品」ともいう)に、脂溶性成分 (例えば、脂溶性ビタミン類、力 口チノイド類 ( β—カロチン、リコピンなど)、コェンザィム Q 等)の機能を付与するた  [0013] According to the preparation method of the present invention, it is possible to prepare a composition (soluble matter) in which a fat-soluble component is stably soluble in an aqueous solvent in a clear state. The soluble product of the fat-soluble component prepared by the method of the present invention has high solubility or dispersibility with high compatibility with water and other aqueous solvents, and has stable solubility and dispersibility. is doing. Furthermore, an aqueous solution to which a soluble substance of a fat-soluble component is added has excellent clarity. Therefore, the solubilized product of the fat-soluble component prepared by the method of the present invention can be used for various products that do not adversely affect the quality of the product, such as separation, oil floating, and color change. it can. Therefore, the solubilized product of the fat-soluble component of the present invention is a product prepared using water as a raw material (food, cosmetics, pharmaceuticals, quasi-drugs, feed, etc.), a product containing water, or a water-soluble product. (These are collectively referred to as “water-based products” below) to give the functions of fat-soluble ingredients (for example, fat-soluble vitamins, ginseng tinoids (β-carotene, lycopene, etc.), coenzyme Q, etc.)
10  Ten
めの原料 (添加剤)として有効に利用することができる。  It can be used effectively as a raw material (additive).
発明を実施するための最良の形態  BEST MODE FOR CARRYING OUT THE INVENTION
[0014] (1)脂溶性成分の可溶ィ匕物の調製方法  [0014] (1) Method for preparing soluble product of fat-soluble component
本発明が対象とする「脂溶性成分の可溶化物」とは、水性溶媒中に脂溶性成分が 均一に溶解または分散してなるものであり、目視観察によって濁りが認められな 、も のを意味する。 目視観察によって濁りが認められないかどうかは、通常、これを 1容量 %となるように水で希釈して波長 720應の吸光度を測定することによって判断すること ができる。具体的には、その 1容量%希釈水溶液の吸光度(720nm)が 0. 1以上であ る場合濁りがある、それ未満である場合に濁りがないと判断される。従って、水性溶媒 中に脂溶性成分を溶解または分散させた溶液にっ ヽて、その 1容量%希釈水溶液 の吸光度(720nm)が 0. 1未満、好ましくは 0. 09以下、より好ましくは 0. 05以下、さら に好ましくは 0. 03以下であれば、当該溶液は脂溶性成分の可溶ィ匕物であると判断 することができる。 The “solubilized product of fat-soluble component” targeted by the present invention is a product in which a fat-soluble component is uniformly dissolved or dispersed in an aqueous solvent, and turbidity is not observed by visual observation. means. Whether or not turbidity is observed by visual observation is usually determined by diluting it with water to 1% by volume and measuring the absorbance at a wavelength of 720 °. Can do. Specifically, when the absorbance (720 nm) of the 1% by volume diluted aqueous solution is 0.1 or more, turbidity is determined, and when it is less than that, it is determined that there is no turbidity. Accordingly, the absorbance (720 nm) of a 1% by volume diluted aqueous solution of a solution in which a fat-soluble component is dissolved or dispersed in an aqueous solvent is less than 0.1, preferably 0.09 or less, more preferably 0.8. If it is 05 or less, more preferably 0.03 or less, it can be determined that the solution is a soluble product of a fat-soluble component.
[0015] また、脂溶性成分の可溶化物に含まれる脂質微小粒子の粒子径に着目した場合、 その脂質微小粒子の平均粒子径が 0.2 m以下、好ましくは 0.1 m以下であれば、 脂溶性成分の可溶ィ匕物として判断することができる。  [0015] Further, when focusing on the particle size of lipid microparticles contained in the solubilizate of the fat-soluble component, if the average particle size of the lipid microparticles is 0.2 m or less, preferably 0.1 m or less, It can be judged as a soluble product of ingredients.
[0016] ここで、原料として用いる脂溶性成分は、常温 (25°C)で固体状態を有する、融点 40 °C以上の脂溶性の成分であればよい。具体的には j8—力ロチン、ルティン、リコピン 、アポカロテナール等のカロチノイド類;コェンザィム Q ;ビタミン D、ビタミン K2等の  Here, the fat-soluble component used as a raw material may be a fat-soluble component having a solid state at room temperature (25 ° C.) and having a melting point of 40 ° C. or higher. Specifically, carotenoids such as j8-power rotin, rutin, lycopene, and apocarotenal; Coenzyme Q; vitamin D, vitamin K2, etc.
10  Ten
脂溶性ビタミン類が例示できる。好ましくはコェンザィム Q  Examples are fat-soluble vitamins. Preferably Coenzyme Q
10、リコピン、および j8—力 ロチンである。これらの脂溶性成分は 1種単独で使用しても、また 2種以上を任意に 組み合わせて使用することもできる。これらの脂溶性成分は、何れも商業的に入手す ることがでさる。  10, lycopene, and j8—force rotin. These fat-soluble components can be used alone or in any combination of two or more. Any of these fat-soluble components can be obtained commercially.
[0017] また本発明で用いられる水性溶媒としては、水、低級アルコール、多価アルコール 或いはこれらの混合液をあげることができる。好ましくは、水、多価アルコール、また は水と多価アルコールとの混合液である。より好ましくは水と多価アルコールとの混合 液である。水と多価アルコールとの混合液中の多価アルコール含有割合としては、特 に制限されないが、 1重量%以上 100重量%未満、好ましくは 50重量%以上 100重 量%未満を挙げることができる。また、水と低級アルコールとの混合液を用いる場合、 当該混合液中の低級アルコール含有割合もこれと同様に設定することができる。  [0017] Examples of the aqueous solvent used in the present invention include water, lower alcohols, polyhydric alcohols, and mixtures thereof. Preferred is water, a polyhydric alcohol, or a mixed liquid of water and a polyhydric alcohol. More preferred is a mixed solution of water and a polyhydric alcohol. The content ratio of the polyhydric alcohol in the mixed liquid of water and polyhydric alcohol is not particularly limited, but may be 1% by weight or more and less than 100% by weight, preferably 50% by weight or more and less than 100% by weight. . Moreover, when using the liquid mixture of water and a lower alcohol, the lower alcohol content rate in the said liquid mixture can also be set similarly to this.
[0018] 使用できる低級アルコールの例としては、メタノール、エタノール、プロピルアルコー ル、イソプロピルアルコール、ブチルアルコール、 s—ブチルアルコール、およびイソ ブチルアルコールなどの炭素数 1〜4の低級アルコールを例示することができる。こ れらは 1種単独で使用することもできるが、 2種以上を任意に組み合わせて使用する こともできる。好ましくはエタノール、イソプロピルアルコールである。 [0019] また、多価アルコールの例としては、グリセリン、ジグリセリン、トリグリセリン、ポリダリ セリン、プロピレングリコール、ジプロピレングリコール、 1, 3—ブチレングリコーノレ、ェ チレングリコール、ポリエチレングリコール、ソノレビトーノレ、キシリトーノレ、マルチトール 、エリスリトール、マンニトールなどを例示することができる。これらは 1種単独で使用 することもできるが、 2種以上を任意に組み合わせて使用することもできる。好ましくは グリセリン、ソルビトール、キシリトーノレ、マルチトール、エリスリトーノレ、マンニトーノレで ある。なお、使用する多価アルコールが常温で固体である場合、水または低級アルコ ールと組み合わせて用いることが好まし 、。 [0018] Examples of lower alcohols that can be used include lower alcohols having 1 to 4 carbon atoms such as methanol, ethanol, propyl alcohol, isopropyl alcohol, butyl alcohol, s-butyl alcohol, and isobutyl alcohol. it can. These can be used alone or in any combination of two or more. Ethanol and isopropyl alcohol are preferred. [0019] Examples of polyhydric alcohols include glycerin, diglycerin, triglycerin, polydaririne, propylene glycol, dipropylene glycol, 1,3-butylene glycolol, ethylene glycol, polyethylene glycol, sonolebithonole, xylitolol, Examples include maltitol, erythritol, mannitol and the like. These can be used alone or in any combination of two or more. Preferred are glycerin, sorbitol, xylitol, maltitol, erythritol, and mannitol. When the polyhydric alcohol to be used is solid at room temperature, it is preferable to use it in combination with water or lower alcohol.
[0020] なお、これらの水性溶媒は糖類と組み合わせて使用することもできる。力かる糖類と しては、キシロース、グルコース、ラタトース、マンノース、オリゴトース、果糖ブドウ糖 液糖、シュクロースなどを例示することができる。これらは 1種単独で使用することもで きるが、 2種以上を任意に組み合わせて使用することもできる。なお、糖類は、最終的 に得られる脂溶性成分の可溶ィ匕物 100重量%中に 1〜80重量%、好ましくは 10〜5 0重量%となるような割合で用いることができる。  [0020] These aqueous solvents can also be used in combination with saccharides. Examples of powerful sugars include xylose, glucose, ratatose, mannose, oligotose, fructose glucose liquid sugar, sucrose and the like. These can be used alone or in any combination of two or more. Saccharides can be used at a ratio of 1 to 80% by weight, preferably 10 to 50% by weight, based on 100% by weight of the finally obtained fat-soluble component of the fat-soluble component.
[0021] 上記脂溶性成分の可溶化物は、下記の工程 (1)、工程 (2)及び工程 (3)を行うことによ つて調製することができる。  [0021] The solubilized product of the fat-soluble component can be prepared by performing the following step (1), step (2) and step (3).
(1)脂溶性成分を加熱融解する工程、  (1) heating and melting the fat-soluble component,
(2)脂溶性成分と界面活性剤を混合する工程、および  (2) a step of mixing the fat-soluble component and the surfactant, and
(3)脂溶性成分と界面活性剤との混合物を水性溶媒と均一に混合する工程。  (3) A step of uniformly mixing a mixture of a fat-soluble component and a surfactant with an aqueous solvent.
[0022] ここで (1)の工程と (2)の工程は順不同である。すなわち、(1)の工程で脂溶性成分を 加熱融解した後に、当該融解した脂溶性成分を、(2)の工程に供して界面活性剤と混 合してもよいし、また、(2)の工程で脂溶性成分と界面活性剤とを混合した後に、当該 混合物を (1)の工程に供して脂溶性成分を加熱融解してもよい。そして、これらの工程 で調製された脂溶性成分と界面活性剤との混合物を、(3)の工程に供して水性溶媒と 均一に混合する。 Here, the steps (1) and (2) are in no particular order. That is, after the fat-soluble component is heated and melted in the step (1), the melted fat-soluble component may be subjected to the step (2) and mixed with the surfactant, or (2) After mixing the fat-soluble component and the surfactant in the step, the mixture may be subjected to the step (1) to heat and melt the fat-soluble component. Then, the mixture of the fat-soluble component and the surfactant prepared in these steps is subjected to the step (3) and uniformly mixed with the aqueous solvent.
[0023] (1)の工程で、脂溶性成分の加熱融解に使用される温度条件は、使用する脂溶性 成分の融点以上であって脂溶性成分が融解する温度であれば特に制限されない。 従って力かる温度条件は、使用する脂溶性成分に応じて、通常 40〜200°Cの範囲 力 適宜設定することができる。具体的には脂溶性成分がコェンザィム Q の場合、 [0023] In the step (1), the temperature condition used for heating and melting the fat-soluble component is not particularly limited as long as it is equal to or higher than the melting point of the fat-soluble component to be used and the fat-soluble component melts. Therefore, the temperature conditions are usually in the range of 40-200 ° C, depending on the fat-soluble component used. Force can be set as appropriate. Specifically, when the fat-soluble component is Coenzyme Q,
10 その融点 (48°C)以上、好ましくは 50〜: LOO°C ;リコピンの場合、その融点(175°C) 以上、好ましくは 180〜200°C ; β—カロチンの場合、その融点(184°C)以上、好ま しくは 185〜200°Cを挙げることができる。  10 melting point (48 ° C) or higher, preferably 50 to: LOO ° C; in the case of lycopene, melting point (175 ° C) or higher, preferably 180 to 200 ° C; in the case of β-carotene, its melting point (184 ° C) or more, preferably 185 to 200 ° C.
[0024] なお、熱融解は、脂溶性成分を攪拌しながら行ってもょ ヽし、静置状態で行っても よぐ特に制限されない。  [0024] It should be noted that the thermal melting is not particularly limited as long as it is performed while stirring the fat-soluble component or in a stationary state.
[0025] (2)の工程における脂溶性成分と界面活性剤の混合には、 (a). (1)の工程で熱融解 した脂溶性成分を界面活性剤と混合する方法と、 (b).固体状態の脂溶性成分と界面 活性剤を混合する方法が含まれる。脂溶性成分と界面活性剤との配合操作は特にと わず、脂溶性成分中に界面活性剤を添加する方法であっても、界面活性剤中に脂 溶性成分を添加する方法のいずれであってもよい。混合する温度条件も特に制限さ れず、通常は簡便に常温で行うことができる。なお、(2)の工程において、上記 (b)の場 合は特に、「混合」とは、脂溶性成分と界面活性剤とが少なくとも共存状態にあればよ ぐ均一に混じり合う状態までは必ずしも要求されない。  [0025] For the mixing of the fat-soluble component and the surfactant in the step (2), (a). A method of mixing the fat-soluble component thermally melted in the step (1) with the surfactant; and (b) Includes a method of mixing a solid state fat-soluble component with a surfactant. The mixing operation of the fat-soluble component and the surfactant is not particularly limited, and either the method of adding the surfactant in the fat-soluble component or the method of adding the fat-soluble component in the surfactant. May be. The temperature conditions for mixing are not particularly limited, and can usually be carried out simply at room temperature. In the step (2), particularly in the case of the above (b), “mixing” does not necessarily mean that the fat-soluble component and the surfactant are at least in a coexisting state and are mixed uniformly. Not required.
[0026] 上記 (b)の場合、脂溶性成分と界面活性剤を混合した後、前述する (1)の工程 (加熱 融解工程)に供される。  [0026] In the case of (b) above, the fat-soluble component and the surfactant are mixed and then subjected to the above-described step (1) (heating and melting step).
[0027] ここで使用される界面活性剤は、食品、医薬品、医薬部外品または化粧品の分野 で乳化剤や分散剤として広く使われているものであればよく特に制限されない。具体 的にはグリセリン脂肪酸エステル、ショ糖脂肪酸エステル、ソルビタン脂肪酸エステル ;レシチン、酵素分解レシチン、酵素処理レシチン等のリン脂質;キラャ抽出物、ェン ジュサポニン、大豆サポニン、酵素処理大豆サポニン、茶種子サポニン、ユッカフォ ーム抽出物等のサポニン;ポリソルベート(ポリソルベート 20、 60、 65、 80);アラビア ガム、ガティガム;加工デンプン等を例示することができる。  [0027] The surfactant used here is not particularly limited as long as it is widely used as an emulsifier or a dispersant in the field of foods, pharmaceuticals, quasi drugs or cosmetics. Specifically, glycerin fatty acid ester, sucrose fatty acid ester, sorbitan fatty acid ester; phospholipids such as lecithin, enzymatically decomposed lecithin, and enzyme-treated lecithin; Examples include saponins such as saponin and yuccaform extract; polysorbate (polysorbate 20, 60, 65, 80); gum arabic, gati gum; modified starch and the like.
[0028] なお、これらは 1種単独で使用することもできるし、 2種以上を任意に組み合わせて 使用することもできる。好ましくはグリセリン脂肪酸エステル、ショ糖脂肪酸エステル、 リン脂質、サポニン、ポリソルベート、およびアラビアガムである。より好ましくはグリセリ ン脂肪酸エステル、ショ糖脂肪酸エステル、およびリン脂質である。  [0028] Note that these can be used alone or in any combination of two or more. Preferred are glycerin fatty acid ester, sucrose fatty acid ester, phospholipid, saponin, polysorbate, and gum arabic. More preferred are glycerin fatty acid ester, sucrose fatty acid ester, and phospholipid.
[0029] 上記グリセリン脂肪酸エステルおよびショ糖脂肪酸エステルとしては、高 HLBのも の、具体的には HLB10以上ものが望ましぐ例えば HLB10〜16のものを挙げること ができる。 [0029] Examples of the glycerin fatty acid ester and sucrose fatty acid ester include those having high HLB. Specifically, HLB10 or more is desirable, for example, HLB10-16.
[0030] グリセリン脂肪酸エステルとして、好適には、例えば炭素数 12〜22、重合度 5以上 であるポリグリセリン脂肪酸エステルを挙げることができる。具体的にはラウリン酸デカ グリセリル、ミリスチン酸デカグリセリル、パルミチン酸デカグリセリル、ステアリン酸デ カグリセリル、ォレイン酸デカグリセリル、リノール酸デカグリセリル、リノレン酸デカグリ セリル、ァラキジン酸デカグリセリル、エイコセン酸デカグリセリル、ベへ-ン酸デカグ リセリルが例示される。好ましくは、ラウリン酸デカグリセリル、ステアリン酸デカグリセリ ル、ォレイン酸デカグリセリルである。  [0030] Preferable examples of the glycerin fatty acid ester include polyglycerin fatty acid esters having 12 to 22 carbon atoms and a polymerization degree of 5 or more. Specifically, decaglyceryl laurate, decaglyceryl myristate, decaglyceryl palmitate, decaglyceryl stearate, decaglyceryl oleate, decaglyceryl linoleate, decaglyceryl linolenate, decaglyceryl arachidate, decaglyceryl eicosenoate, An example is decaglyceryl behe-acid. Preferred are decaglyceryl laurate, decaglyceryl stearate, and decaglyceryl oleate.
[0031] ショ糖脂肪酸エステルとして、具体的には、ショ糖モノラウリン酸エステル、ショ糖モ ノミリスチン酸エステル、ショ糖モノパルミチン酸エステル、ショ糖モノステアリン酸エス テル、ショ糖モノォレイン酸エステルを挙げることができる。好ましくはショ糖モノステア リン酸エステル、ショ糖モノパルミチン酸エステルである。  [0031] Specific examples of sucrose fatty acid esters include sucrose monolaurate, sucrose monomyristate, sucrose monopalmitate, sucrose monostearate ester, and sucrose monooleate. be able to. Sucrose monostearate and sucrose monopalmitate are preferred.
[0032] リン脂質として、好ましくは植物レシチン、酵素処理レシチン、酵素分解レシチン、 分別レシチン、卵黄レシチンを挙げることができる。より好ましくは植物レシチン、酵素 分解レシチンである。ここで酵素処理レシチンは、「植物レシチン」又は「卵黄レシチ ン」とグリセリンの混合物に、ホスホリパーゼ Dを作用させて得られたものであり、主成 分としてホスファチジルグリセロールを含む。また酵素分解レシチンは、「植物レシチ ン」又は「卵黄レシチン」を、水又はアルカリ性水溶液で pH調整した後、室温時〜温 時酵素分解し、次いでエタノール、イソプロピルアルコール若しくはアセトンで抽出し て得られたものである。主成分としてリゾレシチン及びフォスファチジン酸を含む。  [0032] Preferable phospholipids include plant lecithin, enzyme-treated lecithin, enzyme-decomposed lecithin, fractionated lecithin, and egg yolk lecithin. More preferred are plant lecithin and enzyme-degraded lecithin. Here, the enzyme-treated lecithin is obtained by allowing phospholipase D to act on a mixture of “plant lecithin” or “yolk lecithin” and glycerin, and contains phosphatidylglycerol as a main component. Enzymatically-degraded lecithin is obtained by adjusting pH of water from a “plant lecithin” or “egg yolk lecithin” with water or an alkaline aqueous solution, followed by enzymatic degradation at room temperature to warm temperature, followed by extraction with ethanol, isopropyl alcohol or acetone. It is a thing. Contains lysolecithin and phosphatidic acid as main components.
[0033] サポニンとして、好ましくはキラャ抽出物、ェンジュサポニン、大豆サポニン、酵素処 理大豆サポニン、茶種子サポニン、ユッカフォーム抽出物等のサポニンを挙げること ができる。  [0033] Preferable saponins include saponins such as quilla extract, genjusaponin, soybean saponin, enzyme-treated soybean saponin, tea seed saponin, yucca foam extract and the like.
[0034] ポリソルベートとしては、具体的にはポリソルベート 20、ポリソルベート 60、ポリソル ペート 65及びポリソルベート 80が知られており、一般にも市販されている。本発明に おいてはこれらのポリソルベートの 1種、または 2種以上を組み合わせて使用すること ができる。 [0035] 脂溶性成分と混合するために使用される界面活性剤の使用割合としては、本発明 の効果が得られることを限度として、使用する脂溶性成分や界面活性剤の種類に応 じて適宜調節すればよぐ特に制限されない。具体的には、脂溶性成分 100重量部 に対する界面活性剤の配合割合として 0. 1重量部以上、好ましくは 1〜: LOOO重量部 、より好ましくは 10〜: LOOO重量部、さらに好ましくは 10〜: LOO重量部を挙げることが できる。 [0034] Specifically, polysorbate 20, polysorbate 60, polysorbate 65, and polysorbate 80 are known as polysorbates, and are generally commercially available. In the present invention, one or a combination of two or more of these polysorbates can be used. [0035] The ratio of the surfactant used for mixing with the fat-soluble component depends on the type of the fat-soluble component and the surfactant to be used, as long as the effect of the present invention is obtained. There is no particular limitation as long as it is adjusted appropriately. Specifically, the blending ratio of the surfactant to 100 parts by weight of the fat-soluble component is 0.1 parts by weight or more, preferably 1 to: LOOO parts by weight, more preferably 10 to: LOOO parts by weight, and further preferably 10 to : LOO parts by weight can be mentioned.
[0036] なお、(2)の工程において、脂溶性成分と界面活性剤に加え、食用油脂を混合する こともできる。使用できる食用油脂としては、中鎖トリグリセライド (MCT)のほか、一般 的に使用されている魚油、コーン油、大豆油、サフラワー油、ナタネ油等の動植物性 油脂の中で、融点 40°C以下のものを挙げることができる。  [0036] In the step (2), edible fats and oils can be mixed in addition to the fat-soluble component and the surfactant. Edible fats and oils that can be used include medium-chain triglycerides (MCT) and other commonly used animal and vegetable oils such as fish oil, corn oil, soybean oil, safflower oil, and rapeseed oil, with a melting point of 40 ° C. The following can be mentioned.
[0037] ここで食用油脂は脂溶性固体成分の溶媒として添加されるものではないため、固形 状の脂溶性成分が充分溶解する程の量は必要としな 、。具体的な添加量としては、 脂溶性成分 1重量部に対して食用油脂 0. 01〜5重量部、好ましくは 0. 01〜1重量 部を挙げることができる。なお、かかる食用油脂の添加量は、用いる脂溶性成分と界 面活性剤の種類やその組み合わせに応じて任意に増減することができる。  [0037] Here, edible fats and oils are not added as a solvent for the fat-soluble solid component, so that an amount sufficient to dissolve the solid fat-soluble component is not required. Specific examples of the addition amount include 0.01 to 5 parts by weight of edible fats and oils, preferably 0.01 to 1 part by weight based on 1 part by weight of the fat-soluble component. The amount of the edible oil / fat can be arbitrarily increased or decreased depending on the type and combination of the fat-soluble component and the surfactant used.
[0038] 次 ヽで、得られた脂溶性成分と界面活性剤の混合物を (3)の工程に供し、水性溶媒 と混合する。なお、水性溶媒との混合に供する脂溶性成分と界面活性剤の混合物は 、攪拌混合などの操作によって、脂溶性成分と界面活性剤とができるだけ均一な状 態で混合されていることが好ましい。この混合条件は特に制限されないが、室温また はそれ以上の温度で行うことが好まし!/、。  [0038] Next, the obtained mixture of the fat-soluble component and the surfactant is subjected to the step (3) and mixed with an aqueous solvent. In the mixture of the fat-soluble component and the surfactant used for mixing with the aqueous solvent, the fat-soluble component and the surfactant are preferably mixed in a state as uniform as possible by an operation such as stirring and mixing. This mixing condition is not particularly limited, but it is preferable to carry out at room temperature or higher! /.
[0039] また、混合に際して、所望により、上記混合物をさらに慣用の乳化装置を用いた乳 化処理を行ってもよい。乳化装置としては、例えばパドルミキサー、アジホモミキサー 、コロイドミル、高圧乳化機、高圧攪拌乳化機、高圧ホモゲナイザー、ホモジェッター 等を制限なく使用することができる。乳化処理時の温度は、通常常温〜 100°Cである 。好ましくは常温〜 80°C、より好ましくは常温〜 60°Cである。また乳化処理を高圧下 で行う場合の圧力範囲は、制限はされないが、通常 100〜2000kg/cm2、好ましくは 500〜2000kg/cm2、より好ましくは 500〜1500kg/cm2を挙げることができる。 [0039] Further, at the time of mixing, if desired, the mixture may be further subjected to an emulsification treatment using a conventional emulsification apparatus. As the emulsifying apparatus, for example, a paddle mixer, a azimuth homomixer, a colloid mill, a high-pressure emulsifier, a high-pressure agitating emulsifier, a high-pressure homogenizer, a homojetter and the like can be used without limitation. The temperature during the emulsification treatment is usually from room temperature to 100 ° C. The temperature is preferably from room temperature to 80 ° C, more preferably from room temperature to 60 ° C. The pressure range when emulsification is performed under high pressure is not limited, but is usually 100 to 2000 kg / cm 2 , preferably 500 to 2000 kg / cm 2 , more preferably 500 to 1500 kg / cm 2. .
[0040] 上記脂溶性成分と界面活性剤の混合物と水性溶媒との混合割合は、脂溶性成分 が水性溶媒中に析出することなぐ混合後も光学的に透明な可溶ィ匕物が得られること を条件に、特に制限されない。目安としては調製される最終可溶化物 100重量%中 に、脂溶性成分が 0. 001〜: LO重量%の範囲で、好ましくは 0. 01〜1重量%、より好 ましくは 0. 1〜1重量%の範囲で含まれるような割合を例示することができる。また最 終可溶化物 100重量%中の水性溶媒の割合としては 1〜 90重量%、好ましくは 10 〜80重量%、より好ましくは 30〜80重量%を挙げることができる。 [0040] The mixing ratio of the mixture of the fat-soluble component and the surfactant and the aqueous solvent is determined as follows. There is no particular limitation on the condition that an optically transparent soluble product can be obtained even after mixing without precipitation in an aqueous solvent. As a guideline, in 100% by weight of the final lysate to be prepared, the fat-soluble component is in the range of 0.001 to LO weight%, preferably 0.01 to 1 weight%, more preferably 0.1. A proportion such that it is contained in the range of ˜1 wt% can be exemplified. The proportion of the aqueous solvent in 100% by weight of the final solubilizate may be 1 to 90% by weight, preferably 10 to 80% by weight, more preferably 30 to 80% by weight.
[0041] 斯くして調製される脂溶性成分の可溶化物は、安定かつ澄明な溶液である。さらに 当該脂溶性成分の可溶ィ匕物は水との相溶性が高いため、水に添加して混合すると 良好に溶解または分散して澄明な水溶液を安定的に得ることができる (水可溶性、保 存安定性)。 [0041] The solubilized product of the fat-soluble component thus prepared is a stable and clear solution. Furthermore, the soluble product of the fat-soluble component is highly compatible with water, so when added to water and mixed, it can be dissolved or dispersed well to stably obtain a clear aqueous solution (water-soluble, (Storage stability).
[0042] 以上のような調製方法により得られる脂溶性成分の可溶ィ匕物は、例えば、食品、化 粧品、医薬品、医薬部外品または飼料などといった製品、特に水を原料として調製さ れる製品、水を含む製品、または水溶性の製品 (これらの製品を総称して「水性製品 」と 、う)に対して、各種脂溶性成分が有する機能を付与する目的で有効に使用する ことができる。  [0042] The fat soluble ingredient obtained by the preparation method as described above is prepared from a product such as food, cosmetics, pharmaceuticals, quasi-drugs or feed, particularly water as a raw material. It can be used effectively for the purpose of imparting the functions of various fat-soluble components to products, water-containing products, or water-soluble products (collectively these products are referred to as “aqueous products”). it can.
[0043] また、当該脂溶性成分の可溶化物は、酸性条件下 (例えば ρΗ1〜4. 5、好ましくは pH2〜4. 5)でも水に可溶性であり安定した溶解性を有するため、従来安定性の点 から困難であった酸性の食品、例えば乳酸菌飲料、炭酸飲料、清涼飲料、果実飲料 [0043] Further, the solubilized product of the fat-soluble component is soluble in water and has stable solubility under acidic conditions (for example, ρΗ1 to 4.5, preferably pH 2 to 4.5). Acidic foods that have been difficult due to their nature, such as lactic acid bacteria beverages, carbonated beverages, soft drinks, fruit beverages
(果汁飲料、果肉飲料、果汁入り清涼飲料、果汁入り炭酸飲料を含む)、及び茶系飲 料等の酸性飲料や漬け物等の酸性食品にも有効に利用することができる。 It can also be used effectively in acidic beverages (including fruit juice beverages, fruit beverages, soft drinks containing fruit juice, carbonated drinks containing fruit juice), and acidic beverages such as tea-based beverages and pickled products.
[0044] なお、当該脂溶性成分の可溶ィ匕物には本発明の効果を妨げない範囲において、 上記成分に加えてさらに抗酸化剤、キレート剤、色素、香料、有機酸 ·無機酸又は増 粘多糖類が配合されていてもよい。ここで抗酸化剤としては、例えばミックストコフエ口 ールなどの抽出トコフエロール、ァスコルビン酸、水溶性ポリフエノールなどを;キレー ト剤としては、例えば重合リン酸塩ゃフィチン酸等を;色素としては、例えば j8 -カロテ ンゃリコピン等の脂溶性色素又は水溶性色素を;香料としては、例えばオレンジ、グ レープフルーツ、レモン等の柑橘製の油類 (精油)や合成香料等を;甘味料としては 、例えば砂糖等の甘味料や高甘味度甘味料を;無機酸や有機酸としては、例えばク ェン酸、リンゴ酸、酒石酸、乳酸、フィチン酸、燐酸、コハク酸、酢酸、ダルコン酸、グ ルタミン酸、塩酸、ポリ燐酸を;増粘多糖類としては、例えばデキストリン、シクロデキス トリン、アラビアガム、キサンタンガム、グァーガム、ガティガム等を例示することができ る。 [0044] In addition to the above components, the fat-soluble component of the fat-soluble component does not interfere with the effects of the present invention, and further contains an antioxidant, a chelating agent, a dye, a fragrance, an organic acid / inorganic acid, or A thickening polysaccharide may be blended. Examples of antioxidants include extracted tocopherols such as mixed tocopherol, ascorbic acid, water-soluble polyphenol, etc .; examples of chelating agents include polymerized phosphates and phytic acid; For example, fat-soluble pigments or water-soluble pigments such as j8-carotene lycopene; as fragrances, for example, citrus oils (essential oils) such as orange, grapefruit and lemon, synthetic fragrances, etc .; as sweeteners Is, for example, a sweetener such as sugar or a high-intensity sweetener; Citric acid, malic acid, tartaric acid, lactic acid, phytic acid, phosphoric acid, succinic acid, acetic acid, darconic acid, glutamic acid, hydrochloric acid, polyphosphoric acid; examples of thickening polysaccharides include dextrin, cyclodextrin, gum arabic, Examples include xanthan gum, guar gum, gati gum and the like.
[0045] (2)脂溶性成分の可溶ィ匕物を添加した製品  [0045] (2) A product to which a soluble component of a fat-soluble component is added
前述するように上記本発明の調製方法により得られる脂溶性成分の可溶ィ匕物は、 例えば、食品、化粧品、医薬品、医薬部外品または飼料などの製品、特に水を原料 として調製される製品、水を含む製品、または水溶性の製品 (水性製品)に対して、 各種脂溶性成分が有する機能を付与する目的で有効に使用することができる。  As described above, the soluble soy sauce of the fat-soluble component obtained by the preparation method of the present invention is prepared using, for example, a product such as food, cosmetics, pharmaceuticals, quasi-drugs or feeds, particularly water as a raw material It can be used effectively for the purpose of imparting the functions of various fat-soluble components to products, products containing water, or water-soluble products (aqueous products).
[0046] 上記方法で製造された脂溶性成分の可溶化物は容易に水に溶解することから、水 性製品の製造にあたり、脂溶性成分をそのまま使用するよりも、当該脂溶性成分の可 溶ィ匕物を用いることによって、製品の製造が非常に簡単になる。特に製造する製品 力 例えば飲料やィ匕粧水のように液状のものであれば、その澄明性を損なわずに脂 溶性成分の有する機能を付与することができる。さらに、脂溶性成分の安定性が向 上しているため、長期間に亘り製品価値を損なわない脂溶性成分を含む製品を提供 することが可能となる。  [0046] Since the solubilized product of the fat-soluble component produced by the above method is easily dissolved in water, the fat-soluble component can be dissolved in the production of the water-based product rather than using the fat-soluble component as it is. The use of a product greatly simplifies the production of the product. In particular, the product power to be produced can be imparted with a function possessed by the fat-soluble component without impairing its clarity, for example, if it is in a liquid form such as beverages and cosmetics. Furthermore, since the stability of the fat-soluble component is improved, it is possible to provide a product containing a fat-soluble component that does not impair the product value for a long period of time.
[0047] このため、本発明は、前述する方法で製造される脂溶性成分の可溶化物を配合し た製品 (食品、化粧品、医薬品、医薬部外品または飼料)を提供する。当該製品は、 上記可溶ィ匕物からなるものであってもよいし、また上記可溶化物を、他の原料とともに 原料の一つとして含むものであってもよ 、。  [0047] Therefore, the present invention provides a product (food, cosmetics, pharmaceuticals, quasi-drugs or feed) containing the solubilized product of the fat-soluble component produced by the method described above. The product may consist of the above-mentioned soluble product, or may contain the solubilized product as one of the raw materials together with other raw materials.
[0048] 本発明が対象とする食品としては、例えば乳飲料、乳酸菌飲料、炭酸飲料、果実 飲料 (果汁飲料、果汁入り清涼飲料、果汁入り炭酸飲料、果肉飲料を含む)、野菜飲 料、野菜'果実飲料、アルコール飲料、コーヒー飲料、粉末飲料、スポーツ飲料、サ プリメント飲料等の飲料類;紅茶飲料、緑茶、ブレンド茶等の茶飲料類 (以上、「飲料」 と称する);カスタードプリン、ミルクプリン、果汁入りプリン等のプリン類、ゼリー、ババ ロア及びヨーグルト等のデザート類;ミルクアイスクリーム、果汁入りアイスクリーム及び ソフトクリーム、アイスキャンディー等の冷菓類;チューインガムや風船ガム等のガム類 (板ガム、糖衣状粒ガム);マーブルチョコレート等のコーティングチョコレートの他、ィ チゴチョコレート、ブルーベリーチョコレート及びメロンチョコレート等の風味を付カロし たチョコレート等のチョコレート類;ノヽードキャンディー(ボンボン、バターボール、マー ブル等を含む)、ソフトキャンディー(キャラメル、ヌガー、グミキャンディー、マシュマロ 等を含む)、ドロップ、タフィ等のキャラメル類;ノヽードビスケット、クッキー、おかき、煎 餅等の焼き菓子類 (以上、デザート類〜焼き菓子類まで全て包含して「菓子類」と称 する);コンソメスープ、ポタージュスープ等のスープ類;浅漬け、醤油漬け、塩漬け、 味噌漬け、粕漬け、麹漬け、糠漬け、酢漬け、芥子漬、もろみ漬け、梅漬け、福神漬 、しば漬、生姜漬、梅酢漬け等の漬物類;セパレートドレッシング、ノンオイルドレッシ ング、ケチャップ、たれ、ソースなどのソース類;ストロベリージャム、ブルーべリージャ ム、マーマレード、リンゴジャム、杏ジャム、プレザーブ等のジャム類;赤ワイン等の果 実酒;シロップ漬のチェリー、アンズ、リンゴ、イチゴ、祧等の加工用果実;ハム、ソー セージ、焼き豚等の畜肉加工品;魚肉ハム、魚肉ソーセージ、魚肉すり身、蒲鋅、竹 輪、はんぺん、薩摩揚げ、伊達巻き、鯨ベーコン等の水産練り製品;バター、マーガリ ン、チーズ、ホイップクリーム等の酪農 ·油脂製品類;うどん、冷麦、そうめん、ソバ、中 華そば、スパゲッティ、マカロニ、ビーフン、はるさめ及びワンタン等の麵類;その他、 各種総菜及び麩、田麩等の種々の加工食品を挙げることができる。 [0048] Examples of foods targeted by the present invention include milk drinks, lactic acid bacteria drinks, carbonated drinks, fruit drinks (including fruit juice drinks, soft drinks containing fruit juices, carbonated drinks containing fruit juices, and fruit drinks), vegetable drinks, vegetables 'Beverages such as fruit drinks, alcoholic drinks, coffee drinks, powdered drinks, sports drinks, supplement drinks; tea drinks such as tea drinks, green teas and blended teas (hereinafter referred to as "beverages"); custard pudding, milk Puddings such as pudding, pudding with fruit juice, desserts such as jelly, bavaria and yogurt; Frozen confectionery such as milk ice cream, ice cream with fruit juice and soft ice cream, ice candy; gums such as chewing gum and bubble gum In addition to coated chocolate such as marble chocolate, Chocolates such as Cigo Chocolate, Blueberry Chocolate, Melon Chocolate and other flavored chocolates; node candy (including bonbon, butterball, marble, etc.), soft candy (caramel, nougat, gummy candy, marshmallow) Etc.), caramels such as drops and toffees; baked confectionery such as cookie biscuits, cookies, oysters, rice crackers (including desserts to baked confectionery) ); Soups such as consomme soup and potage soup; pickled in soy sauce, pickled in soy sauce, pickled in salt, pickled in miso, pickled in bonito, pickled in salmon, pickled in vinegar, pickled in eggplant, pickled in moromi, pickled in plum, pickled in Fukujin, pickled in ginger, plum Pickles such as pickles; separate dressing, non-oil dressing, ketchup, Sauces such as sauce, sauce; jams such as strawberry jam, blueberry jam, marmalade, apple jam, apricot jam, prasab; fruit wine such as red wine; syrup pickled cherry, apricot, apple, strawberry, strawberry, etc. Processed fruit; processed meat such as ham, sausage, grilled pork; fish meat ham, fish sausage, fish paste, salmon, bamboo rings, hampen, fried Satsuma, Date roll, whale bacon, etc .; butter, margari Dairy products such as rice, cheese, whipped cream, etc .; Udon products such as udon, cold wheat, somen noodles, buckwheat, Chinese soba, spaghetti, macaroni, rice noodles, harsame and wonton; Of various processed foods.
[0049] 前述するように、本発明の脂溶性成分の可溶ィ匕物は、水に添加し混合した際の溶 解性や分散性に優れ、さらにその安定性にも優れているため、水を原料として調製さ れるか、水を含むか、または水溶性である、いわゆる水性の食品に対して有効に使 用することができる。水性食品としては飲料、菓子類、漬物類、ソース類及びジャム類 に属する水性食品を挙げることができる。より好ましくは飲料、果汁入りの菓子類、漬 物類、果汁入りのソース類、及びジャム類である。  [0049] As described above, since the soluble soluble ingredient of the fat-soluble component of the present invention is excellent in solubility and dispersibility when added to water and mixed, and further excellent in stability, It can be used effectively for so-called water-based foods prepared from water, containing water, or water-soluble. Examples of water-based foods include water-based foods belonging to beverages, confectionery, pickles, sauces and jams. More preferred are beverages, confectionery with fruit juice, pickles, sauces with fruit juice, and jams.
[0050] 前述するように、上記本発明の方法で製造された脂溶性成分の可溶ィ匕物は、酸性 条件下でも不溶物を生じることなぐ安定した溶解性を有する。このため酸性の食品 に有効に使用することができる。例えば、乳酸菌飲料、炭酸飲料、果実飲料 (果汁入 り清涼飲料、果汁飲料、果汁入り炭酸飲料、果肉飲料を含む)、野菜飲料、野菜 *果 実飲料、その他の酸性の清涼飲料 (コーヒー飲料、茶系飲料、ミネラルウォーター及 び-ァゥオーターを含む)等の酸性飲料、漬け物、果汁入りドレッシング及びジャム類 等の酸性食品に対して当該脂溶性成分の可溶ィ匕物を用いて着色しても、濁りを生じ ることなく製品を製造できるという効果を有する。従って、好適な食品として、前述する 食品に加えて上記の酸性食品を挙げることができる。 [0050] As described above, the soluble product of the fat-soluble component produced by the method of the present invention has a stable solubility without generating an insoluble material even under acidic conditions. Therefore, it can be used effectively for acidic foods. For example, lactic acid bacteria beverages, carbonated beverages, fruit beverages (including fruit juice soft drinks, fruit juice beverages, fruit juice carbonated drinks, and pulp drinks), vegetable drinks, vegetables * fruit juices, other acidic soft drinks (coffee drinks, Acidic beverages (including tea beverages, mineral water and water), pickles, dressings with fruit juice and jams Even if an acidic food such as the above is colored with the soluble ingredient of the fat-soluble component, the product can be produced without causing turbidity. Accordingly, examples of suitable foods include the above-mentioned acidic foods in addition to the foods described above.
[0051] 本発明の脂溶性成分の可溶化物を含有する食品は、製造の任意の工程で、素材 の一つとして上記本発明の方法で調製される可溶ィ匕物を配合することによって製造 することができる。この工程を除けば、各種食品に関する慣用の製造方法に従って製 造することができる。よって、本発明の食品は、その製造に際して特別な製造装置や 製造条件の設定を行う必要がないため、工業的にも有用である。  [0051] A food containing the solubilized product of the fat-soluble component of the present invention is prepared by blending the soluble food prepared by the above-described method of the present invention as one of the raw materials at any step of production. Can be manufactured. If this process is excluded, it can manufacture according to the conventional manufacturing method regarding various foodstuffs. Therefore, the food of the present invention is industrially useful because it is not necessary to set a special production apparatus or production conditions for production.
[0052] 上記食品の製造にあたり本発明の脂溶性成分の可溶ィ匕物の配合割合は、当該食 品を通常量摂取することによって所望の脂溶性成分の機能が得られると考えられる 量であれば特に制限されない。通常、食品 100重量%中に含まれる脂溶性成分の 割合として 0.00001〜5重量%の範囲から、食品の種類に応じて適宜設定すること ができる。  [0052] In the production of the food, the blending ratio of the fat-soluble component of the fat-soluble component of the present invention is such that the function of the desired fat-soluble component can be obtained by ingesting a normal amount of the food. If there is no particular limitation. Usually, the ratio of the fat-soluble component contained in 100% by weight of food can be appropriately set according to the type of food from the range of 0.00001 to 5% by weight.
[0053] 本発明が対象とする食品には、錠剤状、丸剤状、粉末状、顆粒状、カプセル状、お よび液状 (ドリンク)といった各種の製剤形態を有するサプリメントが含まれる。かかる サプリメント製剤は、上記本発明の脂溶性成分の可溶ィ匕物そのものまたはこれをさら に水などの水性溶媒に分散させたドリンクであっても、また本発明の脂溶性成分の可 溶化物をソフトカプセルやハードカプセルなどのカプセル基剤に封入したカプセル 製剤であってもよい。さらに、本発明の脂溶性成分の可溶ィ匕物を噴霧乾燥もしくは凍 結乾燥したり、賦形剤に吸着若しくは担持させて固形化した粉末製剤または顆粒製 剤であっても、またこれを打錠や圧縮して調製した錠剤や丸剤、さらにはカプセル基 剤に封入したカプセル製剤であってもよ 、。  [0053] The foods targeted by the present invention include supplements having various pharmaceutical forms such as tablets, pills, powders, granules, capsules, and liquids (drinks). Such a supplement preparation may be a soluble product of the above fat-soluble component of the present invention itself or a drink in which this is further dispersed in an aqueous solvent such as water, or a soluble product of the fat-soluble component of the present invention. It may be a capsule preparation in which is encapsulated in a capsule base such as a soft capsule or a hard capsule. Furthermore, the powdery or granule preparation obtained by solidifying the soluble soluble ingredient of the present invention by spray drying or freeze drying, or adsorbing or supporting it on an excipient may also be used. Tablets and pills prepared by tableting and compression, and capsule preparations encapsulated in a capsule base may also be used.
[0054] これらのサプリメント (食品)中に配合する本発明の可溶ィ匕物の割合は、当該サプリ メントを通常量摂取することによって所望の脂溶性成分の機能を得ることができると考 えられる量であれば特に制限されない。具体的には、成人 1日あたり投与される量の サプリメント中に、脂溶性成分が 0.01〜5000mg、好ましくは 0.1〜2000mgの割合 で含まれるように調整することができる。  [0054] The ratio of the soluble soy sauce of the present invention to be blended in these supplements (food products) is considered that the function of a desired fat-soluble component can be obtained by ingesting the supplement in a normal amount. There is no particular limitation as long as it is an amount that can be used. Specifically, it can be adjusted so that the fat-soluble component is contained in a dose of 0.01 to 5000 mg, preferably 0.1 to 2000 mg, in the daily dose of the supplement.
[0055] また本発明が対象とする化粧品としては、洗顔化粧料、スキンィ匕粧料 (ローション、 乳液、クリームなど)、日焼け止め化粧料、メークアップィ匕粧料 (ファンデーション、口 紅など)、洗浄化粧料 (シャンプー、リンス、ボディーシャンプーなど)、頭皮化粧料( ヘアトニック、ヘアリキッド、養毛剤など);医薬品としては錠剤(コーティング剤で被覆 された錠剤を含む)、カプセル剤 (硬カプセル剤、軟カプセル剤を含む)、粉末剤、顆 粒剤、ドリンク剤、トローチ剤、うがい薬、軟膏、クリーム等を;医薬部外品としては歯 磨き剤、口中清涼剤、口臭予防剤等を;また飼料としてはキャットフードゃドッグッフ ード等の各種ペットフード、観賞魚若しくは養殖魚の餌等を一例として挙げることがで きるが、これらに制限されるものではない。 [0055] Further, the cosmetics targeted by the present invention include facial cleansing cosmetics, skiny cosmetics (lotions, (Emulsions, creams, etc.), sunscreen cosmetics, makeup cosmetics (foundations, lipsticks, etc.), cleaning cosmetics (shampoos, rinses, body shampoos, etc.), scalp cosmetics (hair tonics, hair liquids, hair nourishing agents, etc.) ); Drugs include tablets (including tablets coated with a coating agent), capsules (including hard capsules and soft capsules), powders, condyles, drinks, troches, mouthwashes, ointments, Examples include creams, etc .; quasi-drugs, toothpastes, fresheners in mouth, anti-bad breath, etc .; examples of feeds include various foods such as cat food and dog food, food for aquarium fish or cultured fish, etc. However, it is not limited to these.
[0056] 本発明の可溶ィ匕物は、水に添加し混合した際の溶解性や分散性に優れていること から、好ましくは水を原料として調製される力 水を含むか、または水溶性である、い わゆる水性の化粧品、医薬品、医薬部外品、または飼料に対して有効に使用するこ とができる。この点から、上記化粧品については、好ましくはスキンィ匕粧料 (ローション 、乳液、クリームなど)、頭皮化粧料 (ヘアトニック、ヘアリキッド、養毛剤など);医薬品 については、好ましくはドリンク剤、うがい薬、軟膏、クリーム、粉末剤、顆粒剤等;医 薬部外品としては歯磨き剤、口中清涼剤、口臭予防剤を例示することができる。  [0056] Since the soluble cake of the present invention is excellent in solubility and dispersibility when added to water and mixed, it preferably contains water containing water or is water-soluble. It can be effectively used for so-called water-based cosmetics, pharmaceuticals, quasi-drugs, or feed. In this regard, for the above cosmetics, preferably skiny cosmetics (lotions, emulsions, creams, etc.), scalp cosmetics (hair tonics, hair liquids, hair nourishing agents, etc.); for pharmaceuticals, preferably drinks, gargles, Ointments, creams, powders, granules, etc .; Examples of quasi-drugs include toothpastes, mouth fresheners, and bad breath prevention agents.
[0057] これらの製品も、食品と同様に、製造の任意の工程で、素材の一つとして上記本発 明の脂溶性成分の可溶ィ匕物を配合することによって製造することができる。この工程 を除けば、各種製品に関する慣用の製造方法に従って製造することができる。  [0057] Similar to foods, these products can also be produced by blending the above-described fat-soluble component of the present invention as a raw material in any production process. Except for this step, it can be produced according to conventional production methods for various products.
[0058] 上記各種製品の製造にあたり、本発明の脂溶性成分の可溶ィ匕物の配合割合は、 当該製品を通常量使用することによって所望の脂溶性成分の機能を得ることができ ると考えられる量であれば特に制限されな 、。通常製品 100重量%中に含まれる脂 溶性成分の割合として 0. 001〜10重量%の範囲から、製品の種類に応じて適宜設 定することができる。中でも医薬品中に配合する本発明の可溶ィ匕物の割合としては、 具体的には、成人 1日あたり投与される量の医薬品中に、脂溶性成分が 0.01〜500 Omg、好ましくは 0. l〜2000mgの割合で含まれるように調整することができる。  [0058] In the production of the above-mentioned various products, the blending ratio of the soluble soluble ingredient of the fat-soluble component of the present invention is such that a desired function of the fat-soluble ingredient can be obtained by using a normal amount of the product. If it is possible amount, it is not limited. The ratio of the fat-soluble component contained in 100% by weight of the normal product can be appropriately set depending on the type of product from the range of 0.001 to 10% by weight. Among them, the proportion of the soluble product of the present invention to be blended in a pharmaceutical product is specifically 0.01 to 500 Omg, preferably 0. It can be adjusted so as to be contained at a rate of 1 to 2000 mg.
[0059] 以下に、本発明の構成ならびに効果をより明確にするために、実験例、製造例、及 び実施例を記載する。但し本発明は、これらの実施例等に何ら影響されるものではな い。 [0060] 実験例 1 脂溶性成分の可溶化物の調製 (No.1) [0059] In order to clarify the configuration and effects of the present invention, experimental examples, production examples, and examples are described below. However, the present invention is not affected by these examples. [0060] Experimental Example 1 Preparation of solubilized fat-soluble component (No. 1)
下記の製造方法に従って、表 1に記載する各成分を混合して乳化処理を行い、乳 化組成物を調製した。なお、ここで脂溶性成分として用いたコェンザィム Q の融点  In accordance with the following production method, each component described in Table 1 was mixed and emulsified to prepare an emulsion composition. The melting point of Coenzyme Q used as a fat-soluble component here
10 は約 48°Cである。  10 is about 48 ° C.
[0061] <製造方法 >  [0061] <Manufacturing method>
実施例 実施例 2については、まず、脂溶性成分 (成分 1)を融点以上の温度 (60 °C)で加熱融解し、これを界面活性剤 (成分 2)と混合した後、水性溶媒 (成分 3)と混 合した。次いで得られた混合物を、ポリトロン(Polytoron PT-3000 KINEMATICA A G製)を用いて 3000rpmで 10分間処理して乳化させた。比較例 1については、脂溶 性成分 (成分 1)を加熱しな!ヽで固体状態で界面活性剤 (成分 2)および水性溶媒 (成 分 3)と混合して、比較例 2については成分 2を含まず、界面活性剤を成分 3中に加え 、上記と同様の処理によって乳化させた。  Example For Example 2, first, a fat-soluble component (component 1) was heated and melted at a temperature equal to or higher than the melting point (60 ° C), mixed with a surfactant (component 2), and then an aqueous solvent (component). Mixed with 3). Next, the obtained mixture was emulsified by treatment for 10 minutes at 3000 rpm using Polytron (manufactured by Polytoron PT-3000 KINEMATICA AG). For Comparative Example 1, do not heat the fat-soluble component (Component 1)! Mix it with the surfactant (Component 2) and the aqueous solvent (Component 3) in a solid state with boiling. 2 was added, and the surfactant was added to Component 3 and emulsified by the same treatment as above.
[0062] <可溶化性の評価 >  [0062] <Evaluation of solubilization>
(1)乳化組成物 (乳化溶液)の透明性  (1) Transparency of emulsified composition (emulsified solution)
上記で得られた各乳化組成物(乳化溶液)(実施例 1 2、比較例 1 2)について、 下記の基準 (5段階評価)に従って目視により透明度 (濁度)を評価した。  For each of the emulsified compositions (emulsified solutions) obtained above (Example 12 and Comparative Example 12), the transparency (turbidity) was visually evaluated according to the following criteria (5-level evaluation).
◎:透明、〇:殆ど透明、△:僅かに濁りを有する、 X:半透明の濁りを有する、  ◎: Transparent, ○: Almost transparent, △: Slightly turbid, X: Translucent turbidity,
X X:白濁。  X X: Cloudy.
[0063] またこれらの乳化組成物を水で 1容量%濃度に調製した希釈液について、波長 720 における吸光度を測定し、透明度 (濁度)を評価した。吸光度が 0.1以上で濁りが あると認められる。  [0063] In addition, the absorbance at a wavelength of 720 was measured for a diluted solution prepared from these emulsified compositions with water to a concentration of 1% by volume, and the transparency (turbidity) was evaluated. Absorbance is 0.1 or more and turbidity is observed.
[0064] (2)粒子径 [0064] (2) Particle size
上記で得られた各乳化組成物 (乳化溶液)中の油脂微粒子の平均粒子径 (メジアン 径: m)を、レーザー回折式粒度分布計 (SALD-2100 :島津製作所製)を用いて測定 した。  The average particle diameter (median diameter: m) of the fat and oil fine particles in each emulsified composition (emulsified solution) obtained above was measured using a laser diffraction particle size distribution analyzer (SALD-2100: manufactured by Shimadzu Corporation).
[0065] 結果を表 1に纏めて示す。 [0066] [表 1] [0065] The results are summarized in Table 1. [0066] [Table 1]
Figure imgf000017_0001
Figure imgf000017_0001
[0067] <結果 >  [0067] <Result>
上記により得られた実施例 1〜2と比較例 1〜2を比較すると、比較例で得られた乳 化組成物の平均粒子径は 1. 8 m以上であつたのに対し、実施例で得られた乳化 組成物の粒子径 0. 未満と、比較例のものに比して格段に小さいものであった 。また、平均粒子径の結果に相応して、外観上も、比較例の乳化組成物は濁ってい たのに対し、実施例の乳化組成物は透明性を有しており、脂溶性成分 (コェンザィム Q が可溶ィ匕して 組成物 When Examples 1-2 obtained in the above and Comparative Examples 1-2 were compared, the average particle size of the emulsion composition obtained in the Comparative Example was 1.8 m or more, whereas in the Examples The obtained emulsion composition had a particle size of less than 0, which was much smaller than that of the comparative example. Further, according to the results of the average particle size, the emulsion composition of the comparative example was cloudy in appearance, whereas the emulsion composition of the example had transparency, and the fat-soluble component (Coenzyme). Q is soluble and composition
10 ) ヽることが確認された。希釈液にっ 、ても、希釈前の乳化 と同様に、比較例の乳化組成物の希釈液は濁っていたのに対し、実施例の乳化組 成物の希釈液は透明性を有しており、脂溶性成分 (コェンザィム Q )が可溶ィ匕して 10) It was confirmed to speak. Even in the case of the diluted solution, the diluted solution of the emulsified composition of the comparative example was cloudy, whereas the diluted solution of the emulsified composition of the example had transparency, as in the case of the emulsified before dilution. The fat-soluble component (Coenzyme Q) is soluble
10  Ten
いることが確認された。  It was confirmed that
[0068] 実験例 2 脂溶性成分の可溶化物の調製 (No.2) [0068] Experimental Example 2 Preparation of solubilized fat-soluble component (No. 2)
下記の製造方法に従って、表 2に記載する各成分を混合して乳化処理を行い、乳 化組成物を調製した。なお、ここで脂溶性成分 (成分 1)として用いるコェンザィム Q  According to the following production method, each component described in Table 2 was mixed and emulsified to prepare an emulsion composition. Coenzyme Q used as a fat-soluble component (component 1) here
10 Ten
、リコピンおよび j8—力ロチンの融点は、それぞれ 48°C、 175°Cおよび 184°Cである [0069] <製造方法 > , Lycopene and j8-power rotin have melting points of 48 ° C, 175 ° C and 184 ° C, respectively [0069] <Production method>
(1)実施例 3 5  (1) Example 3 5
脂溶性成分 (成分 1)と界面活性剤 (成分 2)と混合した後、これを各脂溶性成分の 融点以上の温度で加熱融解し、これを水性溶媒 (成分 3)と混合した。次いで得られ た混合物を、ポリトロン(Polytoron PT- 3000 KINEMATICA AG製)を用いて 3000rp mで 10分間処理して乳化した。  After mixing the fat-soluble component (component 1) and the surfactant (component 2), this was heated and melted at a temperature equal to or higher than the melting point of each fat-soluble component and mixed with an aqueous solvent (component 3). Next, the obtained mixture was emulsified by treatment with 3000 rpm for 10 minutes using Polytron (manufactured by Polytoron PT-3000 KINEMATICA AG).
[0070] (2)比較例 1 [0070] (2) Comparative Example 1
脂溶性成分 (成分 1)を加熱しな!ヽで固体状態で界面活性剤 (成分 2)および水性 溶媒 (成分 3)と混合して、これを上記と同様にホモミキサーを用いて乳化した。  The fat-soluble component (component 1) was not heated and mixed with the surfactant (component 2) and the aqueous solvent (component 3) in a solid state with boiling, and this was emulsified using a homomixer in the same manner as described above.
[0071] (3)比較例 3 4 [0071] (3) Comparative Example 3 4
脂溶性成分 (成分 1)と界面活性剤 (成分 2)と混合した後、これを各脂溶性成分の 融点以下の温度に加熱し (非融解)、これを水性溶媒 (成分 3)と混合した。次いで得 られた混合物を、これを上記と同様にホモミキサーを用いて乳化した。  After mixing the fat-soluble component (component 1) and the surfactant (component 2), this was heated to a temperature below the melting point of each fat-soluble component (non-melted) and mixed with the aqueous solvent (component 3) . The resulting mixture was then emulsified using a homomixer in the same manner as described above.
[0072] <可溶化性の評価 > [0072] <Evaluation of solubilization>
(1)乳化組成物 (乳化溶液)の透明性  (1) Transparency of emulsified composition (emulsified solution)
上記で得られた各乳化組成物(乳化溶液)(実施例 3 5、比較例 3 5)について、 下記の基準 (5段階評価)に従って目視により透明度 (濁度)を評価した。  Each emulsion composition (emulsified solution) obtained above (Example 35, Comparative Example 35) was visually evaluated for transparency (turbidity) according to the following criteria (5-level evaluation).
◎:透明、〇:殆ど透明、△:僅かに濁りを有する、 X:半透明の濁りを有する、 X X:白濁  ◎: Transparent, ○: Almost transparent, △: Slightly turbid, X: Translucent turbidity, X X: White turbidity
またこれらの乳化組成物を水で 1容量%濃度に調製した希釈液にっ 、て、波長 720 における吸光度を測定し、透明度 (濁度)を評価した。吸光度が 0.1以上で濁りが あると認められる。  In addition, the absorbance at a wavelength of 720 was measured using a dilute solution prepared by adding 1% by volume of these emulsified compositions with water, and the transparency (turbidity) was evaluated. Absorbance is 0.1 or more and turbidity is observed.
[0073] (2)粒子径 [0073] (2) Particle size
上記で得られた各乳化組成物 (乳化溶液)中の油脂微粒子の粒子径 (メジアン径: μ m)を、レーザー回折式粒度分布計 (SALD-2100 :島津製作所製)を用いて測定し た。  The particle diameter (median diameter: μm) of the oil and fat fine particles in each emulsion composition (emulsion solution) obtained above was measured using a laser diffraction particle size distribution meter (SALD-2100: manufactured by Shimadzu Corporation). .
[0074] 結果を表 2に纏めて示す。 [0075] [表 2] [0074] The results are summarized in Table 2. [0075] [Table 2]
Figure imgf000019_0001
Figure imgf000019_0001
[0076] <結果 > [0076] <Result>
上記により得られた実施例 3〜5と比較例 3〜5を比較すると、比較例で得られた乳 化組成物の平均粒子径は 2.5 m以上であつたのに対し、実施例で得られた乳化組 成物の平均粒子径 0. 17 /x m以下と、比較例のものに比して格段に小さいものであ つた。また、平均粒子径の結果に相応して、外観上も、比較例の乳化組成物は濁つ ていたのに対し、実施例の乳化組成物は透明性を有しており、脂溶性固体成分 (コ ェンザィム Q 、リコピン、 ;3 -カロチン)が可溶ィ匕していることが確認された。  When Examples 3-5 obtained in the above and Comparative Examples 3-5 were compared, the average particle size of the emulsion composition obtained in the Comparative Example was 2.5 m or more, whereas it was obtained in the Examples. The average particle size of the emulsified composition was 0.17 / xm or less, which was much smaller than that of the comparative example. Further, according to the results of the average particle size, the emulsion composition of the comparative example was cloudy in appearance, whereas the emulsion composition of the example had transparency, and was a fat-soluble solid component. (Coenzyme Q, lycopene, 3-carotene) was confirmed to be soluble.
10  Ten
[0077] 希釈液についても、希釈前の乳化組成物と同様に、比較例の乳化組成物の希釈 液は濁っていたのに対し、実施例の乳化組成物の希釈液は透明性を有しており、脂 溶性固体成分 (コェンザィム Q )が可溶ィ匕していることが確認された。  [0077] As for the diluted solution, similarly to the emulsion composition before dilution, the diluted solution of the emulsion composition of the comparative example was cloudy, whereas the diluted solution of the emulsion composition of the example had transparency. It was confirmed that the fat-soluble solid component (Coenzyme Q) was soluble.
10  Ten
[0078] ¾験例 3 脂溶性成分の可溶化物の調製 (No.3)  [0078] Experimental Example 3 Preparation of solubilized fat-soluble component (No. 3)
下記の製造方法に従って、表 3に記載する各成分を混合して乳化処理を行い、乳 化組成物を調製した。なお、ここで脂溶性成分 (成分 1)として用いるコェンザィム Q の融点は 48°Cである。  According to the following production method, each component described in Table 3 was mixed and emulsified to prepare an emulsion composition. Here, the melting point of Coenzyme Q used as the fat-soluble component (component 1) is 48 ° C.
[0079] ぐ製造方法 > [0079] Gu manufacturing method>
(1)実施例 6〜8 脂溶性成分 (成分 1)と界面活性剤 (成分 2)と食用油脂 (サフラワー油)を混合した 後、これを脂溶性成分の融点 (48°C)以上の温度で加熱融解し、これを水性溶媒 (成 分 3)のうちグリセリンと混合し、次いで水 (成分 3)と混合した。次いで得られた混合物 を、ポリトロン(Polytoron PT- 3000 KINEMATICA AG製)を用いて 3000rpmで 10分 間処理して乳化した。 (1) Examples 6-8 After mixing the fat-soluble component (component 1), surfactant (component 2), and edible oil (safflower oil), this is heated and melted at a temperature equal to or higher than the melting point (48 ° C) of the fat-soluble component. Of the aqueous solvent (component 3), it was mixed with glycerin and then with water (component 3). Next, the obtained mixture was emulsified by treatment for 10 minutes at 3000 rpm using Polytron (manufactured by Polytoron PT-3000 KINEMATICA AG).
[0080] (2)比較例 6 8  [0080] (2) Comparative Example 6 8
脂溶性成分 (成分 1)を各脂溶性成分の融点以上の温度で加熱融解し、これを予 めグリセリン (成分 3)に界面活性剤 (成分 2)を溶解してお!、た溶液に添加して混合し 、次いでこれに水(成分 3)を混合して、これを上記と同様にポリトロン(Polytoron PT- 3000 KINEMATICA AG製)を用いて乳化した。  Heat-melt the fat-soluble component (component 1) at a temperature equal to or higher than the melting point of each fat-soluble component, and dissolve the surfactant (component 2) in glycerin (component 3) in advance. Then, water (component 3) was mixed therewith, and this was emulsified using Polytron (manufactured by Polytoron PT-3000 KINEMATICA AG) in the same manner as described above.
[0081] <可溶化性の評価 >  [0081] <Evaluation of solubilization>
(1)乳化組成物 (乳化溶液)の透明性  (1) Transparency of emulsified composition (emulsified solution)
上記で得られた各乳化組成物(乳化溶液)(実施例 6 8,比較例 6 8)について、 下記の基準 (5段階評価)に従って目視により透明度 (濁度)を評価した。  For each of the emulsified compositions (emulsified solutions) obtained above (Example 68, Comparative Example 68), the transparency (turbidity) was visually evaluated according to the following criteria (5-level evaluation).
◎:透明、〇:殆ど透明、△:僅かに濁りを有する、 X:半透明の濁りを有する、  ◎: Transparent, ○: Almost transparent, △: Slightly turbid, X: Translucent turbidity,
X X:白濁  X X: cloudiness
またこれらの乳化組成物を水で 1容量%濃度に調製した希釈液にっ 、て、波長 720 における吸光度を測定し、透明度 (濁度)を評価した。吸光度が 0.1以上で濁りが あると認められる。  In addition, the absorbance at a wavelength of 720 was measured using a dilute solution prepared by adding 1% by volume of these emulsified compositions with water, and the transparency (turbidity) was evaluated. Absorbance is 0.1 or more and turbidity is observed.
(2)粒子径  (2) Particle size
上記で得られた各乳化組成物 (乳化溶液)中の脂質微粒子の平均粒子径 (メジアン 径: m)を、レーザー回折式粒度分布計 (SALD-2100 :島津製作所製)を用いて測定 した。  The average particle diameter (median diameter: m) of the lipid fine particles in each emulsified composition (emulsified solution) obtained above was measured using a laser diffraction particle size distribution analyzer (SALD-2100: manufactured by Shimadzu Corporation).
[0082] 結果を表 3に纏めて示す。  [0082] The results are summarized in Table 3.
[0083] [表 3] 実施例 実施例 実施例 比較例 比較例 比較例 [0083] [Table 3] Examples Examples Examples Comparative Examples Comparative Examples Comparative Examples Comparative Examples
6 7 8 6 7 8 コェンサ'ィム Q10 10 10 10 10 10 10 食用油脂 ― ― 6 ― 6 ― 成分 テ'カク'リセリンモノラウリ 8 8 8 8 8 8 6 7 8 6 7 8 Coen saim Q10 10 10 10 10 10 10 Edible fats and oils ― ― 6 ― 6 ― Ingredients
2 ル酸エステル 2 Luic acid ester
成分 水 7 37 34 8 34 34 3 ク'リセリン 75 45 45 75 45 45 口 i 100 100 100 」 100 100 100 調 加熱融解成分 敝 1 +2 颇 1 +2 成分 1 +2 成分 1 成分 1 成分 1 条 加熱温度 60 60 °C 60 X: 60 °C 60。C 60 °C 件 乳化処理 ホモミキサー (300(kpm、 10分間)  Ingredient Water 7 37 34 8 34 34 3 Culyserine 75 45 45 75 45 45 Mouth i 100 100 100 `` 100 100 100 Tone Heated and melted component 敝 1 +2 颇 1 +2 Component 1 +2 Component 1 Component 1 Component 1 Article Heating temperature 60 60 ° C 60 X: 60 ° C 60. C 60 ° C Case Emulsification Homomixer (300 (kpm, 10 minutes)
評 平 : ϊ- τί圣 W T/ 0. 05 0. 08 0. 07 1. 35 0. 95 2.08 価 乳化組成物 ◎ 〇 〇 Δ X X 明 希釈物 0. 02 0. 04 0. 05 0. 54 0. 42 1. 35 度 ( 1 %)  Evaluation: ϊ- τί 圣 WT / 0. 05 0. 08 0. 07 1. 35 0. 95 2.08 Value Emulsified composition ◎ 〇 〇 Δ XX Bright Diluent 0. 02 0. 04 0. 05 0. 54 0 .42 1.35 degrees (1%)
[0084] <結果 > [0084] <Result>
上記により得られた実施例 6〜8と比較例 6〜8を比較すると、比較例で得られた乳 化組成物の平均粒子径は 0. 95 m以上であつたのに対し、実施例で得られた乳化 組成物の平均粒子径 0. 08 m以下と、比較例のものに比して格段に小さいもので あった。また、平均粒子径の結果に相応して、外観上も、比較例の乳化組成物は濁 つていたのに対し、実施例の乳化組成物は透明性を有しており、脂溶性成分 (コェン ザィム Q )が可溶ィ匕して 、ることが確認された。希釈液につ!、ても、希釈前の乳化組 When Examples 6 to 8 and Comparative Examples 6 to 8 obtained as described above were compared, the average particle size of the emulsion composition obtained in the Comparative Example was 0.95 m or more, whereas in the Examples, The obtained emulsion composition had an average particle size of 0.08 m or less, which was much smaller than that of the comparative example. Further, according to the results of the average particle size, the emulsion composition of the comparative example was cloudy in appearance, whereas the emulsion composition of the example had transparency, and the fat-soluble component ( It was confirmed that Coenzyme Q) was soluble. Dilute the solution!
10 Ten
成物と同様に、比較例の乳化組成物の希釈液は濁っていたのに対し、実施例の乳 化組成物の希釈液は透明性を有しており、脂溶性成分 (コェンザィム Q )が可溶ィ匕  As in the case of the composition, the diluted solution of the emulsion composition of the comparative example was cloudy, whereas the diluted solution of the emulsion composition of the example had transparency, and the fat-soluble component (coenzyme Q) was Soluble
10 していることが確認された。  10 was confirmed.
[0085] 実施例 9 脂溶性成分の可溶化物を添加した食品の調製  [0085] Example 9 Preparation of food with added solubilized fat-soluble component
上記実施例で得られた脂溶性成分の可溶ィ匕物を使用した食品 (清涼飲料、ゼリー )を、以下の処方に従って調製した。なお、下記の「コェンザィム Q 可溶ィ匕物」として  A food (soft drink, jelly) using the soluble product of the fat-soluble component obtained in the above Example was prepared according to the following formulation. The following “Coenzyme Q soluble food”
10  Ten
、実施例 3の乳化組成物に代えて、実施例 1〜2および 6〜7の乳化組成物(可溶ィ匕 物)のうちの一つを用いることもできる。  Instead of the emulsified composition of Example 3, one of the emulsified compositions (soluble matter) of Examples 1-2 and 6-7 can also be used.
[0086] 1)清涼飲料 (pH3.2) <調製方法 > [0086] 1) Soft drink (pH3.2) <Preparation method>
下記処方に従って、コェンザィム Q 可溶化物以外の全ての成分を水に溶解し、こ  In accordance with the following formulation, all ingredients except for Coenzyme Q solubilizate are dissolved in water.
10  Ten
れにコェンザィム Q 可溶ィ匕物(実施例 3)を添加し混合した後、 95°C達温にて殺菌  Coenzyme Q soluble food (Example 3) was added and mixed, and then sterilized at 95 ° C.
10  Ten
し、 200mlガラス瓶にホットパック充填して、清涼飲料を調製した。  A soft drink was prepared by filling the 200 ml glass bottle with a hot pack.
ぐ処方 >  Prescription>
砂糖 1 2 . 0 (重量部) クェン酸(無水) 0 . 1  Sugar 1 2.0 (parts by weight) Cenoic acid (anhydrous) 0.1
クェン酸三ナトリウム 0 . 0 2  Trisodium citrate 0.02
L—ァスコルビン酸 0. 0 2  L-ascorbic acid 0.0 2
コェンザィム 。可溶化物 (実施例 3 ) 0 . 2  Cohenzym. Solubilized product (Example 3) 0.2
香料 (オレンジエッセンス * ) 0 . 2  Fragrance (Orange Essence *) 0.2
水 残 部  Water balance
A き  A
Π 口 I 0 0 . 0 重量部  I I 0 0 .0 parts by weight
[0088] 得られた清涼飲料は、透明で油分の浮遊等も見られな力つた。さらに風味に異臭 は認められず、飲みやすい飲料であった。 [0088] The obtained soft drink was transparent and had no power of floating oil. Furthermore, there was no off-flavor in the flavor, and the beverage was easy to drink.
[0089] 2)ゼリー [0089] 2) Jelly
<製造方法 >  <Manufacturing method>
下記処方に従ってクェン酸、寒天を水に添加し、 85°Cで 20分間加熱し溶解した。 次いでこれに ι8—力ロチン可溶ィ匕物(実施例 5)及び香料を添加し、カップに充填し て密封後、水浴中で 85°C30分間殺菌し、 40°C以下に冷却しゼリーを調製した。  According to the following formulation, citrate and agar were added to water and dissolved by heating at 85 ° C for 20 minutes. Next, to this was added ι8-strength rotin soluble food (Example 5) and fragrance, filled into a cup, sealed, sterilized in a water bath at 85 ° C for 30 minutes, cooled to 40 ° C or lower and jelly was added. Prepared.
[0090] <処方〉 [0090] <Prescription>
砂糖 1 0 . 0  Sugar 1 0. 0
クェン酸 (無水) 0 . 2  Chenic acid (anhydrous) 0.2
オレンジ果汁 5 . 0  Orange juice 5.0
寒天 1 . 0  Agar 1.0
ビタミン C 0 . 0 5  Vitamin C 0. 0 5
β—カロチン可溶化物 (実施例 5 ) 0 . 2  β-carotene solubilized product (Example 5) 0.2
香料 (オレンジエツセ:ンス 0. 2  Fragrance (Orange Essence: 0.2
水 残 部 Water balance
Figure imgf000022_0001
Figure imgf000022_0001
[0091] 得られたゼリーは透明で油分による濁り等もなぐ澄明な黄色に着色することができ た。また、食した際も油分による風味への影響も感じられな力つた。  [0091] The obtained jelly was transparent and could be colored in a clear yellow with no turbidity due to oil. In addition, the effect of the oil on the flavor was also felt when eating.

Claims

請求の範囲  The scope of the claims
[I] (1)脂溶性成分を加熱融解する工程、  [I] (1) a step of heating and melting the fat-soluble component,
(2)脂溶性成分を界面活性剤と混合する工程、および  (2) a step of mixing a fat-soluble component with a surfactant, and
(3)脂溶性成分と界面活性剤との混合物を水性溶媒と均一に混合する工程 を有する、脂溶性成分の可溶化物を調製する方法。  (3) A method for preparing a solubilizate of a fat-soluble component, comprising uniformly mixing a mixture of a fat-soluble component and a surfactant with an aqueous solvent.
[2] (3)の工程において、脂溶性成分、界面活性剤および水性溶媒の混合物を均一に 混合する方法として乳化処理を行う、請求項 1に記載する調製方法。  [2] The preparation method according to claim 1, wherein in the step (3), an emulsification treatment is performed as a method of uniformly mixing a mixture of the fat-soluble component, the surfactant and the aqueous solvent.
[3] (1)脂溶性成分を加熱融解した後に、 (2')当該融解した脂溶性成分を界面活性剤 と混合する工程を有する、請求項 1に記載する調製方法。  [3] The preparation method according to claim 1, comprising the step of (1) heat-melting the fat-soluble component and then (2 ′) mixing the melted fat-soluble component with a surfactant.
[4] (2)脂溶性成分を界面活性剤と混合した後に、(1 ' )界面活性剤とともに、脂溶性成 分を加熱融解する工程を有する、請求項 1に記載する調製方法。  [4] The preparation method according to claim 1, further comprising the step of (1 ′) heating and melting the fat-soluble component together with the surfactant after mixing the (2) fat-soluble component with the surfactant.
[5] 脂溶性成分が融点 40°C以上のものである、請求項 1に記載する調製方法。  [5] The preparation method according to claim 1, wherein the fat-soluble component has a melting point of 40 ° C. or higher.
[6] 脂溶性成分がコェンザィム Q 、リコピン、および —カロチンよりなる群力 選択さ  [6] Group power selected from fat-soluble components consisting of coenzyme Q, lycopene, and —carotene
10  Ten
れる少なくとも 1種である、請求項 1に記載する調製方法。  The preparation method according to claim 1, which is at least one selected from the group consisting of:
[7] 界面活性剤がグリセリン脂肪酸エステル、ショ糖脂肪酸エステル、リン脂質、サボ- ン、及びポリソルベートよりなる群力 選択される少なくとも 1種である請求項 1に記載 する調製方法。 [7] The preparation method according to claim 1, wherein the surfactant is at least one selected from the group consisting of glycerin fatty acid ester, sucrose fatty acid ester, phospholipid, saponin, and polysorbate.
[8] 水性溶媒が水、低級アルコール、および多価アルコールよりなる群力 選択される 少なくとも 1種である請求項 1に記載する調製方法。  [8] The preparation method according to claim 1, wherein the aqueous solvent is at least one selected from the group power consisting of water, a lower alcohol, and a polyhydric alcohol.
[9] 水性溶媒として糖類を含むものを用いる請求項 1に記載する調製方法。 [9] The preparation method according to claim 1, wherein an aqueous solvent containing a saccharide is used.
[10] 請求項 1に記載の調製方法で得られた脂溶性成分の可溶化物。 [10] A solubilizate of the fat-soluble component obtained by the preparation method according to claim 1.
[II] 脂溶性成分の可溶ィ匕物に含まれる脂質微粒子の平均粒子径が 0. 2 m以下であ る、請求項 10記載の脂溶性成分の可溶ィ匕物。  11. The fat-soluble component soluble matter according to claim 10, wherein the lipid fine particles contained in the fat-soluble component soluble matter have an average particle size of 0.2 m or less.
[12] 請求項 10に記載する脂溶性成分の可溶化物を配合してなる製品。  [12] A product comprising the solubilized product of the fat-soluble component according to claim 10.
[13] 請求項 10に記載する脂溶性成分の可溶ィ匕物を水に溶解または分散させて調製さ れる水性製品である、請求項 11記載の製品。  [13] The product according to claim 11, which is an aqueous product prepared by dissolving or dispersing the soluble ingredient of the fat-soluble component according to claim 10 in water.
[14] 食品、医薬品、医薬部外品、化粧品または飼料である、請求項 12に記載する製品 [14] The product according to claim 12, which is a food, medicine, quasi drug, cosmetic or feed
PCT/JP2005/017020 2004-09-15 2005-09-15 Method of preparing solution of lipid-soluble ingredient WO2006030850A1 (en)

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Cited By (13)

* Cited by examiner, † Cited by third party
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JP2008005813A (en) * 2006-06-30 2008-01-17 Ezaki Glico Co Ltd Coenzyme q10-containing chocolate
JP2008110934A (en) * 2006-10-30 2008-05-15 Sanei Gen Ffi Inc Coenzyme q10-containing emulsified composition
JP2011001289A (en) * 2009-06-18 2011-01-06 Arsoa Honsya Corp Method for producing emulsion and method for producing cosmetic
JP2011505158A (en) * 2007-12-05 2011-02-24 ディーエスエム アイピー アセッツ ビー.ブイ. Finely pulverized preparation of fat-soluble active ingredients
JP2011241176A (en) * 2010-05-18 2011-12-01 Fujifilm Corp Emulsion composition and powder composition
WO2013084518A1 (en) * 2011-12-09 2013-06-13 三栄源エフ・エフ・アイ株式会社 Emulsion composition, and composition containing same
JP2014108104A (en) * 2012-12-04 2014-06-12 Fujifilm Corp Beverage
CN110200910A (en) * 2019-06-17 2019-09-06 宁波海奇合昇环能科技有限公司 A kind of preparation method of the transparent aqueous dispersions of Co-Q10
JP2020011216A (en) * 2018-07-20 2020-01-23 ユアサグローブ株式会社 Colloidal aqueous solution, method for producing the same, and method for flameproofing substrate
JP2020048455A (en) * 2018-09-26 2020-04-02 理研ビタミン株式会社 Fat composition for soup
CN111358000A (en) * 2018-12-26 2020-07-03 株式会社芳珂 Oily composition containing carotene
CN112056558A (en) * 2020-09-21 2020-12-11 华南农业大学 Oil-in-water carotene microemulsion and preparation method thereof
CN112438950A (en) * 2019-08-16 2021-03-05 北京化工大学 Beta-carotene transparent water dispersion and preparation method thereof

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60102169A (en) * 1983-11-08 1985-06-06 Sumitomo Chem Co Ltd Carotenoid-containing composition and its production
JPH0283315A (en) * 1988-09-21 1990-03-23 Nippon Oil & Fats Co Ltd Solubilized substance of tocopherol
EP0659347A1 (en) * 1993-12-20 1995-06-28 San-Ei Gen F.F.I., Inc. Stable emulsified compositions and foods containing the same
JPH07171377A (en) * 1993-12-20 1995-07-11 Sanei Gen F F I Inc Manufacture of emulsified composition
EP0848913A2 (en) * 1996-12-20 1998-06-24 Basf Aktiengesellschaft Use of carotenoid solubisate for colouring foodstuffs and pharmaceutical preparations
JPH11209307A (en) * 1998-01-19 1999-08-03 Sankyo Co Ltd Fat-soluble drug-containing preparation for injection
JPH11236330A (en) * 1997-11-17 1999-08-31 Taisho Pharmaceut Co Ltd Microemulsion containing vitamin ds
US5990180A (en) * 1995-03-29 1999-11-23 Mitsubishi Chemical Corporation Aqueous composition containing solubilized or dispersed oil-soluble substance

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3414530B2 (en) * 1993-12-20 2003-06-09 三栄源エフ・エフ・アイ株式会社 Stable emulsified composition and food containing it
JP4582823B2 (en) * 1995-03-29 2010-11-17 三菱化学株式会社 Aqueous composition comprising oil-soluble substance solubilized or dispersed
EP0956779A1 (en) * 1998-05-11 1999-11-17 Vesifact Ag Foods containing water-insoluble compounds
JP3880265B2 (en) * 1998-11-16 2007-02-14 エーザイ・アール・アンド・ディー・マネジメント株式会社 Aqueous solution of fat-soluble substances

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60102169A (en) * 1983-11-08 1985-06-06 Sumitomo Chem Co Ltd Carotenoid-containing composition and its production
JPH0283315A (en) * 1988-09-21 1990-03-23 Nippon Oil & Fats Co Ltd Solubilized substance of tocopherol
EP0659347A1 (en) * 1993-12-20 1995-06-28 San-Ei Gen F.F.I., Inc. Stable emulsified compositions and foods containing the same
JPH07171377A (en) * 1993-12-20 1995-07-11 Sanei Gen F F I Inc Manufacture of emulsified composition
US5990180A (en) * 1995-03-29 1999-11-23 Mitsubishi Chemical Corporation Aqueous composition containing solubilized or dispersed oil-soluble substance
EP0848913A2 (en) * 1996-12-20 1998-06-24 Basf Aktiengesellschaft Use of carotenoid solubisate for colouring foodstuffs and pharmaceutical preparations
JPH11236330A (en) * 1997-11-17 1999-08-31 Taisho Pharmaceut Co Ltd Microemulsion containing vitamin ds
JPH11209307A (en) * 1998-01-19 1999-08-03 Sankyo Co Ltd Fat-soluble drug-containing preparation for injection

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008005813A (en) * 2006-06-30 2008-01-17 Ezaki Glico Co Ltd Coenzyme q10-containing chocolate
JP2008110934A (en) * 2006-10-30 2008-05-15 Sanei Gen Ffi Inc Coenzyme q10-containing emulsified composition
JP2011505158A (en) * 2007-12-05 2011-02-24 ディーエスエム アイピー アセッツ ビー.ブイ. Finely pulverized preparation of fat-soluble active ingredients
JP2011001289A (en) * 2009-06-18 2011-01-06 Arsoa Honsya Corp Method for producing emulsion and method for producing cosmetic
JP2011241176A (en) * 2010-05-18 2011-12-01 Fujifilm Corp Emulsion composition and powder composition
WO2013084518A1 (en) * 2011-12-09 2013-06-13 三栄源エフ・エフ・アイ株式会社 Emulsion composition, and composition containing same
JPWO2013084518A1 (en) * 2011-12-09 2015-04-27 三栄源エフ・エフ・アイ株式会社 Emulsified composition and composition containing the same
JP2014108104A (en) * 2012-12-04 2014-06-12 Fujifilm Corp Beverage
JP2020011216A (en) * 2018-07-20 2020-01-23 ユアサグローブ株式会社 Colloidal aqueous solution, method for producing the same, and method for flameproofing substrate
JP7158002B2 (en) 2018-07-20 2022-10-21 株式会社ケンシュー Aqueous solution of colloid, method for producing the same, and method for flame-retardant processing of base material
JP7330680B2 (en) 2018-09-26 2023-08-22 理研ビタミン株式会社 Fat and oil composition for soup
JP2020048455A (en) * 2018-09-26 2020-04-02 理研ビタミン株式会社 Fat composition for soup
JP2020105078A (en) * 2018-12-26 2020-07-09 株式会社ファンケル Carotene-containing oily composition
CN111358000A (en) * 2018-12-26 2020-07-03 株式会社芳珂 Oily composition containing carotene
CN111358000B (en) * 2018-12-26 2023-10-31 株式会社芳珂 Oily composition containing carotene
CN110200910B (en) * 2019-06-17 2022-04-19 北京中超海奇科技有限公司 Preparation method of coenzyme Q10 transparent aqueous dispersion
CN110200910A (en) * 2019-06-17 2019-09-06 宁波海奇合昇环能科技有限公司 A kind of preparation method of the transparent aqueous dispersions of Co-Q10
CN112438950A (en) * 2019-08-16 2021-03-05 北京化工大学 Beta-carotene transparent water dispersion and preparation method thereof
CN112056558A (en) * 2020-09-21 2020-12-11 华南农业大学 Oil-in-water carotene microemulsion and preparation method thereof

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