WO2015152199A1 - Oil-in-water dispersion type emulsified composition - Google Patents

Oil-in-water dispersion type emulsified composition Download PDF

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Publication number
WO2015152199A1
WO2015152199A1 PCT/JP2015/060044 JP2015060044W WO2015152199A1 WO 2015152199 A1 WO2015152199 A1 WO 2015152199A1 JP 2015060044 W JP2015060044 W JP 2015060044W WO 2015152199 A1 WO2015152199 A1 WO 2015152199A1
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Prior art keywords
oil
saib
composition according
separation
mct
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PCT/JP2015/060044
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French (fr)
Japanese (ja)
Inventor
大輔 眞下
山口 進
史子 原田
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味の素株式会社
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Publication of WO2015152199A1 publication Critical patent/WO2015152199A1/en

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    • 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
    • A61K8/604Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D7/00Edible oil or fat compositions containing an aqueous phase, e.g. margarines
    • A23D7/005Edible oil or fat compositions containing an aqueous phase, e.g. margarines characterised by ingredients other than fatty acid triglycerides
    • 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
    • A23L2/00Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
    • A23L2/52Adding ingredients
    • A23L2/62Clouding agents; Agents to improve the cloud-stability
    • 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
    • A23L35/00Food or foodstuffs not provided for in groups A23L5/00 – A23L33/00; Preparation or treatment thereof
    • A23L35/10Emulsified foodstuffs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/062Oil-in-water emulsions
    • 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
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/04Immunostimulants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/10General cosmetic use

Definitions

  • the present invention relates to an emulsified composition dispersed in water. More specifically, the present invention relates to a more stabilized emulsified composition containing an oil phase component including an oil and fat, a specific gravity adjusting agent, a separation inhibitor, and an aqueous phase component.
  • an oil phase component including an oil and fat, a specific gravity adjusting agent, a separation inhibitor, and an aqueous phase component.
  • oil-soluble ingredients such as oil-soluble vitamins, pigments, fragrances, and plant essential oils are known as active ingredients to be blended in pharmaceuticals and foods.
  • oil-soluble components can be dissolved in oil and provided in a capsule form, but it is desired that they can be used in an aqueous phase system in order to be widely used in medicines such as liquids and foods such as beverages.
  • capsaicinoid capsaicin, dihydrocapsicin
  • Capsinoid compounds are very unstable because the ester bond existing between the vanillyl group and the fatty acid side chain is easily hydrolyzed. Therefore, in order to add to an aqueous food or drink such as a beverage, a technique of mixing or dispersing in the aqueous medium while maintaining stability is required. As such a technique, a technique of emulsifying capsinoid-containing oil with various emulsifiers has been reported (see Patent Document 2).
  • the size of oil droplets is about 0.1 ⁇ m, but emulsification with larger oil droplets, such as 2 to 15 ⁇ m (see Patent Document 3) and 5 to 100 ⁇ m (see Patent Document 4). It is known that fats and oils have a taste improving effect.
  • an emulsion composition having emulsion stability using a thickener such as gum arabic is known (see Patent Document 5).
  • a thickener such as gum arabic
  • the emulsion stability is maintained by the addition of a thickener, it is necessary to add a certain proportion of the thickener to ensure the effect.
  • an object of the present invention is to provide a more stable emulsified composition in which separation between the fats and oils and the specific gravity adjusting agent is suppressed.
  • Another object of the present invention is to provide an emulsified composition in which separation between the fats and oils and the specific gravity adjusting agent is suppressed and the residual ratio of the capsinoid compound is improved.
  • a specific fatty acid ester has an effect as a separation inhibitor for fats and specific gravity regulators. Moreover, in the effect, it turned out that HLB of a separation inhibitor, the ratio of fats and oils and a specific gravity regulator, the addition amount of a separation inhibitor, etc. are important factors.
  • the present inventors have also found that, in a water-dispersed emulsion composition containing a capsinoid compound in oil droplets, increasing the particle size of the oil droplets can improve the remaining amount of capsaiin compound.
  • the present inventors have suppressed the separation of fats and oils and a specific gravity adjuster for a long time even if the particle size of the oil droplets is increased. It was found that it is possible to provide an emulsion composition containing a capsinoid compound which is stable in emulsion and has an improved residual ratio of capsinoid compound.
  • the oil phase is present as oil droplets in the aqueous phase, and contains (A) oils and fats, (B) specific gravity adjuster and (C) separation inhibitor as oil phase components, (E) The emulsion composition whose separation inhibitor of (C) is C12 or less sucrose fatty acid ester.
  • the oil phase is present as oil droplets in the water phase, and contains (A) oils and fats, (B) specific gravity adjuster and (C) separation inhibitor as oil phase components,
  • the emulsion composition wherein the separation inhibitor (C) is at least one selected from diglycerin monostearate, monoglyceride laurate, monoglyceride stearate, diglyceryl monolaurate, and decaglycerin laurate.
  • an emulsified composition having excellent storage stability can be provided.
  • One aspect of the emulsified composition according to the present invention contains (A) oils and fats, (B) specific gravity adjuster and (C) separation inhibitor as an oil phase component, and an aqueous phase component. It is an emulsion composition whose inhibitor is a sucrose fatty acid ester of C12 or less. Moreover, another one aspect
  • mode of the emulsion composition which concerns on this invention contains (A) fats and oils, (B) specific gravity regulator, and (C) separation inhibitor, and an aqueous phase component, and (C) separation suppression.
  • the oil phase component contains at least (A) an oil and fat, and preferably further includes (D) an oil-soluble component.
  • an oil-soluble component useful for a living body, or an oil-soluble component useful when used for food or drink or cosmetics is preferably used.
  • oil-soluble ingredients include oil-soluble drugs such as liver oil, vitamin A, vitamin A oil, vitamin D 3 , vitamin B 2 butyric acid ester, ascorbic acid fatty acid ester, natural vitamin E mixture, vitamin K and the like.
  • Oil-soluble pigments such as paprika pigment, annatto pigment, tomato pigment, marigold pigment, ⁇ -carotene, astaxanthin, canthaxanthin, lycopene, chlorophyll; fragrances such as orange oil, peppermint oil, spearmint oil, cinnamon oil; limonene , Linalool, nerol, citronellol, geraniol, citral, l-menthol, eugenol, cinnamic aldehyde, anethole, perilaaldehyde, vanillin, ⁇ -undecalactone, and other essential plant oils; coenzyme Q 10 , ⁇ -lipoic acid, ⁇ - Linolenic acid ⁇ -3 fatty acids such as eicosapentaenoic acid and docosahexaenoic acid, ⁇ -6 fatty acids such as linoleic acid and ⁇ -linolenic acid, and physiologically active ingredients
  • an effective amount is included.
  • it is easy to react and unstable components in general preparations and products such as hydrolysis and oxidative degradation, such as oil-soluble vitamins such as capsinoid compounds, vitamin A, ascorbic acid fatty acid esters, and omega-3 fatty acids. Since it can be used, it is preferable.
  • a capsinoid compound can be suitably used as the oil-soluble component.
  • the capsinoid compound preferably refers to a fatty acid ester of vanillyl alcohol, and representative components thereof include capsiate, dihydrocapsiate, nordihydrocapsiate, which have been identified as components contained in red peppers, and It also contains fatty acid esters of various linear or branched fatty acids and vanillyl alcohol having the same fatty acid chain length as capsiate such as vanillyl decanoate, vanillyl nonanoate, vanillyl octanoate, and nordihydrocapsiate. Including, but not limited to.
  • CST dihydrocapsiate
  • DCT dihydrocapsiate
  • NDCT nordihydrocapsiate
  • capsicum Since the capsinoid compound is abundantly contained in plants belonging to the genus Capsicum (hereinafter referred to as “capsicum”), it can be prepared by extraction, purification and separation from the capsicum plant and / or fruit.
  • the capsicum used is not particularly limited as long as it contains capsinoid, and may be a capsicum-derived capsicum varieties typified by ⁇ Nikko '' or ⁇ Five Colors ''. Is preferred. Among them, spicy varieties such as “CH-19 Ama”, “Manganji”, “Fushimi Amecho”, etc., as well as shishitou and bell pepper contain a lot of capsinoid compounds and can be used preferably.
  • CH-19 sweet which is a spicy taste varieties is more preferable because the content of the component is high.
  • CH-19 sweet means a group of varieties including “CH-19 sweet” varieties and progeny related varieties derived from “CH-19 sweet”. Extraction, purification and separation of capsinoid compounds should be carried out by means of solvent extraction well known to those skilled in the art, various types of chromatography such as silica gel chromatography, high-performance liquid chromatography for preparation, etc. alone or in combination as appropriate. For example, the method described in the above-mentioned Patent Document 1 can be used.
  • the capsinoid compound can also be synthesized, for example, by a transesterification reaction using a corresponding fatty acid ester and vanillyl alcohol as starting materials, as described in Patent Document 1 listed above. Alternatively, it can be synthesized by other reaction methods well known to those skilled in the art based on the structural formula. Furthermore, it can be easily prepared by a synthesis method using an enzyme. For example, according to the method described in JP 2000-31598 A and Kobata et al. (Biosci. (Biotechnol.
  • the fatty acid ester corresponding to the desired compound and / or A desired capsinoid compound can be easily obtained by utilizing the reverse reaction of lipase using a fatty acid-containing compound such as triglyceride and vanillyl alcohol as a substrate.
  • the capsinoid compound When used for preparing the emulsified composition of the present invention, the capsinoid compound may be any of the above-mentioned extracts or synthetic products, or may be a single capsinoid compound or a mixture of two or more. Also good. The degree of purification and separation can also be appropriately determined according to the application.
  • the decomposition product may include free fatty acid, vanillyl alcohol, and the like. For convenience, refined pepper oil containing a capsinoid compound can be used.
  • the ratio of the oil-soluble component and the fats and oils is appropriately set depending on the type of the oil-soluble component and the fats and oils to be used.
  • the type of the oil-soluble component and the fats and oils to be used For example, in the case of pepper extract oil and MCT.
  • 1 to 10% of pepper extract oil is usually blended with respect to MCT.
  • oils and fats of (A) examples include vegetable oils and fats such as soybean oil, coconut oil, rice oil, corn oil, palm oil, palm kernel oil, safflower oil, rapeseed oil and olive oil; saturated with 6 to 10 carbon atoms
  • Medium chain saturated fatty acid triglycerides (hereinafter also referred to as “MCT”) composed of fatty acids (eg, capric acid, caprylic acid and the like) and glycerin as main constituents; beef tallow, pork tallow, chicken tallow, fish oil, etc.
  • Animal oils and fats fatty acids such as lauric acid, myristic acid, palmitic acid and oleic acid, and mixtures thereof.
  • MCT is preferable.
  • These fats and oils include, in addition to the oil-soluble components described above, antioxidants such as rosemary extract, butylhydroxyanisole (BHA), dibutylhydroxytoluene (BHT), t-butylhydroquinone (TBHQ), and propyl gallate. Etc. can be contained alone or in combination.
  • the specific gravity adjusting agent used in the present invention is appropriately selected to satisfy the specific gravity condition, but is preferably a substance having an affinity with the oil phase component and hardly compatible with the water phase component.
  • the specific gravity adjusting agent of the present invention usually has a specific gravity of more than 1 with respect to water at 4 ° C., and specific examples thereof include sucrose acetate isobutyrate (SAIB).
  • SAIB is a sucrose ester in which acetic acid and isobutyric acid are ester-bonded at a ratio of about 2: 6, and slightly yellowish and acetic acid odor, but the specific gravity at room temperature greatly exceeds 1, and is commercially available. Therefore, it can be preferably used as a specific gravity adjusting agent.
  • the specific gravity adjuster is usually 10 to 500 parts by weight, preferably 40 to 400 parts by weight, more preferably 40 to 230 parts by weight, based on 100 parts by weight of the specific gravity adjuster. It is appropriate to make it contain.
  • (separation inhibitor + oils + oil-soluble component) is contained in an amount of 110 to 600 parts by weight, preferably 140 to 500 parts by weight, and more preferably 140 to 330 parts by weight with respect to 100 parts by weight of the specific gravity adjusting agent. Is appropriate. Within this range, the specific gravity adjusting agent is preferable because it can suppress the floating of oil droplets formed in the emulsion composition.
  • the specific gravity of the emulsified composition when mixed at a ratio of 30% SAIB (specific gravity 1.146 at 25 ° C. at 25 ° C.) and 70% oils (specific gravity 0.945 at 25 ° C.) is 1.005.
  • the specific gravity of pure water is almost equal to 0.99. Therefore, when the water phase is pure water and the SAIB content in the oil phase is 25% or less at 25 ° C., the specific gravity of the oil phase is lower than that of pure water and the oil droplets float.
  • the larger the particle diameter of the oil droplet the more the specific gravity adjusting agent needs to be added to suppress the floating of the oil droplet. As a result, the specific gravity adjusting agent is easily separated from the oil phase.
  • the effect of suppressing the separation of the specific gravity adjusting agent from the oil phase according to the present invention is particularly useful in an emulsified composition having a large particle size of oil droplets.
  • the larger the particle size of the oil droplets the more effective the remaining rate of the capsinoid compound.
  • the average particle size of the oil droplets is, for example, 0.5 ⁇ m or more, preferably 1 ⁇ m or more, more preferably 1 ⁇ m to 20 ⁇ m, still more preferably 3 ⁇ m to 18 ⁇ m, and even more preferably, from the viewpoint of effectively suppressing floating. Is 4 ⁇ m to 18 ⁇ m.
  • the average particle diameter can be measured by a dynamic light scattering method.
  • the separation inhibitor used in the present invention is preferably a C12 or lower sucrose fatty acid ester (an ester of a C12 or lower fatty acid and sucrose).
  • fatty acids constituting sucrose fatty acid esters of C12 or less include saturated fatty acids or unsaturated fatty acids having 12 or less carbon atoms, preferably saturated fatty acids, more preferably caprylic acid, capric acid and lauric acid, More preferred is lauric acid.
  • monostearic acid diglycerin, lauric acid monoglyceride, stearic acid monoglyceride, monolauric acid diglycerin, decaglycerin lauric acid ester, and sorbitan monolaurate can also be used as a separation inhibitor.
  • These separation inhibitors preferably have a low HLB, specifically an HLB of 8 or less, more preferably 7 or less.
  • HLB Hydrophile Balance
  • the separation inhibitor is usually 0.8 to 850 parts by weight, (preferably 1.7 to 420 parts by weight, more preferably 1.7 to 420 parts by weight) with respect to 1 part by weight of the separation inhibitor. It is appropriate to contain it so that it may become 170 weight part. Alternatively, it is contained such that (specific gravity adjuster + oils + oil-soluble component) is 9 to 999 parts by weight, preferably 19 to 500 parts by weight, more preferably 19 to 200 parts by weight with respect to 1 part by weight of the separation inhibitor. Is appropriate. Within this range, the specific gravity adjusting agent is not separated from the oil phase, which is preferable.
  • oils and fats of (A), the specific gravity adjuster of (B), the separation inhibitor of (C) and the (D) oil-soluble component are the oil phase when preparing the emulsion composition.
  • the aqueous phase component used in the emulsion composition of the present invention is for preparing an oil-in-water emulsion composition by emulsifying the oil phase.
  • sugars such as sugar and starch syrup; polyhydric alcohols such as glycerin, sorbitol, maltitol, erythritol, isomalt and propylene glycol; lower alcohols such as ethanol; metals such as sodium chloride, potassium chloride and calcium chloride Salts: Water-soluble vitamins such as vitamin B 1 , vitamin B 2 , vitamin B 6 and their salts; gum arabic, gati gum, tragacanth gum, guar gum, caraya gum, xanthan gum, pectin, alginic acid and salts thereof, carrageenan, gelatin, casein, acrylic acid -Water-soluble polymer compounds such as alkyl methacrylate copolymers, cellulose derivatives such as hydroxyethyl cellulose and carboxy
  • the pH of the aqueous phase component is preferably adjusted to the pH in the acidic region, more preferably pH 2-6.
  • the acidic substance used for pH adjustment is not particularly limited, and examples thereof include citric acid, adipic acid, succinic acid, tartaric acid, lactic acid, fumaric acid, DL-malic acid, benzoic acid, gluconic acid, and glucono delta lactone.
  • an emulsifier is added to the water phase in order to emulsify the water phase component and the oil phase component in addition to the specific fatty acid ester blended to suppress the separation of the specific gravity adjuster from the oil phase. And such addition is preferred.
  • emulsifier to be added to the aqueous phase, monoglyceride, acetic acid monoglyceride, lactic acid monoglyceride, succinic acid monoglyceride, polyglycerin ester, sugar ester, sorbitan ester, propylene glycol ester, lecithin, stearoyl calcium lactate and other low HLB emulsifier, citric acid monoglyceride, Examples thereof include diacetyltartaric acid monoglyceride, polyglycerin ester, sugar ester, sorbitan ester, polysorbate, calcium stearoyl lactate, fatty acid salt (Na, K), ethoxylated monoglyceride, sodium stearoyl lactate, and preferably an emulsifier having a high HLB.
  • the emulsifier added to the aqueous phase is generally easier to obtain an emulsified composition with higher transparency when the content ratio of the oil phase component to the emulsifier is lower.
  • the content decreases, and the content of oil-soluble components having various functions in the oil phase component also decreases.
  • the oil phase component is preferably contained in an amount of 1 to 2000 parts by weight with respect to 100 parts by weight of the emulsifier. If the content ratio of the oil phase component is high, the emulsion composition becomes highly viscous and difficult to handle. Therefore, the water phase component is preferably contained so as to be 20% by weight or more, and more preferably 40% by weight or more. More preferred.
  • the content of the oil-soluble substance with respect to the total amount of the emulsified composition is suitably 0.0001 wt% to 50 wt%. Within this range, the greater the content of the oil-soluble substance, the more the oil-soluble substance contained in the aqueous food or drink when the emulsion composition is added to the aqueous food or drink. On the other hand, from the viewpoint of emulsion stability, it is preferable that the content of the oil-soluble substance is small.
  • the content of the oil-soluble substance relative to the total amount of the emulsified composition is further preferably 0.01% by weight to 10% by weight, and more preferably 0.1% by weight to 2% by weight.
  • the content of the (C) separation inhibitor with respect to the total amount of the emulsified composition is 0.005 to 8.0%. Within this range, the effect of suppressing the separation of fats and oils and the specific gravity adjusting agent is high, which is preferable.
  • an oil-soluble substance such as a capsinoid compound is preferably dissolved in an oil and fat such as MCT, if desired, and the separation control of specific gravity adjusting agent such as SAIB and sucrose lauric acid ester is suppressed.
  • an emulsified composition can be appropriately prepared by a commonly used emulsifying method for fats and oils such as mechanical emulsification, phase inversion emulsification, liquid crystal emulsification, and D phase emulsification.
  • an oil-soluble component such as a capsinoid compound, a fat and oil, a specific gravity adjusting agent such as SAIB, and a separation inhibitor such as sucrose laurate
  • an aqueous phase water
  • the emulsified composition is mixed with the above acidic substance so that the pH of the emulsified composition is in the range of 2-6.
  • a high-pressure homogenizer, a microfluidizer, or the like an emulsion composition having excellent stability of oil-soluble substances such as capsinoid compounds can be prepared.
  • phase D when polyhydric alcohol is contained as an aqueous phase component, an emulsifier is dissolved in the polyhydric alcohol to form phase D, and after the oil phase component is gradually added thereto and pre-emulsified,
  • the D phase emulsification method of adding, mixing and emulsifying can also be used preferably.
  • the emulsion composition of the present invention preferably exhibits transparency without turbidity when added to an aqueous phase system in consideration of application to foods and drinks such as aqueous beverages and liquid pharmaceuticals such as liquids.
  • Turbidity can be evaluated by a commonly used method, for example, a method of measuring the transmittance of light having a wavelength of 600 nm. When the transmittance exceeds 90%, transparency is exhibited even when an aqueous product containing the emulsified composition is placed in a transparent container, which is also preferable in terms of functionality.
  • the emulsified composition of the present invention when the composition is added and dispersed in water so as to contain 0.25% by weight of an oil phase containing an oil-soluble component, the light transmittance of the dispersion at a wavelength of 600 nm is obtained. It is preferably 90% or more.
  • the emulsified composition of the present invention is an aqueous beverage; a dairy product such as yogurt; a frozen confectionery such as ice cream; a confectionery such as chocolate, candy or chewing gum; a bakery; a processed fishery food; a processed meat food; By blending an appropriate amount of these foods and drinks, it can be provided as foods and drinks to which physiological actions of oil-soluble components such as capsinoid compounds are stably imparted for a long period of time. Especially, it is preferable to provide as an aqueous drink containing a capsinoid etc.
  • the said food-drinks may be provided as health functional foods, such as food for specified health use, nutrition functional foods, and nutritional supplement foods.
  • the blending amount of the emulsified composition of the present invention with respect to the food or drink varies depending on the purpose, type, form, etc. of the food or drink, but is generally blended in the range of 0.001 to 10% by weight. .
  • the total oil phase component derived from the emulsified composition is preferably blended so as to be in the range of 0.00005 wt% to 5 wt% with respect to the food and drink. It is more preferable to blend so as to be in the range of wt%. If it is less than 0.00005% by weight, it may not be preferable in terms of stability of oil-soluble components such as capsinoids, and if it is 5% by weight or more, it may not be preferable in terms of transparency, taste, and flavor.
  • the emulsion composition which made the oil phase contain the oil-soluble chemical
  • an emulsified composition containing an oil-soluble emollient, a skin cell activating component or the like in an oil phase can be dispersed in an aqueous carrier and provided as a liquid cosmetic such as a skin lotion or a cosmetic liquid.
  • MCT main constituent fatty acids: caprylic acid and capric acid
  • rapeseed oil main constituent fatty acids: oleic acid
  • SAIB specific gravity adjuster
  • As the oil-soluble substance purified pepper oil was used.
  • MCT uses caprylic acid and capric acid as the main constituent fatty acids. The presence or absence (somewhat) of oil floating was evaluated by the following method.
  • Oils and fats (MCT) and specific gravity regulator (SAIB) are each heated at 60 ° C, and a predetermined amount of MCT is gradually added to the predetermined amount of SAIB with stirring and mixed. And stirred for 10 minutes with a stirrer.
  • sucrose laurate HLB1
  • laurin Acid monoglyceride stearic acid monoglyceride
  • monostearate diglycerin stearate diglycerin
  • decaglycerin laurate exerted the effect of suppressing the separation of MCT and SAIB.
  • sucrose laurate was most effective.
  • sucrose laurate (HLB1) sucrose laurate
  • stearic acid monoglyceride monolauric acid diglycerin
  • monostearic acid diglycerin decaglycerin lauric acid ester
  • sucrose laurate (HLB1) and diglyceryl monostearate were most effective.
  • sucrose laurate ester (HLB16) did not exhibit the separation inhibitory effect.
  • the addition amount of the separation inhibitor was 0.5% (see the results in Table 1), the separation inhibition effect tended to be higher when it was 1.0% (see the results in Table 2).
  • sucrose laurate HLB1
  • stearin Acid monoglyceride a separation inhibitor
  • diglyceryl monostearate a separation inhibitor
  • sucrose laurate (HLB1) sucrose laurate
  • laurin Acid monoglyceride stearic acid monoglyceride
  • diglycerin monostearate sucrose laurate
  • sucrose laurate (HLB1) and diglyceryl monostearate were most effective.
  • the amount of sucrose laurate added is a ratio where the total amount of MCT and SAIB is 100%. Results Even when 0.1% of sucrose laurate was added to the total amount of MCT and SAIB, a separation suppressing effect was observed. When 0.2% or more was added, the separation suppression effect was higher.
  • Test Example 7 Effect of addition of separation inhibitor (sucrose laurate) due to difference in mixing ratio of MCT and SAIB (MCT: SAIB)
  • Test Example 8 Effect of Separation Inhibitor (Sucrose Lauric Acid Ester) on SAIB Separation in Emulsified Composition
  • An emulsion composition was prepared with the composition shown in Table 8 and evaluated.
  • SPG pumping connector pore size 5 ⁇ m, SPG Techno Co., Ltd.
  • the prepared liquid was passed through an SPG pumping connector (pore diameter 50 ⁇ m, SPG Techno Co., Ltd.). This operation was repeated 10 times to carry out emulsification.
  • SPG pumping connector pore diameter 50 ⁇ m, SPG Techno Co., Ltd.
  • the mass ratio of the separation inhibitor (sucrose laurate; L-195, Ryoto sugar ester, HLB1) added to 1 wt%) and the aqueous phase (emulsifier 5 wt% liquid) is 1: 9 was prepared.
  • the prepared liquid was passed through an SPG pumping connector (pore diameter 50 ⁇ m, SPG Techno Co., Ltd.). This operation was repeated 10 times to carry out emulsification.
  • SPG pumping connector pore diameter 50 ⁇ m, SPG Techno Co., Ltd.
  • sucrose laurate suppressed the separation of SAIB from the oil phase.
  • the residual ratio of capsinoids was improved by adding sucrose laurate and increasing the particle size of the oil droplets.
  • the present invention suppresses separation of the specific gravity adjuster from the oil phase component, and can stably contain oil-soluble components having various physiological functions. It is intended to provide an emulsified composition suitable for use in pharmaceuticals such as liquids, cosmetics such as lotions and cosmetic liquids.

Abstract

Provided is an emulsified composition having a high storage stability wherein the separation of a specific gravity adjusting agent from oily phase components is inhibited. The emulsified composition, wherein an oily phase is present in the form of oil drops in an aqueous phase, comprises as the oily phase components (A) an oil or fat, (B) a specific gravity adjusting agent, and (C) a separation inhibitor.

Description

水中分散型乳化組成物Water-dispersed emulsion composition
 本発明は水中分散型の乳化組成物に関する。より詳細には本発明は、油脂類、比重調整剤、分離抑制剤を含む油相成分及び水相成分を含有するより安定化された乳化組成物に関する。 The present invention relates to an emulsified composition dispersed in water. More specifically, the present invention relates to a more stabilized emulsified composition containing an oil phase component including an oil and fat, a specific gravity adjusting agent, a separation inhibitor, and an aqueous phase component.
 従来、医薬品や食品等に配合される有効成分として、油溶性薬剤の他、油溶性ビタミン類や色素類、香料類、植物精油類などのように、油溶性の成分が多く知られている。これら油溶性成分は油に溶解してカプセル形態で提供することもできるが、広く液剤などの医薬品や飲料などの食品に利用するためには、水相系にて使用できることが望まれる。 Conventionally, many oil-soluble ingredients such as oil-soluble vitamins, pigments, fragrances, and plant essential oils are known as active ingredients to be blended in pharmaceuticals and foods. These oil-soluble components can be dissolved in oil and provided in a capsule form, but it is desired that they can be used in an aqueous phase system in order to be widely used in medicines such as liquids and foods such as beverages.
 例えば、辛味の少ないトウガラシとして矢澤らにより選抜固定されたトウガラシの無辛味固定品種である「CH-19甘」は、辛味を呈さない新規なカプシノイド化合物を多量に含有することが報告されている。このカプシノイド化合物に属する化合物(バニリルアルコールの脂肪酸エステルであり、カプシエイト、ジヒドロカプシエイト等、以下単に「カプシノイド」又は「カプシノイド化合物」ということがある)は、トウガラシの辛味成分であるカプサイシノイド(カプサイシン、ジヒドロカプサイシン等)とは異なり、辛味を示さないものの、免疫の賦活化作用、エネルギー代謝の活性化作用等が報告されており(特許文献1参照)、今後の応用が期待されている。 For example, it has been reported that “CH-19 sweet”, which is a non-pungency fixed variety of pepper selected and fixed by Yazawa et al. As a pepper with less pungency, contains a large amount of a novel capsinoid compound that does not exhibit pungency. A compound belonging to this capsinoid compound (fatty acid ester of vanillyl alcohol, which may be referred to simply as “capsinoid” or “capsinoid compound” hereinafter) is capsaicinoid (capsaicin, dihydrocapsicin) which is a pungent component of red pepper. Unlike capsaicin, etc., although it does not show a pungent taste, it has been reported to activate immunity, activate energy metabolism, and the like (see Patent Document 1), and is expected to be applied in the future.
 カプシノイド化合物は、バニリル基と脂肪酸側鎖間に存在するエステル結合が容易に加水分解されるため、非常に不安定である。そこで、飲料などの水性の飲食品に添加するには、前記水系媒体に安定性を維持しながら混和又は分散する技術が必要とされている。このような技術として、カプシノイド含有油を各種乳化剤で乳化する技術が報告されている(特許文献2参照)。 Capsinoid compounds are very unstable because the ester bond existing between the vanillyl group and the fatty acid side chain is easily hydrolyzed. Therefore, in order to add to an aqueous food or drink such as a beverage, a technique of mixing or dispersing in the aqueous medium while maintaining stability is required. As such a technique, a technique of emulsifying capsinoid-containing oil with various emulsifiers has been reported (see Patent Document 2).
 また、一般的な乳化組成物における油滴の大きさは0.1μm程であるが、2~15μm(特許文献3参照)や5~100μm(特許文献4参照)等、油滴を大きくした乳化油脂に呈味改善効果があることが知られている。 In general emulsified compositions, the size of oil droplets is about 0.1 μm, but emulsification with larger oil droplets, such as 2 to 15 μm (see Patent Document 3) and 5 to 100 μm (see Patent Document 4). It is known that fats and oils have a taste improving effect.
 また、アラビアガム等の増粘剤を用いた乳化安定性を有する乳化組成物が知られている(特許文献5参照)。増粘剤を用いた乳化組成物では、乳化組成物の粘度を上昇させることにより乳化粒子の合一や浮上を抑え、乳化粒子の崩壊を抑制しているものと考えられる。しかし、増粘剤の添加により乳化安定性を保つ場合にはその効果を確保するために、ある程度の割合の増粘剤を添加する必要がある。これにより乳化組成物の粘度が高くなるため、これを飲食品に用いた場合、飲食品の食感に影響することから、使用できる飲食品が限定される場合があった。また、増粘剤自体の味が飲食品の食味に影響する場合がある等の課題があった。 In addition, an emulsion composition having emulsion stability using a thickener such as gum arabic is known (see Patent Document 5). In an emulsified composition using a thickener, it is considered that by increasing the viscosity of the emulsified composition, coalescence and floating of the emulsified particles are suppressed and collapse of the emulsified particles is suppressed. However, when the emulsion stability is maintained by the addition of a thickener, it is necessary to add a certain proportion of the thickener to ensure the effect. Thereby, since the viscosity of an emulsion composition becomes high, when this is used for food-drinks, since the food texture of food-drinks is affected, the food-drinks which can be used may be limited. In addition, there is a problem that the taste of the thickener itself may affect the taste of the food or drink.
特開平11-246478号公報Japanese Patent Laid-Open No. 11-246478 特開2003-192576号公報JP 2003-192576 A 特開2012-170449号公報JP 2012-170449 A WO2005/027648WO2005 / 027648 特開2011-41512号公報JP 2011-41512 A
 従来、水相中に油相が油滴として存在する乳化組成物において、油滴の粒子径を大きくした場合、油相の比重が小さいため、浮力により油滴が浮上し、それがきっかけとなって乳化破壊が起き、長期の保管ができないという問題点があった。そこで、油滴を浮上させないように比重調整剤が添加されているが、ある程度添加すると、配合している油脂類と比重調整剤とが分離し、乳化不安定化を招く。 Conventionally, in an emulsified composition in which the oil phase is present as oil droplets in the water phase, when the particle size of the oil droplets is increased, the specific gravity of the oil phase is small, so that the oil droplets float due to buoyancy, which is the trigger. Thus, there was a problem that the emulsion breakage occurred and long-term storage was impossible. Therefore, a specific gravity adjusting agent is added so as not to float the oil droplets. However, if added to some extent, the oils and fats mixed with the specific gravity adjusting agent are separated, leading to destabilization of the emulsion.
 そこで本発明においては、油脂類と比重調整剤との分離が抑制された、より安定な乳化組成物を提供することを課題とする。 Therefore, an object of the present invention is to provide a more stable emulsified composition in which separation between the fats and oils and the specific gravity adjusting agent is suppressed.
 また、カプシノイド化合物含有油を乳化した乳化組成物において、保存中に経時的にカプシノイド化合物の分解が進み、所望のカプシノイド化合物の残存量を維持できないという課題があった。本発明においては、更には、油脂類と比重調整剤との分離が抑制され、かつカプシノイド化合物の残存率が向上した乳化組成物を提供することを課題とする。 In addition, in an emulsified composition emulsified with capsinoid compound-containing oil, there is a problem that the capsinoid compound decomposes over time during storage, and the remaining amount of the desired capsinoid compound cannot be maintained. Another object of the present invention is to provide an emulsified composition in which separation between the fats and oils and the specific gravity adjusting agent is suppressed and the residual ratio of the capsinoid compound is improved.
 本発明者らは、上記課題に鑑み鋭意検討を重ねた結果、特定の脂肪酸エステルに油脂類と比重調整剤の分離抑制剤としての効果があることを見出した。またその効果において、分離抑制剤のHLBや、油脂類と比重調整剤との割合、分離抑制剤の添加量等が重要な要因であることが判明した。
 本発明者らはまた、カプシノイド化合物を油滴に含有する水中分散型乳化組成物において、油滴の粒子径を大きくするとカプサイノイド化合物の残存量を向上できることを見出した。本発明者らは、特定の脂肪酸エステルを油脂類と比重調整剤の分離抑制剤として用いることで、油滴の粒子径を大きくしても、油脂類と比重調整剤の分離が抑制されて長期に乳化安定であり、かつカプシノイド化合物の残存率が向上した、カプシノイド化合物含有乳化組成物の提供が可能となることを見出した。
As a result of intensive studies in view of the above problems, the present inventors have found that a specific fatty acid ester has an effect as a separation inhibitor for fats and specific gravity regulators. Moreover, in the effect, it turned out that HLB of a separation inhibitor, the ratio of fats and oils and a specific gravity regulator, the addition amount of a separation inhibitor, etc. are important factors.
The present inventors have also found that, in a water-dispersed emulsion composition containing a capsinoid compound in oil droplets, increasing the particle size of the oil droplets can improve the remaining amount of capsaiin compound. By using a specific fatty acid ester as a separation inhibitor for fats and oils and a specific gravity adjuster, the present inventors have suppressed the separation of fats and oils and a specific gravity adjuster for a long time even if the particle size of the oil droplets is increased. It was found that it is possible to provide an emulsion composition containing a capsinoid compound which is stable in emulsion and has an improved residual ratio of capsinoid compound.
 すなわち、本発明は少なくとも以下の内容を含む。
[1]水相中に油相が油滴として存在し、油相成分として(A)油脂類、(B)比重調整剤及び(C)分離抑制剤を含有し、
(C)の分離抑制剤がC12以下のショ糖脂肪酸エステルである、乳化組成物。
[2]C12以下のショ糖脂肪酸エステルが、ショ糖ラウリン酸エステルである、上記[1]記載の乳化組成物。
[3]水相中に油相が油滴として存在し、油相成分として(A)油脂類、(B)比重調整剤及び(C)分離抑制剤を含有し、
(C)の分離抑制剤がモノステアリン酸ジグリセリン、ラウリン酸モノグリセリド、ステアリン酸モノグリセリド、モノラウリン酸ジグリセリン及びデカグリセリンラウリン酸エステルから選ばれる少なくとも1種である、乳化組成物。
[4]油相成分として、さらに(D)油溶性成分を含有する上記[1]~[3]のいずれかに記載の乳化組成物。
[5](D)の油溶性成分がカプシノイド化合物である、上記[4]に記載の乳化組成物。
[6]油相成分中、(A)の油脂類として中鎖飽和脂肪酸トリグリセリド(MCT)を含む、上記[1]~[5]のいずれかに記載の乳化組成物。
[7](C)の分離抑制剤のHLBが8以下である、上記[1]~[6]のいずれかに記載の乳化組成物。
[8](B)の比重調整剤が、ショ糖酢酸イソ酪酸エステル(Sucrose acetate isobutyrate;SAIB)である、上記[1]~[7]のいずれかに記載の乳化組成物。
[9](C)の分離抑制剤の添加量が、乳化組成物全体に対して0.005~8.0%である、上記[1]~[8]のいずれかに記載の乳化組成物。
[10]油滴の平均粒子径が0.5~20μmである、上記[1]~[9]のいずれかに記載の乳化組成物。
[11]油相成分として(A1)MCT、(B1)SAIB、(C1)ショ糖ラウリン酸エステル及び(D1)カプシノイド化合物と、水相成分を含有する乳化組成物。
[12]SAIBとMCTとの比率が、MCT:SAIB=8:2~3:7である、上記[11]記載の乳化組成物。
[13]上記[1]~[12]のいずれかに記載の乳化組成物を0.001重量%~10重量%含有する、飲食品。
That is, the present invention includes at least the following contents.
[1] The oil phase is present as oil droplets in the aqueous phase, and contains (A) oils and fats, (B) specific gravity adjuster and (C) separation inhibitor as oil phase components,
(E) The emulsion composition whose separation inhibitor of (C) is C12 or less sucrose fatty acid ester.
[2] The emulsion composition according to the above [1], wherein the sucrose fatty acid ester of C12 or less is a sucrose laurate.
[3] The oil phase is present as oil droplets in the water phase, and contains (A) oils and fats, (B) specific gravity adjuster and (C) separation inhibitor as oil phase components,
The emulsion composition, wherein the separation inhibitor (C) is at least one selected from diglycerin monostearate, monoglyceride laurate, monoglyceride stearate, diglyceryl monolaurate, and decaglycerin laurate.
[4] The emulsified composition according to any one of the above [1] to [3], further comprising (D) an oil-soluble component as an oil phase component.
[5] The emulsion composition according to [4] above, wherein the oil-soluble component of (D) is a capsinoid compound.
[6] The emulsion composition according to any one of the above [1] to [5], wherein the oil phase component contains medium chain saturated fatty acid triglyceride (MCT) as the fats and oils (A).
[7] The emulsion composition according to any one of [1] to [6] above, wherein the separation inhibitor (C) has an HLB of 8 or less.
[8] The emulsion composition according to any one of the above [1] to [7], wherein the specific gravity adjusting agent of (B) is sucrose acetate isobutyrate (SAIB).
[9] The emulsion composition according to any one of [1] to [8] above, wherein the addition amount of the separation inhibitor of (C) is 0.005 to 8.0% with respect to the whole emulsion composition. .
[10] The emulsion composition according to any one of [1] to [9] above, wherein the average particle diameter of the oil droplets is 0.5 to 20 μm.
[11] An emulsion composition comprising (A1) MCT, (B1) SAIB, (C1) sucrose laurate and (D1) capsinoid compound as an oil phase component, and an aqueous phase component.
[12] The emulsion composition according to the above [11], wherein the ratio of SAIB to MCT is MCT: SAIB = 8: 2 to 3: 7.
[13] A food / beverage product containing 0.001% by weight to 10% by weight of the emulsion composition according to any one of [1] to [12] above.
 本発明によれば、保存安定性に優れた乳化組成物を提供することができる。 According to the present invention, an emulsified composition having excellent storage stability can be provided.
 以下に本発明について詳細に説明するが、本発明の範囲はこれらに限定されるものではない。 Hereinafter, the present invention will be described in detail, but the scope of the present invention is not limited thereto.
 本発明に係る乳化組成物の一態様は、油相成分としての(A)油脂類、(B)比重調整剤及び(C)分離抑制剤と、水相成分を含有し、(C)の分離抑制剤がC12以下のショ糖脂肪酸エステルである、乳化組成物である。
 また、本発明に係る乳化組成物の別の一態様は、(A)油脂類、(B)比重調整剤及び(C)分離抑制剤と、水相成分を含有し、(C)の分離抑制剤がモノステアリン酸ジグリセリン、ラウリン酸モノグリセリド、ステアリン酸モノグリセリド、モノラウリン酸ジグリセリン及びデカグリセリンラウリン酸エステルから選ばれる少なくとも1種である、乳化組成物である。
One aspect of the emulsified composition according to the present invention contains (A) oils and fats, (B) specific gravity adjuster and (C) separation inhibitor as an oil phase component, and an aqueous phase component. It is an emulsion composition whose inhibitor is a sucrose fatty acid ester of C12 or less.
Moreover, another one aspect | mode of the emulsion composition which concerns on this invention contains (A) fats and oils, (B) specific gravity regulator, and (C) separation inhibitor, and an aqueous phase component, and (C) separation suppression. It is an emulsified composition in which the agent is at least one selected from diglyceryl monostearate, monoglyceride laurate, monoglyceride stearate, diglyceryl monolaurate, and decaglycerin laurate.
[油相成分]
 本発明において、油相成分は、少なくとも(A)油脂類を含み、好ましくは(D)油溶性成分をさらに含む。
[(D)油溶性成分]
 本発明で用いる油溶性成分としては、生体に有用な油溶性成分、又は飲食用もしくは化粧品用に利用する際に有用な油溶性成分が好ましく用いられる。かかる油溶性成分としては、油溶性薬剤の他、肝油、ビタミンA、ビタミンA油、ビタミンD、ビタミンB酪酸エステル、アスコルビン酸脂肪酸エステル、天然ビタミンE混合物、ビタミンK等の油溶性ビタミン類;パプリカ色素、アナトー色素、トマト色素、マリーゴールド色素、β-カロテン、アスタキサンチン、カンタキサンチン、リコピン、クロロフィル等の油溶性色素類;オレンジ油、ペパーミント油、スペアミント油、シンナモン油等の香料類;リモネン、リナロール、ネロール、シトロネロール、ゲラニオール、シトラール、l-メントール、オイゲノール、シンナミックアルデヒド、アネトール、ペリラアルデヒド、バニリン、γ-ウンデカラクトン等の植物精油類;コエンザイムQ10、α-リポ酸、α-リノレン酸、エイコサペンタエン酸、ドコサヘキサエン酸等のω-3系脂肪酸、リノール酸、γ-リノレン酸等のω-6系脂肪酸、植物ステロール等の生理活性成分などが挙げられ、医薬品や化粧料、飲食品用等として有効な量を含有させる。本発明では、加水分解や酸化分解など、一般の製剤、製品中で反応しやすく不安定な成分、たとえば、カプシノイド化合物、ビタミンA、アスコルビン酸脂肪酸エステルなどの油溶性ビタミン、ω-3系脂肪酸でも用いることができるため好ましい。
[Oil phase component]
In the present invention, the oil phase component contains at least (A) an oil and fat, and preferably further includes (D) an oil-soluble component.
[(D) Oil-soluble component]
As the oil-soluble component used in the present invention, an oil-soluble component useful for a living body, or an oil-soluble component useful when used for food or drink or cosmetics is preferably used. Such oil-soluble ingredients include oil-soluble drugs such as liver oil, vitamin A, vitamin A oil, vitamin D 3 , vitamin B 2 butyric acid ester, ascorbic acid fatty acid ester, natural vitamin E mixture, vitamin K and the like. Oil-soluble pigments such as paprika pigment, annatto pigment, tomato pigment, marigold pigment, β-carotene, astaxanthin, canthaxanthin, lycopene, chlorophyll; fragrances such as orange oil, peppermint oil, spearmint oil, cinnamon oil; limonene , Linalool, nerol, citronellol, geraniol, citral, l-menthol, eugenol, cinnamic aldehyde, anethole, perilaaldehyde, vanillin, γ-undecalactone, and other essential plant oils; coenzyme Q 10 , α-lipoic acid, α- Linolenic acid Ω-3 fatty acids such as eicosapentaenoic acid and docosahexaenoic acid, ω-6 fatty acids such as linoleic acid and γ-linolenic acid, and physiologically active ingredients such as plant sterols, etc. An effective amount is included. In the present invention, it is easy to react and unstable components in general preparations and products such as hydrolysis and oxidative degradation, such as oil-soluble vitamins such as capsinoid compounds, vitamin A, ascorbic acid fatty acid esters, and omega-3 fatty acids. Since it can be used, it is preferable.
 本発明においては、上記油溶性成分としてカプシノイド化合物を好適に用いることができる。カプシノイド化合物とは、好適にはバニリルアルコールの脂肪酸エステルをいい、その代表的な成分としては、トウガラシ類に含有される成分として確認された、カプシエイト、ジヒドロカプシエイト、ノルジヒドロカプシエイトが含まれ、さらにバニリルデカノエイト、バニリルノナノエイト、バニリルオクタノエイト等のカプシエイトやノルジヒドロカプシエイトと同程度の脂肪酸鎖長を有する、各種直鎖又は分岐鎖脂肪酸とバニリルアルコールとの脂肪酸エステルをも包含するが、これらに限定されない。カプシエイト(以下、「CST」と略する場合がある)、ジヒドロカプシエイト(以下「DCT」と略する場合がある)及びノルジヒドロカプシエイト(以下「NDCT」と略する場合がある)はそれぞれ以下の化学式で表すことができる。 In the present invention, a capsinoid compound can be suitably used as the oil-soluble component. The capsinoid compound preferably refers to a fatty acid ester of vanillyl alcohol, and representative components thereof include capsiate, dihydrocapsiate, nordihydrocapsiate, which have been identified as components contained in red peppers, and It also contains fatty acid esters of various linear or branched fatty acids and vanillyl alcohol having the same fatty acid chain length as capsiate such as vanillyl decanoate, vanillyl nonanoate, vanillyl octanoate, and nordihydrocapsiate. Including, but not limited to. Capsiate (hereinafter sometimes abbreviated as “CST”), dihydrocapsiate (hereinafter sometimes abbreviated as “DCT”) and nordihydrocapsiate (hereinafter abbreviated as “NDCT”) are respectively represented by the following chemical formulas. Can be expressed as
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Figure JPOXMLDOC01-appb-C000001
Figure JPOXMLDOC01-appb-C000002
Figure JPOXMLDOC01-appb-C000002
Figure JPOXMLDOC01-appb-C000003
Figure JPOXMLDOC01-appb-C000003
 カプシノイド化合物は、トウガラシ属に属する植物体(以下「トウガラシ」という)に多く含まれるものであるため、トウガラシの植物体及び/又は果実から抽出、精製、分離することによって調製することができる。使用するトウガラシとしては、カプシノイドを含有するトウガラシであれば特に制限はなく、「日光」や「五色」等に代表される在来の辛味を有する品種由来のトウガラシでもよいが、無辛味品種のトウガラシが好ましい。中でも、「CH-19甘」、「万願寺」、「伏見甘長」等の無辛味品種や、シシトウ、ピーマン等にはカプシノイド化合物が多く含まれており、好適に用いることができる。特に、無辛味品種である「CH-19甘」は当該成分の含有量が高いため、さらに好ましい。本明細書において、「CH-19甘」の語は、「CH-19甘」品種、及び「CH-19甘」に由来する後代類縁品種等を含む一群の品種を意味する。カプシノイド化合物の抽出、精製、分離は、当業者にとって良く知られた溶媒抽出や、シリカゲルクロマトグラフィー等の各種のクロマトグラフィー、調製用高速液体クロマトグラフィー等の手段を単独、又は適宜組み合わせることにより行うことができ、たとえば、上掲の特許文献1に記載の方法を用いることができる。 Since the capsinoid compound is abundantly contained in plants belonging to the genus Capsicum (hereinafter referred to as “capsicum”), it can be prepared by extraction, purification and separation from the capsicum plant and / or fruit. The capsicum used is not particularly limited as long as it contains capsinoid, and may be a capsicum-derived capsicum varieties typified by `` Nikko '' or `` Five Colors ''. Is preferred. Among them, spicy varieties such as “CH-19 Ama”, “Manganji”, “Fushimi Amecho”, etc., as well as shishitou and bell pepper contain a lot of capsinoid compounds and can be used preferably. In particular, “CH-19 sweet” which is a spicy taste varieties is more preferable because the content of the component is high. In this specification, the term “CH-19 sweet” means a group of varieties including “CH-19 sweet” varieties and progeny related varieties derived from “CH-19 sweet”. Extraction, purification and separation of capsinoid compounds should be carried out by means of solvent extraction well known to those skilled in the art, various types of chromatography such as silica gel chromatography, high-performance liquid chromatography for preparation, etc. alone or in combination as appropriate. For example, the method described in the above-mentioned Patent Document 1 can be used.
 また、上記のカプシノイド化合物は、たとえば、上掲の特許文献1に記載されたように、対応する脂肪酸エステルとバニリルアルコールを出発原料としたエステル交換反応により合成することもできる。または、その構造式に基づいて、当業者にとって周知のその他の反応手法により合成することもできる。さらには、酵素を用いる合成法により容易に調製することも可能である。たとえば、特開2000-312598号公報や、Kobataら(Biosci. Biotechnol. Biochem., 66(2), 319-327, 2002)記載の方法により、所望の化合物に対応する脂肪酸エステル、及び/又は当該脂肪酸を有するトリグリセリド等の化合物と、バニリルアルコールとを基質としたリパーゼの逆反応を利用することにより、容易に所望のカプシノイド化合物を得ることができる。 The capsinoid compound can also be synthesized, for example, by a transesterification reaction using a corresponding fatty acid ester and vanillyl alcohol as starting materials, as described in Patent Document 1 listed above. Alternatively, it can be synthesized by other reaction methods well known to those skilled in the art based on the structural formula. Furthermore, it can be easily prepared by a synthesis method using an enzyme. For example, according to the method described in JP 2000-31598 A and Kobata et al. (Biosci. (Biotechnol. Biochem., 66 (2), 319-327, 2002), the fatty acid ester corresponding to the desired compound and / or A desired capsinoid compound can be easily obtained by utilizing the reverse reaction of lipase using a fatty acid-containing compound such as triglyceride and vanillyl alcohol as a substrate.
 本発明の乳化組成物の調製に用いる場合、カプシノイド化合物は、上記の抽出物や合成品のいずれを用いてもよく、また、単独のカプシノイド化合物を用いても、2種以上の混合物を用いてもよい。精製、分離の程度も、用途に応じて適宜決定することができる。その分解物である遊離脂肪酸やバニリルアルコール等が含まれていてもよい。簡便にはカプシノイド化合物を含有する精製唐辛子油を用いることができる。 When used for preparing the emulsified composition of the present invention, the capsinoid compound may be any of the above-mentioned extracts or synthetic products, or may be a single capsinoid compound or a mixture of two or more. Also good. The degree of purification and separation can also be appropriately determined according to the application. The decomposition product may include free fatty acid, vanillyl alcohol, and the like. For convenience, refined pepper oil containing a capsinoid compound can be used.
 油溶性成分が油相成分中に含まれる場合、油溶性成分と油脂類の割合は、使用する油溶性成分及び油脂類の種類によって適宜設定されるが、例えば唐辛子抽出油とMCTの場合であれば、通常、MCTに対して1~10%の唐辛子抽出油が配合される。 When the oil-soluble component is contained in the oil phase component, the ratio of the oil-soluble component and the fats and oils is appropriately set depending on the type of the oil-soluble component and the fats and oils to be used. For example, in the case of pepper extract oil and MCT. For example, 1 to 10% of pepper extract oil is usually blended with respect to MCT.
[(A)の油脂類]
 本発明において用いる油脂類としては、たとえば、大豆油、ヤシ油、コメ油、コーン油、パーム油、パーム核油、紅花油、菜種油、オリーブ油等の植物性油脂類;炭素数6~10の飽和脂肪酸(たとえば、カプリン酸、カプリル酸等)を主要な構成成分とした脂肪酸とグリセリンから構成される中鎖飽和脂肪酸トリグリセリド(以下「MCT」ともいう);牛脂、豚脂、鶏脂、及び魚油等の動物性油脂類;ラウリン酸、ミリスチン酸、パルミチン酸、オレイン酸などの脂肪酸類並びにこれらの混合物等が挙げられる。好ましくはMCTである。
 これら油脂類には、上記の油溶性成分の他、さらにローズマリー抽出物、ブチルヒドロキシアニソール(BHA)、ジブチルヒドロキシトルエン(BHT)、t-ブチルヒドロキノン(TBHQ)、没食子酸プロピルなどの抗酸化剤等も、1種又は複数を組み合わせて含有させることができる。
[Oil and fats of (A)]
Examples of the oils and fats used in the present invention include vegetable oils and fats such as soybean oil, coconut oil, rice oil, corn oil, palm oil, palm kernel oil, safflower oil, rapeseed oil and olive oil; saturated with 6 to 10 carbon atoms Medium chain saturated fatty acid triglycerides (hereinafter also referred to as “MCT”) composed of fatty acids (eg, capric acid, caprylic acid and the like) and glycerin as main constituents; beef tallow, pork tallow, chicken tallow, fish oil, etc. Animal oils and fats; fatty acids such as lauric acid, myristic acid, palmitic acid and oleic acid, and mixtures thereof. MCT is preferable.
These fats and oils include, in addition to the oil-soluble components described above, antioxidants such as rosemary extract, butylhydroxyanisole (BHA), dibutylhydroxytoluene (BHT), t-butylhydroquinone (TBHQ), and propyl gallate. Etc. can be contained alone or in combination.
[(B)の比重調整剤]
 本発明において使用される比重調整剤は、比重条件を満たすものが適宜選択されるが、油相成分と親和性を有する物質であり且つ水相成分とはなじみにくいものであることが好ましい。本発明の比重調整剤は通常は4℃の水に対する比重が1を超えるものであり、具体的にはショ糖酢酸イソ酪酸エステル(Sucrose acetate isobutyrate;SAIB)等が挙げられる。SAIBは、酢酸及びイソ酪酸が約2:6の比でエステル結合したショ糖エステルであり、わずかに黄色みと酢酸臭を呈するが、常温における比重が1を大きく超えており、市販されていることから比重調整剤として好ましく使用することができる。
[Specific gravity adjuster of (B)]
The specific gravity adjusting agent used in the present invention is appropriately selected to satisfy the specific gravity condition, but is preferably a substance having an affinity with the oil phase component and hardly compatible with the water phase component. The specific gravity adjusting agent of the present invention usually has a specific gravity of more than 1 with respect to water at 4 ° C., and specific examples thereof include sucrose acetate isobutyrate (SAIB). SAIB is a sucrose ester in which acetic acid and isobutyric acid are ester-bonded at a ratio of about 2: 6, and slightly yellowish and acetic acid odor, but the specific gravity at room temperature greatly exceeds 1, and is commercially available. Therefore, it can be preferably used as a specific gravity adjusting agent.
 比重調整剤は、通常、比重調整剤100重量部に対して(油脂類+油溶性成分)が10~500重量部、好ましくは40~400重量部、更に好ましくは40~230重量部となるように含有させることが適切である。あるいは比重調整剤100重量部に対して(分離抑制剤+油脂類+油溶性成分)が110~600重量部、好ましくは140~500重量部、更に好ましくは140~330重量部となるように含有させることが適切である。この範囲内では、比重調整剤が乳化組成物中に形成される油滴の浮上を抑制することができるため、好ましい。例えば、25℃においてSAIB(25℃で比重が1.146)30%と油脂類(25℃で比重が0.945)70%の比率で混合した場合の乳化組成物の比重は1.005となり、純水の比重0.99とほぼ同等になる。従って水相が純水のときに、25℃において油相中のSAIBの含量が30%以下の場合、油相の比重は純水を下回り油滴は浮上する。
 油滴の粒子径が大きい程、油滴の浮上を抑えるために比重調整剤を多く添加する必要があり、その結果、油相からの比重調整剤の分離が起こり易い。従って、本発明による油相からの比重調整剤の分離抑制効果は、油滴の粒子径が大きい乳化組成物において特に有用である。また、カプシノイド化合物を油相成分に配合した本発明の乳化組成物においては、油滴の粒子径が大きい程、カプシノイド化合物の残存率が向上するという効果を有する。
 本発明において、油滴の平均粒子径は、浮上を効果的に抑制し得る点から、例えば0.5μm以上、好ましくは1μm以上、より好ましくは1μm~20μm、更に好ましくは3μm~18μm、いっそう好ましくは4μm~18μmである。尚、平均粒子径は動的光散乱法により測定することができる。
The specific gravity adjuster is usually 10 to 500 parts by weight, preferably 40 to 400 parts by weight, more preferably 40 to 230 parts by weight, based on 100 parts by weight of the specific gravity adjuster. It is appropriate to make it contain. Alternatively, (separation inhibitor + oils + oil-soluble component) is contained in an amount of 110 to 600 parts by weight, preferably 140 to 500 parts by weight, and more preferably 140 to 330 parts by weight with respect to 100 parts by weight of the specific gravity adjusting agent. Is appropriate. Within this range, the specific gravity adjusting agent is preferable because it can suppress the floating of oil droplets formed in the emulsion composition. For example, the specific gravity of the emulsified composition when mixed at a ratio of 30% SAIB (specific gravity 1.146 at 25 ° C. at 25 ° C.) and 70% oils (specific gravity 0.945 at 25 ° C.) is 1.005. The specific gravity of pure water is almost equal to 0.99. Therefore, when the water phase is pure water and the SAIB content in the oil phase is 25% or less at 25 ° C., the specific gravity of the oil phase is lower than that of pure water and the oil droplets float.
The larger the particle diameter of the oil droplet, the more the specific gravity adjusting agent needs to be added to suppress the floating of the oil droplet. As a result, the specific gravity adjusting agent is easily separated from the oil phase. Therefore, the effect of suppressing the separation of the specific gravity adjusting agent from the oil phase according to the present invention is particularly useful in an emulsified composition having a large particle size of oil droplets. Moreover, in the emulsion composition of the present invention in which a capsinoid compound is blended in the oil phase component, the larger the particle size of the oil droplets, the more effective the remaining rate of the capsinoid compound.
In the present invention, the average particle size of the oil droplets is, for example, 0.5 μm or more, preferably 1 μm or more, more preferably 1 μm to 20 μm, still more preferably 3 μm to 18 μm, and even more preferably, from the viewpoint of effectively suppressing floating. Is 4 μm to 18 μm. The average particle diameter can be measured by a dynamic light scattering method.
[(C)の分離抑制剤]
 本発明において使用される分離抑制剤としては、C12以下のショ糖脂肪酸エステル(C12以下の脂肪酸とショ糖とのエステル)が好ましい。C12以下のショ糖脂肪酸エステルを構成する脂肪酸としては、炭素数12以下の飽和脂肪酸又は不飽和脂肪酸が挙げられ、好ましくは飽和脂肪酸であり、より好ましくはカプリル酸、カプリン酸及びラウリン酸であり、いっそう好ましくはラウリン酸である。
 また、モノステアリン酸ジグリセリン、ラウリン酸モノグリセリド、ステアリン酸モノグリセリド、モノラウリン酸ジグリセリン、デカグリセリンラウリン酸エステル、及びソルビタンモノラウレートも分離抑制剤として用いることができる。
 これらの分離抑制剤は低HLB、具体的にはHLBが8以下であることが好ましく、より好ましくは7以下である。HLB(Hydrophile-Lipophile Balance)とは、界面活性剤分子の親油性と親水性のバランスを表したものであり、HLB値が大きいほど親水性が高いことを表す。
[Separation inhibitor of (C)]
The separation inhibitor used in the present invention is preferably a C12 or lower sucrose fatty acid ester (an ester of a C12 or lower fatty acid and sucrose). Examples of fatty acids constituting sucrose fatty acid esters of C12 or less include saturated fatty acids or unsaturated fatty acids having 12 or less carbon atoms, preferably saturated fatty acids, more preferably caprylic acid, capric acid and lauric acid, More preferred is lauric acid.
Moreover, monostearic acid diglycerin, lauric acid monoglyceride, stearic acid monoglyceride, monolauric acid diglycerin, decaglycerin lauric acid ester, and sorbitan monolaurate can also be used as a separation inhibitor.
These separation inhibitors preferably have a low HLB, specifically an HLB of 8 or less, more preferably 7 or less. HLB (Hydrophile-Lipophile Balance) represents the balance between lipophilicity and hydrophilicity of surfactant molecules, and the higher the HLB value, the higher the hydrophilicity.
 上記した特定の脂肪酸エステルを添加することによって、配合している比重調整剤が油相から分離することを抑制できる。 </ RTI> By adding the above-mentioned specific fatty acid ester, it is possible to suppress separation of the blended specific gravity adjuster from the oil phase.
 分離抑制剤は、通常、分離抑制剤1重量部に対して(油脂類+油溶性成分)が0.8~850重量部、好ましくは1.7~420重量部、更に好ましくは1.7~170重量部となるように含有させることが適切である。あるいは分離抑制剤1重量部に対して(比重調整剤+油脂類+油溶性成分)が9~999重量部、好ましくは19~500重量部、更に好ましくは19~200重量部となるように含有させることが適切である。この範囲内では、比重調整剤が油相から分離することがないため、好ましい。 The separation inhibitor is usually 0.8 to 850 parts by weight, (preferably 1.7 to 420 parts by weight, more preferably 1.7 to 420 parts by weight) with respect to 1 part by weight of the separation inhibitor. It is appropriate to contain it so that it may become 170 weight part. Alternatively, it is contained such that (specific gravity adjuster + oils + oil-soluble component) is 9 to 999 parts by weight, preferably 19 to 500 parts by weight, more preferably 19 to 200 parts by weight with respect to 1 part by weight of the separation inhibitor. Is appropriate. Within this range, the specific gravity adjusting agent is not separated from the oil phase, which is preferable.
 上記した(A)の油脂類、(B)の比重調整剤、(C)の分離抑制剤および(D)油溶性成分が、乳化組成物を調製する際の油相となる。 The oils and fats of (A), the specific gravity adjuster of (B), the separation inhibitor of (C) and the (D) oil-soluble component are the oil phase when preparing the emulsion composition.
[水相成分]
 本発明の乳化組成物に使用する水相成分は、上記油相を乳化して水中油型の乳化組成物を調製するためのものである。必要に応じて、砂糖、水飴等の糖類;グリセリン、ソルビトール、マルチトール、エリスリトール、イソマルト、プロピレングリコール等の多価アルコール類;エタノールなどの低級アルコール類;塩化ナトリウム、塩化カリウム、塩化カルシウム等の金属塩類;ビタミンB、ビタミンB、ビタミンB等の水溶性ビタミン及びその塩類;アラビアガム、ガッティガム、トラガントガム、グアーガム、カラヤガム、キサンタンガム、ペクチン、アルギン酸及びその塩類、カラギーナン、ゼラチン、カゼイン、アクリル酸・メタクリル酸アルキル共重合体、ヒドロキシエチルセルロース、カルボキシメチルセルロース等のセルロース誘導体、化工でん粉、オクテニルコハク酸澱粉等の水溶性高分子化合物;カテキン、ビタミンC、亜硫酸水素ナトリウム、エリソルビン酸ナトリウム、茶抽出物等の酸化防止剤;クロシン(クチナシ色素)、アントシアニン、フィコシアニン等の水溶性色素類等を適宜配合することもできる。
[Water phase component]
The aqueous phase component used in the emulsion composition of the present invention is for preparing an oil-in-water emulsion composition by emulsifying the oil phase. As necessary, sugars such as sugar and starch syrup; polyhydric alcohols such as glycerin, sorbitol, maltitol, erythritol, isomalt and propylene glycol; lower alcohols such as ethanol; metals such as sodium chloride, potassium chloride and calcium chloride Salts: Water-soluble vitamins such as vitamin B 1 , vitamin B 2 , vitamin B 6 and their salts; gum arabic, gati gum, tragacanth gum, guar gum, caraya gum, xanthan gum, pectin, alginic acid and salts thereof, carrageenan, gelatin, casein, acrylic acid -Water-soluble polymer compounds such as alkyl methacrylate copolymers, cellulose derivatives such as hydroxyethyl cellulose and carboxymethyl cellulose, modified starch, octenyl succinic acid starch; catechin, vitamin C, sulfurous acid Sodium hydrogencarbonate, sodium erythorbate, antioxidants such as tea extract; crocin (gardenia pigment), anthocyanins may be appropriately blended water-soluble dyes such as phycocyanin like.
 水相成分のpHは、酸性領域のpHに調整することが好ましく、より好ましくはpH2~6である。かかるpH調整に用いる酸性物質としては特に制限はないが、たとえば、クエン酸、アジピン酸、コハク酸、酒石酸、乳酸、フマル酸、DL-リンゴ酸、安息香酸、グルコン酸、グルコノデルタラクトン等の有機酸及びその塩類;炭酸カリウム、炭酸水素ナトリウム、炭酸ナトリウム、ピロリン酸二水素ナトリウム等の塩類、リン酸等の無機酸及びその塩類等を挙げることができる。これらの酸性物質を用いて乳化組成物のpHを酸性領域に調整することにより、カプシノイド化合物を安定に長期間保持することができる。 The pH of the aqueous phase component is preferably adjusted to the pH in the acidic region, more preferably pH 2-6. The acidic substance used for pH adjustment is not particularly limited, and examples thereof include citric acid, adipic acid, succinic acid, tartaric acid, lactic acid, fumaric acid, DL-malic acid, benzoic acid, gluconic acid, and glucono delta lactone. Organic acids and salts thereof; salts such as potassium carbonate, sodium bicarbonate, sodium carbonate, sodium dihydrogen pyrophosphate, inorganic acids such as phosphoric acid, and salts thereof, and the like. By adjusting the pH of the emulsion composition to an acidic region using these acidic substances, the capsinoid compound can be stably maintained for a long period of time.
 本発明では、上記した、比重調整剤が油相から分離するのを抑制する為に配合する特定の脂肪酸エステル以外に、水相成分と油相成分を乳化させるために乳化剤を水相に添加することができ、またそのような添加が好ましい。水相に添加する乳化剤としては、モノグリセリド、酢酸モノグリセリド、乳酸モノグリセリド、コハク酸モノグリセリド、ポリグリセリンエステル、シュガーエステル、ソルビタンエステル、プロピレングリコールエステル、レシチン、ステアロイル乳酸カルシウム等の低HLB乳化剤、クエン酸モノグリセリド、ジアセチル酒石酸モノグリセリド、ポリグリセリンエステル、シュガーエステル、ソルビタンエステル、ポリソルベート、ステアロイル乳酸カルシウム、脂肪酸塩(Na、K)、エトキシ化モノグリセリド、ステアロイル乳酸ナトリウム等があり、HLBの高い乳化剤が好ましく挙げられる。 In the present invention, an emulsifier is added to the water phase in order to emulsify the water phase component and the oil phase component in addition to the specific fatty acid ester blended to suppress the separation of the specific gravity adjuster from the oil phase. And such addition is preferred. As the emulsifier to be added to the aqueous phase, monoglyceride, acetic acid monoglyceride, lactic acid monoglyceride, succinic acid monoglyceride, polyglycerin ester, sugar ester, sorbitan ester, propylene glycol ester, lecithin, stearoyl calcium lactate and other low HLB emulsifier, citric acid monoglyceride, Examples thereof include diacetyltartaric acid monoglyceride, polyglycerin ester, sugar ester, sorbitan ester, polysorbate, calcium stearoyl lactate, fatty acid salt (Na, K), ethoxylated monoglyceride, sodium stearoyl lactate, and preferably an emulsifier having a high HLB.
 水相に添加する乳化剤は、一般に乳化剤に対する油相成分の含有割合の低い方が、透明性の高い乳化組成物を得ることが容易となるが、その場合、乳化組成物に占める油相成分の含有量が減少し、種々の機能を有する油溶性成分の油相成分中における含有量も少なくなってしまう。本発明に係る乳化組成物では、乳化剤100重量部に対し、油相成分が1~2000重量部となるように含有させることが好ましい。油相成分の含有割合が高いと乳化組成物が高粘度となり取り扱いが難しくなるため、水相成分を20重量%以上となるように含有させることが好ましく、さらには40重量%以上とすることがより好ましい。油相成分の含有割合が低すぎると乳化が不安定となるため、水相成分を95重量%以下となるように含有させることが好ましい。また、乳化組成物全量に対する油溶性物質の含有量は、0.0001重量%~50重量%とするのが適切である。この範囲内では、油溶性物質の含有量が多いほど、乳化組成物を水性の飲食品に添加した際、水性の飲食品に含まれる油溶性物質量が多くなるため、好ましい。一方、乳化安定性の点からは、油溶性物質の含有量が少ない方が好ましい。乳化組成物全量に対する油溶性物質の含有量は、さらには0.01重量%~10重量%が好ましく、0.1重量%~2重量%とするのがより好ましい。 The emulsifier added to the aqueous phase is generally easier to obtain an emulsified composition with higher transparency when the content ratio of the oil phase component to the emulsifier is lower. The content decreases, and the content of oil-soluble components having various functions in the oil phase component also decreases. In the emulsified composition according to the present invention, the oil phase component is preferably contained in an amount of 1 to 2000 parts by weight with respect to 100 parts by weight of the emulsifier. If the content ratio of the oil phase component is high, the emulsion composition becomes highly viscous and difficult to handle. Therefore, the water phase component is preferably contained so as to be 20% by weight or more, and more preferably 40% by weight or more. More preferred. When the content ratio of the oil phase component is too low, the emulsification becomes unstable. Therefore, it is preferable to contain the water phase component at 95% by weight or less. Further, the content of the oil-soluble substance with respect to the total amount of the emulsified composition is suitably 0.0001 wt% to 50 wt%. Within this range, the greater the content of the oil-soluble substance, the more the oil-soluble substance contained in the aqueous food or drink when the emulsion composition is added to the aqueous food or drink. On the other hand, from the viewpoint of emulsion stability, it is preferable that the content of the oil-soluble substance is small. The content of the oil-soluble substance relative to the total amount of the emulsified composition is further preferably 0.01% by weight to 10% by weight, and more preferably 0.1% by weight to 2% by weight.
 乳化組成物全量に対する(C)分離抑制剤の含有量は、0.005~8.0%とするのが適切である。この範囲内では、油脂類と比重調整剤の分離を抑制する効果が高いため、好ましい。 It is appropriate that the content of the (C) separation inhibitor with respect to the total amount of the emulsified composition is 0.005 to 8.0%. Within this range, the effect of suppressing the separation of fats and oils and the specific gravity adjusting agent is high, which is preferable.
 [乳化組成物の調製]
 本発明の乳化組成物の調製にあたっては、所望に応じカプシノイド化合物等の油溶性物質を、好ましくはMCT等の油脂類に溶解し、SAIB等の比重調整剤及びショ糖ラウリン酸エステル等の分離抑制剤の存在下、機械乳化、転相乳化、液晶乳化、D相乳化等、通常用いられる油脂の乳化方法により、適宜乳化組成物を調製することができる。たとえば、好ましい1つの実施形態において、まずカプシノイド化合物等の油溶性成分、油脂類、SAIB等の比重調整剤、及びショ糖ラウリン酸エステル等の分離抑制剤を含有する油相と、水相(水相成分に所望により界面活性剤としての乳化剤を添加)とを混合し、必要に応じて乳化組成物のpHが2~6の範囲となるように上記酸性物質で調整し、ホモミキサー、コロイドミル、高圧ホモジナイザー、マイクロフルイダイザー等を用いて混合・均質化処理を行うことにより、カプシノイド化合物等の油溶性物質の安定性に優れた乳化組成物を調製することができる。また、水相成分として多価アルコールを含有させる場合には、乳化剤を多価アルコールに溶解してD相を生成し、これに油相成分を徐々に添加して予備乳化した後、水相成分を添加、混合して乳化するD相乳化法も好ましく用いることができる。
[Preparation of emulsion composition]
In preparing the emulsified composition of the present invention, an oil-soluble substance such as a capsinoid compound is preferably dissolved in an oil and fat such as MCT, if desired, and the separation control of specific gravity adjusting agent such as SAIB and sucrose lauric acid ester is suppressed. In the presence of an agent, an emulsified composition can be appropriately prepared by a commonly used emulsifying method for fats and oils such as mechanical emulsification, phase inversion emulsification, liquid crystal emulsification, and D phase emulsification. For example, in one preferred embodiment, an oil phase containing an oil-soluble component such as a capsinoid compound, a fat and oil, a specific gravity adjusting agent such as SAIB, and a separation inhibitor such as sucrose laurate, and an aqueous phase (water If necessary, the emulsified composition is mixed with the above acidic substance so that the pH of the emulsified composition is in the range of 2-6. In addition, by performing mixing and homogenization using a high-pressure homogenizer, a microfluidizer, or the like, an emulsion composition having excellent stability of oil-soluble substances such as capsinoid compounds can be prepared. In addition, when polyhydric alcohol is contained as an aqueous phase component, an emulsifier is dissolved in the polyhydric alcohol to form phase D, and after the oil phase component is gradually added thereto and pre-emulsified, The D phase emulsification method of adding, mixing and emulsifying can also be used preferably.
 本発明の乳化組成物は、水性飲料等の飲食品、液剤等の液状医薬品などへの応用を考慮すると、水相系に添加したとき、濁りがなく透明性を呈する方が好ましい。濁度は通常用いられる方法で評価することができ、たとえば、波長600nmの光の透過率を測定する方法が挙げられる。前記透過率が90%を超えると、乳化組成物を含有する水性製品を透明な容器に入れた際にも透明性を呈し、官能的にも好ましい。本発明の乳化組成物については、油溶性成分を含む油相を0.25重量%含むように、該組成物を水に添加、分散したとき、前記分散液の波長600nmの光の透過率が90%以上であることが好ましい。 The emulsion composition of the present invention preferably exhibits transparency without turbidity when added to an aqueous phase system in consideration of application to foods and drinks such as aqueous beverages and liquid pharmaceuticals such as liquids. Turbidity can be evaluated by a commonly used method, for example, a method of measuring the transmittance of light having a wavelength of 600 nm. When the transmittance exceeds 90%, transparency is exhibited even when an aqueous product containing the emulsified composition is placed in a transparent container, which is also preferable in terms of functionality. For the emulsified composition of the present invention, when the composition is added and dispersed in water so as to contain 0.25% by weight of an oil phase containing an oil-soluble component, the light transmittance of the dispersion at a wavelength of 600 nm is obtained. It is preferably 90% or more.
 [本発明の乳化組成物を含有する飲食品及び水性飲料]
 本発明の乳化組成物は、水性飲料;ヨーグルトなどの乳製品;アイスクリームなどの冷菓;チョコレート、キャンディ、チューイングガムなどの菓子類;ベーカリー類;水産加工食品;畜肉加工食品;レトルト食品;冷凍食品等の飲食品類に適当量を配合することにより、カプシノイド化合物などの油溶性成分の生理作用が長期間安定に付与された飲食品類として提供することができる。中でも、カプシノイド等を含有する水性飲料として提供することが好ましい。水性飲料としては、必要に応じ、果汁、ビタミン類、アミノ酸類、香料、糖類、酸、塩基、塩類等を添加し、清涼飲料又は炭酸飲料として提供することができる。また本発明においては、前記飲食品は、特定保健用食品、栄養機能食品等の保健機能食品や、栄養補助食品として提供されるものであってもよい。前記の飲食品に対する本発明の乳化組成物の配合量は、飲食品の使用目的、種類、形態等によって異なるが、一般的には、0.001重量%~10重量%の範囲で配合される。さらに、乳化組成物に由来する全油相成分が、前記飲食品に対して0.00005重量%~5重量%の範囲となるように配合するのが好ましく、0.1重量%~0.3重量%の範囲となるように配合するのがより好ましい。0.00005重量%未満ではカプシノイド等油溶性成分の安定性の点で好ましくない場合があり、5重量%以上では透明性、味、風味の点で好ましくない場合がある。
[Food-drinks and aqueous beverages containing the emulsified composition of the present invention]
The emulsified composition of the present invention is an aqueous beverage; a dairy product such as yogurt; a frozen confectionery such as ice cream; a confectionery such as chocolate, candy or chewing gum; a bakery; a processed fishery food; a processed meat food; By blending an appropriate amount of these foods and drinks, it can be provided as foods and drinks to which physiological actions of oil-soluble components such as capsinoid compounds are stably imparted for a long period of time. Especially, it is preferable to provide as an aqueous drink containing a capsinoid etc. As an aqueous beverage, fruit juice, vitamins, amino acids, fragrances, saccharides, acids, bases, salts and the like can be added as necessary, and can be provided as soft drinks or carbonated drinks. Moreover, in this invention, the said food-drinks may be provided as health functional foods, such as food for specified health use, nutrition functional foods, and nutritional supplement foods. The blending amount of the emulsified composition of the present invention with respect to the food or drink varies depending on the purpose, type, form, etc. of the food or drink, but is generally blended in the range of 0.001 to 10% by weight. . Further, the total oil phase component derived from the emulsified composition is preferably blended so as to be in the range of 0.00005 wt% to 5 wt% with respect to the food and drink. It is more preferable to blend so as to be in the range of wt%. If it is less than 0.00005% by weight, it may not be preferable in terms of stability of oil-soluble components such as capsinoids, and if it is 5% by weight or more, it may not be preferable in terms of transparency, taste, and flavor.
 また、本発明においては、油溶性成分として油溶性薬剤を油相に含有させた乳化組成物を水性担体に分散し、内服液や液剤等の水性医薬品として提供することができる。さらに、油溶性のエモリエント剤や皮膚細胞賦活成分等を油相に含有させた乳化組成物を水性担体に分散し、化粧水や美容液等の液状化粧料としても提供することができる。乳化組成物の水性担体への配合量や、医薬品又は化粧料全量における油溶性成分の含有量については、上記飲食品の場合と同様である。
 以下の実施例に本発明をさらに詳細に説明するが、本発明はこれらに限定されるものではない。なお、以下の実施例中、「%」は特に断りのない限り、重量%を示す。
Moreover, in this invention, the emulsion composition which made the oil phase contain the oil-soluble chemical | medical agent as an oil-soluble component can be disperse | distributed to an aqueous carrier, and it can provide as aqueous | water-based pharmaceuticals, such as an internal use liquid and a liquid agent. Furthermore, an emulsified composition containing an oil-soluble emollient, a skin cell activating component or the like in an oil phase can be dispersed in an aqueous carrier and provided as a liquid cosmetic such as a skin lotion or a cosmetic liquid. About the compounding quantity to the aqueous | water-based carrier of an emulsion composition, and content of the oil-soluble component in a pharmaceutical or cosmetics whole quantity, it is the same as that of the said food-drinks.
The following examples further illustrate the present invention in detail but are not to be construed to limit the scope thereof. In the following examples, “%” indicates wt% unless otherwise specified.
(材料と方法)
 油脂類として、MCT(主要構成脂肪酸:カプリル酸及びカプリン酸)又は菜種油(主要構成脂肪酸:オレイン酸)を用いた。比重調整剤とし、SAIBを用いた。油溶性物質としては、精製唐辛子油を用いた。MCTはカプリル酸及びカプリン酸を主要構成脂肪酸としている。
 油浮きの有無(多少)は、下記の方法により評価した。
(Materials and methods)
As oils and fats, MCT (main constituent fatty acids: caprylic acid and capric acid) or rapeseed oil (main constituent fatty acids: oleic acid) was used. SAIB was used as a specific gravity adjuster. As the oil-soluble substance, purified pepper oil was used. MCT uses caprylic acid and capric acid as the main constituent fatty acids.
The presence or absence (somewhat) of oil floating was evaluated by the following method.
Figure JPOXMLDOC01-appb-C000004
Figure JPOXMLDOC01-appb-C000004
油脂類(MCT)と比重調整剤(SAIB)をそれぞれ60℃で加温し、所定量のSAIB中に所定量のMCTを攪拌しながら徐々に添加し混合後、さらに所定量の各種脂肪酸エステルを添加してスターラーで10分間攪拌した。 * Oils and fats (MCT) and specific gravity regulator (SAIB) are each heated at 60 ° C, and a predetermined amount of MCT is gradually added to the predetermined amount of SAIB with stirring and mixed. And stirred for 10 minutes with a stirrer.
(結果)
 下記表1~7中;
上段の記号:
分離の程度を示す。
×:無添加の場合と同様に分離、○:分離抑制効果を発揮、◎分離抑制効果が高い
中段の(数字):
脂肪酸エステルのHLBを示す。
下段の数字:
評価点数を示す。
 分離抑制の程度を10段階評価した。油脂類と比重調整剤の分離が完全に抑制された場合を10点とし、無添加の場合と同等の分離状態の5点までの分離の度合いにより点数化した。また無添加時より大きく分離がみられた場合は、その度合いが大きくなるにつれて、4点、3点、2点、1点と点数化した。10点が最も効果が高い。
(result)
In Tables 1-7 below;
Upper symbol:
Indicates the degree of separation.
×: Separation in the same manner as in the case of no addition, ○: Demonstrating the effect of suppressing separation, ◎ Middle (number) having a high effect of inhibiting separation:
The HLB of fatty acid ester is shown.
Lower numbers:
Indicates the evaluation score.
The degree of separation suppression was evaluated on a 10-point scale. When the separation of the fats and oils and the specific gravity adjusting agent was completely suppressed, the score was 10 points, and was scored according to the degree of separation up to 5 points in the separated state equivalent to the case of no addition. Moreover, when the separation was larger than when no addition was made, the score was increased to 4 points, 3 points, 2 points, and 1 point as the degree increased. Ten points are the most effective.
試験例1 MCT+SAIB(MCT:SAIB=5:5)混合溶液分離に及ぼす脂肪酸エステル(0.5%添加)の影響 Test Example 1 Effect of fatty acid ester (0.5% addition) on MCT + SAIB (MCT: SAIB = 5: 5) mixed solution separation
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
 表1に示したように、MCT+SAIB(MCT:SAIB=5:5)混合溶液に分離抑制剤として対混合溶液0.5%の脂肪酸エステルを添加したところ、ショ糖ラウリン酸エステル(HLB1)、ラウリン酸モノグリセリド、ステアリン酸モノグリセリド、モノステアリン酸ジグリセリン、デカグリセリンラウリン酸エステルがMCTとSAIBの分離を抑制する効果を発揮した。中でもショ糖ラウリン酸エステルが最も効果が高かった。 As shown in Table 1, when 0.5% fatty acid ester of the mixed solution was added as a separation inhibitor to the mixed solution of MCT + SAIB (MCT: SAIB = 5: 5), sucrose laurate (HLB1), laurin Acid monoglyceride, stearic acid monoglyceride, monostearate diglycerin and decaglycerin laurate exerted the effect of suppressing the separation of MCT and SAIB. Of these, sucrose laurate was most effective.
試験例2 MCT+SAIB(MCT:SAIB=5:5)混合溶液分離に及ぼす脂肪酸エステル(1%添加)の影響 Test Example 2 Effect of fatty acid ester (added 1%) on MCT + SAIB (MCT: SAIB = 5: 5) mixed solution separation
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
 表2に示したように、MCT+SAIB(MCT:SAIB=5:5)混合溶液に分離抑制剤として対混合溶液1.0%の脂肪酸エステルを添加したところ、ショ糖ラウリン酸エステル(HLB1)、ラウリン酸モノグリセリド、ステアリン酸モノグリセリド、モノラウリン酸ジグリセリン、モノステアリン酸ジグリセリン、デカグリセリンラウリン酸エステルがMCTとSAIBの分離を抑制する効果を発揮した。中でもショ糖ラウリン酸エステル(HLB1)およびモノステアリン酸ジグリセリンが最も効果が高かった。一方でショ糖ラウリン酸エステル(HLB16)は分離抑制効果を発揮しなかった。分離抑制剤の添加量は0.5%の時(表1の結果を参照)より1.0%の時(表2の結果を参照)の方が分離抑制効果は高い傾向であった。 As shown in Table 2, when 1.0% fatty acid ester of the mixed solution was added as a separation inhibitor to the MCT + SAIB (MCT: SAIB = 5: 5) mixed solution, sucrose laurate (HLB1), laurin Acid monoglyceride, stearic acid monoglyceride, monolauric acid diglycerin, monostearic acid diglycerin, decaglycerin lauric acid ester exhibited the effect of suppressing the separation of MCT and SAIB. Among them, sucrose laurate (HLB1) and diglyceryl monostearate were most effective. On the other hand, sucrose laurate ester (HLB16) did not exhibit the separation inhibitory effect. When the addition amount of the separation inhibitor was 0.5% (see the results in Table 1), the separation inhibition effect tended to be higher when it was 1.0% (see the results in Table 2).
試験例3 MCT+SAIB(MCT:SAIB=6:4)混合溶液分離に及ぼす脂肪酸エステル(0.5%添加)の影響 Test Example 3 Effect of fatty acid ester (0.5% addition) on MCT + SAIB (MCT: SAIB = 6: 4) mixed solution separation
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
 表3に示したように、MCT+SAIB(MCT:SAIB=6:4)混合溶液に分離抑制剤として対混合溶液0.5%の脂肪酸エステルを添加したところ、ショ糖ラウリン酸エステル(HLB1)、ステアリン酸モノグリセリド、モノステアリン酸ジグリセリンがMCTとSAIBの分離を抑制する効果を発揮した。中でもショ糖ラウリン酸エステルが最も効果が高かった。 As shown in Table 3, when 0.5% fatty acid ester of the mixed solution was added as a separation inhibitor to the MCT + SAIB (MCT: SAIB = 6: 4) mixed solution, sucrose laurate (HLB1), stearin Acid monoglyceride and diglyceryl monostearate exhibited the effect of suppressing the separation of MCT and SAIB. Of these, sucrose laurate was most effective.
試験例4 MCT+SAIB(MCT:SAIB=6:4)混合溶液分離に及ぼす脂肪酸エステル(1%添加)の影響 Test Example 4 Effect of Fatty Acid Ester (1% Addition) on MCT + SAIB (MCT: SAIB = 6: 4) Mixed Solution Separation
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000008
 表4に示したように、MCT+SAIB(MCT:SAIB=6:4)混合溶に分離抑制剤として対混合溶液1.0%の脂肪酸エステルを添加したところ、ショ糖ラウリン酸エステル(HLB1)、ラウリン酸モノグリセリド、ステアリン酸モノグリセリド、モノステアリン酸ジグリセリンがMCTとSAIBの分離を抑制する効果を発揮した。中でもショ糖ラウリン酸エステル(HLB1)およびモノステアリン酸ジグリセリンが最も効果が高かった。 As shown in Table 4, when 1.0% fatty acid ester of the mixed solution was added as a separation inhibitor to the mixed solution of MCT + SAIB (MCT: SAIB = 6: 4), sucrose laurate (HLB1), laurin Acid monoglyceride, stearic acid monoglyceride, and diglycerin monostearate exhibited the effect of suppressing the separation of MCT and SAIB. Among them, sucrose laurate (HLB1) and diglyceryl monostearate were most effective.
試験例5 菜種油+SAIB(キャノーラ油:SAIB=5:5)混合溶液分離に及ぼす脂肪酸エステル(1%添加)の影響 Test Example 5 Effect of fatty acid ester (added 1%) on rapeseed oil + SAIB (canola oil: SAIB = 5: 5) mixed solution separation
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000009
 菜種油+SAIB(菜種油:SAIB=5:5)混合溶液に分離抑制剤として対混合溶液1.0%の脂肪酸エステルを添加したところ、ショ糖ラウリン酸エステル(HLB1)、ショ糖オレイン酸エステル、ソルビタンオレイン酸エステル、オレイン酸モノグリセリド、モノオレイン酸ジグリセリン、デカグリセリンオレイン酸エステルは菜種油とSAIBの分離に対する抑制効果を発揮しなかった。 When a fatty acid ester of 1.0% of the mixed solution was added as a separation inhibitor to the rapeseed oil + SAIB (rapeseed oil: SAIB = 5: 5) mixed solution, sucrose laurate (HLB1), sucrose oleate, sorbitan olein Acid ester, oleic acid monoglyceride, monooleic acid diglycerin, and decaglycerin oleic acid ester did not exhibit the inhibitory effect on the separation of rapeseed oil and SAIB.
試験例6 分離抑制剤(ショ糖ラウリン酸エステル)の添加量と分離抑制効果(MCT:SAIB=5:5) Test Example 6 Separation inhibitor (sucrose laurate) addition amount and separation inhibitory effect (MCT: SAIB = 5: 5)
Figure JPOXMLDOC01-appb-T000010
Figure JPOXMLDOC01-appb-T000010
 ショ糖ラウリン酸エステルの添加量は、MCTとSAIBの合計量を100%とした割合を示す。
結果
 ショ糖ラウリン酸エステルをMCTとSAIBの合計量に対して0.1%添加した場合でも、分離抑制効果が認められた。0.2%以上添加した場合には、分離抑制効果はより高い結果であった。
The amount of sucrose laurate added is a ratio where the total amount of MCT and SAIB is 100%.
Results Even when 0.1% of sucrose laurate was added to the total amount of MCT and SAIB, a separation suppressing effect was observed. When 0.2% or more was added, the separation suppression effect was higher.
試験例7 MCTとSAIBの混合割合(MCT:SAIB)の違いによる分離抑制剤(ショ糖ラウリン酸エステル)の添加効果 Test Example 7 Effect of addition of separation inhibitor (sucrose laurate) due to difference in mixing ratio of MCT and SAIB (MCT: SAIB)
Figure JPOXMLDOC01-appb-T000011
Figure JPOXMLDOC01-appb-T000011
 結果、表7に示す通り、ショ糖ラウリン酸エステルを添加することにより、いずれの場合もSAIBの分離が抑制された。また、MCTとSAIB混合割合として、SAIBが多いほど分離抑制効果が高い結果であった。 As a result, as shown in Table 7, by adding sucrose laurate, separation of SAIB was suppressed in any case. In addition, as the mixing ratio of MCT and SAIB, the larger the SAIB, the higher the separation suppression effect.
試験例8 乳化組成物におけるSAIB分離に及ぼす分離抑制剤(ショ糖ラウリン酸エステル)の影響
 表8に記載の組成にて乳化組成物を作成し、評価した。
Test Example 8 Effect of Separation Inhibitor (Sucrose Lauric Acid Ester) on SAIB Separation in Emulsified Composition An emulsion composition was prepared with the composition shown in Table 8 and evaluated.
Figure JPOXMLDOC01-appb-T000012
Figure JPOXMLDOC01-appb-T000012
[エマルションの調製]
 エマルションの調製は以下のように行った。
(1)粒子径小(3μm)のエマルションの調製(比較例1)
 水相に濃度が5wt%となるように乳化剤(A-181E、太陽化学)を加え、油相(MCT:SAIB=1:1(質量比)に精製唐辛子油濃度が5.3wt%となるようにしたもの)と水相(乳化剤5wt%液)の質量比が1:9となるように調製した。
 調製した液をSPGポンピングコネクター(孔径5μm、SPGテクノ株式会社)に通した。この操作を20回繰り返し、乳化を行った。
(2)粒子径小(3μm)のエマルション(油相に分離抑制剤を添加したもの)の調製(実施例1)
 水相に濃度が5wt%となるように乳化剤(A-181E、太陽化学、HLB13)を加え、油相(MCT:SAIB=1:1(質量比)に精製唐辛子油濃度が5.3wt%となるようにしたもの、さらに分離抑制剤(ショ糖ラウリン酸エステル;L-195、リョートーシュガーエステル、HLB1)を1wt%添加したもの)と水相(乳化剤5wt%液)の質量比が1:9となるように調製した。
 調製した液をSPGポンピングコネクター(孔径5μm、SPGテクノ株式会社)に通した。この操作を20回繰り返し、乳化を行った。
(3)粒子径大(15μm)のエマルションの調製(比較例2)
 水相に濃度が5wt%となるように乳化剤(A-181E、太陽化学)を加え、油相(MCT:SAIB=1:1(質量比)に精製唐辛子油濃度が5.3wt%となるようにしたもの)と水相(乳化剤5wt%液)の質量比が1:9となるように調製した。
 調製した液をSPGポンピングコネクター(孔径50μm、SPGテクノ株式会社)に通した。この操作を10回繰り返し、乳化を行った。
(4)粒子径大(15μm)のエマルション(油相に分離抑制剤を添加したもの)の調製(実施例2)
 水相に濃度が5wt%となるように乳化剤(A-181E、太陽化学)を加え、油相(MCT:SAIB=1:1(質量比)の混合物に精製唐辛子油濃度が5.3wt%となるようにしたもの、さらに分離抑制剤(ショ糖ラウリン酸エステル;L-195、リョートーシュガーエステル、HLB1)を1wt%添加したもの)と水相(乳化剤5wt%液)の質量比が1:9となるように調製した。
 調製した液をSPGポンピングコネクター(孔径50μm、SPGテクノ株式会社)に通した。この操作を10回繰り返し、乳化を行った。
[分散液の調製]
 調製したエマルション(油相に分離抑制剤を添加したもの/していないもの、粒子径3μm/15μm)をそれぞれ濃度0.5wt%となるようにイオン交換水(pH5.6)に添加した。
[保存方法]
 調製した分散液を5℃、54℃の条件下で1週間(1w)保存した。
[評価方法]
 外観(油相の分離状態)及びカプシノイド濃度を評価した。外観は54℃条件下で保存したもの、カプシノイド濃度は5℃条件下で保存したものをそれぞれ評価した。
[結果]
 結果を表9に示す。
 表9中、外観において、×は油相からのSAIBの著しい分離がみられることを、△は分離がみられることを、○は分離がみられないことをそれぞれ示す。カプシノイド残存量は、粒子径3μmで分離抑制剤無添加の時のカプシノイド残存量を1とした場合の残存量を示す。
[Preparation of emulsion]
The emulsion was prepared as follows.
(1) Preparation of emulsion with small particle size (3 μm) (Comparative Example 1)
An emulsifier (A-181E, Taiyo Kagaku) is added to the aqueous phase so that the concentration is 5 wt%, and the refined pepper oil concentration is 5.3 wt% in the oil phase (MCT: SAIB = 1: 1 (mass ratio)). And a water phase (5 wt% emulsifier liquid) mass ratio was 1: 9.
The prepared liquid was passed through an SPG pumping connector (pore size 5 μm, SPG Techno Co., Ltd.). This operation was repeated 20 times to carry out emulsification.
(2) Preparation of an emulsion having a small particle size (3 μm) (an oil phase added with a separation inhibitor) (Example 1)
An emulsifier (A-181E, Taiyo Kagaku, HLB13) was added to the aqueous phase so that the concentration was 5 wt%, and the refined pepper oil concentration was 5.3 wt% in the oil phase (MCT: SAIB = 1: 1 (mass ratio)). Further, the mass ratio of the separation inhibitor (sucrose laurate; L-195, Ryoto sugar ester, HLB1) added to 1 wt%) and the aqueous phase (emulsifier 5 wt% liquid) is 1: 9 was prepared.
The prepared liquid was passed through an SPG pumping connector (pore size 5 μm, SPG Techno Co., Ltd.). This operation was repeated 20 times to carry out emulsification.
(3) Preparation of emulsion having a large particle size (15 μm) (Comparative Example 2)
An emulsifier (A-181E, Taiyo Kagaku) is added to the aqueous phase so that the concentration is 5 wt%, and the refined pepper oil concentration is 5.3 wt% in the oil phase (MCT: SAIB = 1: 1 (mass ratio)). And a water phase (5 wt% emulsifier liquid) mass ratio was 1: 9.
The prepared liquid was passed through an SPG pumping connector (pore diameter 50 μm, SPG Techno Co., Ltd.). This operation was repeated 10 times to carry out emulsification.
(4) Preparation of emulsion having a large particle size (15 μm) (separation inhibitor added to oil phase) (Example 2)
An emulsifier (A-181E, Taiyo Kagaku) was added to the aqueous phase so that the concentration became 5 wt%, and the concentration of purified chili oil was 5.3 wt% in the mixture of the oil phase (MCT: SAIB = 1: 1 (mass ratio)). Further, the mass ratio of the separation inhibitor (sucrose laurate; L-195, Ryoto sugar ester, HLB1) added to 1 wt%) and the aqueous phase (emulsifier 5 wt% liquid) is 1: 9 was prepared.
The prepared liquid was passed through an SPG pumping connector (pore diameter 50 μm, SPG Techno Co., Ltd.). This operation was repeated 10 times to carry out emulsification.
[Preparation of dispersion]
The prepared emulsion (oil phase with / without separation inhibitor added, particle size 3 μm / 15 μm) was added to ion-exchanged water (pH 5.6) to a concentration of 0.5 wt%.
[Preservation method]
The prepared dispersion was stored at 5 ° C. and 54 ° C. for 1 week (1 w).
[Evaluation methods]
Appearance (separated state of oil phase) and capsinoid concentration were evaluated. Appearance was evaluated under conditions stored at 54 ° C, and capsinoid concentration was evaluated under conditions stored at 5 ° C.
[result]
The results are shown in Table 9.
In Table 9, in the appearance, × indicates that significant separation of SAIB from the oil phase is observed, Δ indicates that separation is observed, and ○ indicates that no separation is observed. The remaining capsinoid amount indicates the remaining amount when the remaining capsinoid amount is 1 when the particle diameter is 3 μm and the separation inhibitor is not added.
Figure JPOXMLDOC01-appb-T000013
Figure JPOXMLDOC01-appb-T000013
 ショ糖ラウリン酸エステルの添加により、油相からのSAIBの分離を抑制した。ショ糖ラウリン酸エステルを添加し、油滴の粒子径を大きくすることによりカプシノイドの残存率が向上した。 The addition of sucrose laurate suppressed the separation of SAIB from the oil phase. The residual ratio of capsinoids was improved by adding sucrose laurate and increasing the particle size of the oil droplets.
 上述した通り、本発明は、比重調整剤の油相成分からの分離が抑制され、種々の生理機能を有する油溶性成分を安定に含有することができ、水性飲料等の飲食品や、内服液、液剤等の医薬品、化粧水、美容液等の化粧料への利用に適する乳化組成物を提供するものである。 As described above, the present invention suppresses separation of the specific gravity adjuster from the oil phase component, and can stably contain oil-soluble components having various physiological functions. It is intended to provide an emulsified composition suitable for use in pharmaceuticals such as liquids, cosmetics such as lotions and cosmetic liquids.
 本出願は、日本で出願された特願2014-072008を基礎としており、その内容は本明細書にすべて包含されるものである。 This application is based on Japanese Patent Application No. 2014-072008 filed in Japan, the contents of which are incorporated in full herein.

Claims (13)

  1.  水相中に油相が油滴として存在し、油相成分として(A)油脂類、(B)比重調整剤及び(C)分離抑制剤を含有し、
    (C)の分離抑制剤がC12以下のショ糖脂肪酸エステルである、乳化組成物。
    The oil phase is present as oil droplets in the aqueous phase, and contains (A) oils and fats, (B) specific gravity adjuster and (C) separation inhibitor as oil phase components,
    (E) The emulsion composition whose separation inhibitor of (C) is C12 or less sucrose fatty acid ester.
  2.  C12以下のショ糖脂肪酸エステルが、ショ糖ラウリン酸エステルである、請求項1記載の乳化組成物。 The emulsion composition according to claim 1, wherein the sucrose fatty acid ester of C12 or less is sucrose laurate.
  3.  水相中に油相が油滴として存在し、油相成分として(A)油脂類、(B)比重調整剤及び(C)分離抑制剤を含有し、
    (C)の分離抑制剤がモノステアリン酸ジグリセリン、ラウリン酸モノグリセリド、ステアリン酸モノグリセリド、モノラウリン酸ジグリセリン及びデカグリセリンラウリン酸エステルから選ばれる少なくとも1種である、乳化組成物。
    The oil phase is present as oil droplets in the aqueous phase, and contains (A) oils and fats, (B) specific gravity adjuster and (C) separation inhibitor as oil phase components,
    The emulsion composition, wherein the separation inhibitor (C) is at least one selected from diglycerin monostearate, monoglyceride laurate, monoglyceride stearate, diglyceryl monolaurate, and decaglycerin laurate.
  4.  油相成分として、さらに(D)油溶性成分を含有する請求項1~3のいずれか1項に記載の乳化組成物。 The emulsified composition according to any one of claims 1 to 3, further comprising (D) an oil-soluble component as an oil phase component.
  5.  (D)の油溶性成分がカプシノイド化合物である、請求項4に記載の乳化組成物。 The emulsion composition according to claim 4, wherein the oil-soluble component (D) is a capsinoid compound.
  6.  油相成分中、(A)の油脂類として中鎖飽和脂肪酸トリグリセリド(MCT)を含む、請求項1~5のいずれか1項に記載の乳化組成物。 The emulsified composition according to any one of claims 1 to 5, wherein the oil phase component contains medium-chain saturated fatty acid triglyceride (MCT) as the fat (A).
  7.  (C)の分離抑制剤のHLBが8以下である、請求項1~6のいずれか1項に記載の乳化組成物。 The emulsion composition according to any one of claims 1 to 6, wherein the HLB of the separation inhibitor (C) is 8 or less.
  8.  (B)の比重調整剤が、ショ糖酢酸イソ酪酸エステル(Sucrose acetate isobutyrate;SAIB)である、請求項1~7のいずれか1項に記載の乳化組成物。 The emulsified composition according to any one of claims 1 to 7, wherein the specific gravity adjusting agent of (B) is sucrose acetate isobutyrate (SAIB).
  9.  (C)の分離抑制剤の添加量が、乳化組成物全体に対して0.005~8.0%である、請求項1~8のいずれか1項に記載の乳化組成物。 The emulsion composition according to any one of claims 1 to 8, wherein the addition amount of the separation inhibitor (C) is 0.005 to 8.0% with respect to the whole emulsion composition.
  10.  油滴の平均粒子径が0.5~20μmである、請求項1~9のいずれか1項に記載の乳化組成物。 The emulsified composition according to any one of claims 1 to 9, wherein the average particle diameter of the oil droplets is 0.5 to 20 µm.
  11.  油相成分として(A1)MCT、(B1)SAIB、(C1)ショ糖ラウリン酸エステル及び(D1)カプシノイド化合物と、水相成分を含有する乳化組成物。 An emulsified composition containing (A1) MCT, (B1) SAIB, (C1) sucrose laurate and (D1) capsinoid compound as an oil phase component, and an aqueous phase component.
  12.  SAIBとMCTとの比率が、MCT:SAIB=8:2~3:7である、請求項11記載の乳化組成物。 The emulsion composition according to claim 11, wherein the ratio of SAIB to MCT is MCT: SAIB = 8: 2 to 3: 7.
  13.  請求項1~12のいずれか1項に記載の乳化組成物を0.001重量%~10重量%含有する、飲食品。 A food or drink containing 0.001 wt% to 10 wt% of the emulsified composition according to any one of claims 1 to 12.
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