JP2008212763A - Emulsification method of oil soluble substance, composition and use - Google Patents

Emulsification method of oil soluble substance, composition and use Download PDF

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JP2008212763A
JP2008212763A JP2007049415A JP2007049415A JP2008212763A JP 2008212763 A JP2008212763 A JP 2008212763A JP 2007049415 A JP2007049415 A JP 2007049415A JP 2007049415 A JP2007049415 A JP 2007049415A JP 2008212763 A JP2008212763 A JP 2008212763A
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fat
soluble substance
emulsion solution
dry powder
water
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Satoru Ishikawa
覚 石川
Kazumasa Otsubo
一政 大坪
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Asahi Kasei Pharma Corp
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  • Edible Oils And Fats (AREA)
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Abstract

<P>PROBLEM TO BE SOLVED: To provide an emulsion solution low in the ratio of an emulsifier and high in the content of an oil soluble substance, its dry powder composition, a manufacturing method of both of them and functional food, a medicine composition or cosmetics containing the dry powder composition. <P>SOLUTION: The oil soluble substance, at least two kinds of emulsifiers and water are mixed and stirred while the resulting mixture is subjected to high pressure emulsification treatment to manufacture the emulsion solution containing the oil soluble substance. The manufactured emulsion solution is dried in the presence of a dispersant to manufacture a dry powder containing the oil soluble substance excellent in water dispersibility. Food, the medicine composition or cosmetics containing the emulsion solution and/or the dry powder is also disclosed. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

本発明は脂溶性物質のエマルジョン溶液、乾燥粉末およびこれらの製造方法に関する。   The present invention relates to an emulsion solution of a fat-soluble substance, a dry powder, and a production method thereof.

脂溶性物質は、人又は動物の栄養において重要な役割を果たす物質が多く知られている。一般に、脂溶性物質は水に対して不溶性であり、そのため、食品や医薬品に添加する際に分離し不均一になりやすいという欠点がある。従って、食品や医薬品の製造において取り扱いが困難であり、また、生体内での脂溶性物質の吸収性が著しく悪くなる。この点を解決するために種々の試みがなされている。例えば、特許文献１（特開昭６２−２５０９４１号公報）には精油、色素、ビタミン、香料より選ばれる１種または２種以上よりなる非水溶性物質１〜７０重量部に水酸基価９７０以下のポリグリセリンをモノ、ジ、トリエステル化して得られるポリグリセリン脂肪酸エステル１〜９０重量部と水０．１〜５０重量部および多価アルコール１〜９０重量部を混合し可溶化することを特徴とする可溶化液の製造法が記載されている。また、特許文献２（特許２７３４５２０号公報）には、全量の０．１〜３．０Ｗ／Ｖ％の油相成分ならびにリン脂質及び非イオン性界面活性剤を必須成分とする０．１〜２０Ｗ／Ｖ％の乳化剤を２０００ｋｇ／ｃｍ２以上の圧力で乳化することを特徴とする微粒子脂肪乳剤の製造法が開示されている。
然しながら、このようにして得られたエマルジョン溶液は添加する乳化剤の割合が高く、結果的に脂溶性物質の含量が低い為、希望する脂溶性物質量を得る為には多量の乳化剤が混入することになり、高濃度の脂溶性物質を含むエマルジョン溶液の開発が望まれていた。
特開昭６２−２５０９４１号公報 特許２７３４５２０号公報 Many fat-soluble substances are known to play an important role in human or animal nutrition. In general, fat-soluble substances are insoluble in water, and therefore have a drawback that they are easily separated and become non-uniform when added to foods and pharmaceuticals. Therefore, it is difficult to handle in the production of foods and pharmaceuticals, and the absorbability of fat-soluble substances in vivo is remarkably deteriorated. Various attempts have been made to solve this problem. For example, Patent Document 1 (Japanese Patent Laid-Open No. 62-250941) discloses that 1 to 70 parts by weight of a water-insoluble substance consisting of one or more selected from essential oils, pigments, vitamins and fragrances has a hydroxyl value of 970 or less. 1 to 90 parts by weight of polyglycerol fatty acid ester obtained by mono-, di- and triesterization of polyglycerol, 0.1 to 50 parts by weight of water and 1 to 90 parts by weight of polyhydric alcohol are mixed and solubilized. A method for producing a solubilizing solution is described. Patent Document 2 (Japanese Patent No. 2734520) discloses that oil oil components of 0.1 to 3.0 W / V% of the total amount and 0.1 to 20 W containing phospholipids and nonionic surfactants as essential components. Disclosed is a method for producing a fine-grain fat emulsion, characterized in that / V% emulsifier is emulsified at a pressure of 2000 kg / cm 2 or more.
However, the emulsion solution thus obtained has a high proportion of the emulsifier added, and consequently the content of the fat-soluble substance is low, so that a large amount of the emulsifier is mixed to obtain the desired amount of the fat-soluble substance. Therefore, development of an emulsion solution containing a high concentration of fat-soluble substance has been desired.
Japanese Patent Laid-Open No. Sho 62-250941 Japanese Patent No. 2734520

本発明は、乳化剤の割合が低く脂溶性物質が高含量のエマルジョン溶液、その乾燥粉末組成物及びこれらの製造方法を提供し、さらには該組成物を含有する機能性食品、医薬組成物、又は化粧品を提供することを目的とする。   The present invention provides an emulsion solution having a low proportion of emulsifier and a high content of a fat-soluble substance, a dry powder composition thereof, and a production method thereof, and further a functional food, a pharmaceutical composition containing the composition, or The purpose is to provide cosmetics.

本発明者は、上記課題を解決するために添加する乳化剤に注目し鋭意研究を重ねた結果、２種類以上の乳化剤を使用することにより、課題を解決できることを見出し、本発明を完成するに至った。
すなわち、本発明は、以下の構成を有する。なお、引用する番号は同番号の枝番号も含むこととする。
（１）１種類以上の脂溶性物質、２種類以上の乳化剤および水を混合した後、高圧乳化処理することを特徴とする脂溶性物質を含有するエマルジョン溶液の製造方法。
（１−２）１種類以上の脂溶性物質、２種類以上の乳化剤および水を混合攪拌した後、高圧乳化処理することを特徴とする脂溶性物質を含有するエマルジョン溶液の製造方法。
（１−３）１種類以上の脂溶性物質、２種類以上の乳化剤および水をミキサーを用いて混合攪拌した後、高圧乳化処理することを特徴とする脂溶性物質を含有するエマルジョン溶液の製造方法。
（２）脂溶性物質がユビデカレノン又はルテインである、前記（１）に記載の脂溶性物質を含有するエマルジョン溶液の製造方法。

（３）上記（１）又は（２）に記載の方法で得られるエマルジョン溶液を乾燥させることを特徴とする水分散性の高い脂溶性物質を含有する乾燥粉末の製造方法。
（４）上記（１）又は（２）に記載の方法で得られるエマルジョン溶液に分散剤を添加した後に乾燥させることを特徴とする水分散性の高い脂溶性物質を含有する乾燥粉末の製造方法。
（５）１種類以上の脂溶性物質、２種類以上の乳化剤および水を混合した後、高圧乳化処理することによって得られる脂溶性物質を含有するエマルジョン溶液。
（５−２）脂溶性物質および乳化剤を混合撹拌した後、高圧乳化処理することによって得られる脂溶性物質を含有する前記（５）に記載のエマルジョン溶液。
（５−３）脂溶性物質および乳化剤をミキサーで混合撹拌した後、高圧乳化処理することによって得られる脂溶性物質を含有する前記（５）に記載のエマルジョン溶液。
（６）脂溶性物質と乳化剤の混合割合が、５０〜９５％重量部の脂溶性物質、５〜５０％重量部の乳化剤である前記（５）記載のエマルジョン溶液。
（７）２種類以上の乳化剤が、ポリグリセリン脂肪酸エステル系から選ばれる1種以上と、ショ糖脂肪酸エステル系から選ばれる1種以上である前記（５）又は（６）記載のエマルジョン溶液。
（８）脂溶性物質が、ユビデカレノン又はルテインである、前記（５）〜（７）のいずれかに記載の脂溶性物質を含有するエマルジョン溶液。
（９）前記（５）〜（８）のいずれかに記載のエマルジョン溶液を乾燥して得られる水分散性の高い脂溶性物質を含有する乾燥粉末。
（１０）前記（５）〜（８）のいずれかにに記載の脂溶性物質を含有するエマルジョン溶液、及び／又は上記（９）に記載の脂溶性物質を含有する乾燥粉末を含んでなる食品、医薬組成物、又は化粧品。 As a result of paying attention to the emulsifier added in order to solve the above problems, the present inventor has found that the problem can be solved by using two or more types of emulsifiers, and has completed the present invention. It was.
That is, the present invention has the following configuration. It should be noted that the quoted number includes the branch number of the same number.
(1) A method for producing an emulsion solution containing a fat-soluble substance, comprising mixing one or more fat-soluble substances, two or more emulsifiers and water, followed by high-pressure emulsification treatment.
(1-2) A method for producing an emulsion solution containing a fat-soluble substance, comprising mixing and stirring one or more kinds of fat-soluble substances, two or more kinds of emulsifiers and water, followed by high-pressure emulsification treatment.
(1-3) A method for producing an emulsion solution containing a fat-soluble substance, comprising mixing and stirring one or more kinds of fat-soluble substances, two or more kinds of emulsifiers and water using a mixer, followed by high-pressure emulsification treatment .
(2) The manufacturing method of the emulsion solution containing the fat-soluble substance as described in said (1) whose fat-soluble substance is ubidecarenone or lutein.

(3) A method for producing a dry powder containing a highly water-dispersible fat-soluble substance, wherein the emulsion solution obtained by the method according to (1) or (2) is dried.
(4) A method for producing a dry powder containing a highly water-dispersible fat-soluble substance, characterized by drying after adding a dispersant to the emulsion solution obtained by the method described in (1) or (2) above .
(5) An emulsion solution containing a fat-soluble substance obtained by mixing one or more kinds of fat-soluble substances, two or more kinds of emulsifiers, and water, followed by high-pressure emulsification treatment.
(5-2) The emulsion solution according to (5) above, which contains a fat-soluble substance obtained by mixing and stirring a fat-soluble substance and an emulsifier and then performing high-pressure emulsification treatment.
(5-3) The emulsion solution according to (5) above, containing a fat-soluble substance obtained by mixing and stirring a fat-soluble substance and an emulsifier with a mixer and then performing high-pressure emulsification treatment.
(6) The emulsion solution according to the above (5), wherein the mixing ratio of the fat-soluble substance and the emulsifier is 50 to 95% by weight of the fat-soluble substance and 5 to 50% by weight of the emulsifier.
(7) The emulsion solution according to (5) or (6), wherein the two or more types of emulsifiers are one or more selected from polyglycerin fatty acid ester and one or more selected from sucrose fatty acid ester.
(8) The emulsion solution containing the fat-soluble substance according to any one of (5) to (7), wherein the fat-soluble substance is ubidecalenone or lutein.
(9) A dry powder containing a highly water-dispersible fat-soluble substance obtained by drying the emulsion solution according to any one of (5) to (8).
(10) A food comprising the emulsion solution containing the fat-soluble substance according to any one of (5) to (8) and / or the dry powder containing the fat-soluble substance according to (9). , Pharmaceutical compositions or cosmetics.

本発明により、脂溶性物質を高含有するエマルジョン溶液、その乾燥粉末組成物及びこれらの工業的な製造方法を提供し、さらには該組成物を含有する機能性食品、医薬組成物、又は化粧品を提供することができる。   According to the present invention, an emulsion solution containing a high amount of a fat-soluble substance, a dry powder composition thereof, and an industrial production method thereof are provided, and further, a functional food, a pharmaceutical composition, or a cosmetic containing the composition is provided. Can be provided.

以下、本願発明について具体的に説明する。
本発明における脂溶性物質としては、医薬品、化粧品、食品等の原料物質として使用されるものであればいずれでもよく、特に限定されない。好ましくはユビデカレノン、リドカイン、ヒノキチオール、脂溶性ビタミン類、ＤＨＡ、肝油、大豆油、ゴマ油、スクワラン、カロテノイド、クルクミン、又はリン脂質等の食品や健康食品、化粧品、医薬品等に使用される物質が挙げられる。さらに好ましくはユビデカレノン、脂溶性ビタミン、カロテノイドまたはこれらの混合物が挙げられる。特に好ましくはユビデカレノンが挙げられる。また、カロテノイドも特に好ましい例であり、中でもルテインは大変好ましい例である。脂溶性物質と乳化剤の混合割合として、脂溶性物質の含有量は４０〜９９％が好ましく、５０〜９５％が特に好ましい。 Hereinafter, the present invention will be specifically described.
The fat-soluble substance in the present invention is not particularly limited as long as it is used as a raw material substance for pharmaceuticals, cosmetics, foods and the like. Preferably, there are substances used for foods such as ubidecarenone, lidocaine, hinokitiol, fat-soluble vitamins, DHA, liver oil, soybean oil, sesame oil, squalane, carotenoid, curcumin, or phospholipid, health foods, cosmetics, pharmaceuticals, etc. . More preferred are ubidecarenone, fat-soluble vitamins, carotenoids or mixtures thereof. Particularly preferred is ubidecarenone. Carotenoids are also particularly preferred examples, and among them lutein is a very preferred example. As a mixing ratio of the fat-soluble substance and the emulsifier, the content of the fat-soluble substance is preferably 40 to 99%, particularly preferably 50 to 95%.

本発明における乳化剤としては、２種類以上の乳化剤を用いる必要がある。２種類以上の乳化剤としては、ポリグリセリン脂肪酸エステル系の乳化剤から選択される１種以上の乳化剤とショ糖脂肪酸エステル系の乳化剤から選択される１種以上の乳化剤を用いることが望ましい。ポリグリセリン脂肪酸エステルとしては、脂肪酸がパルミチン酸、ラウリン酸またはミリスチン酸であるポリグリセリン脂肪酸エステルが好ましい。ショ糖脂肪酸エステルとしては、脂肪酸がパルミチン酸、ラウリン酸またはミリスチン酸であるショ糖脂肪酸エステルが好ましい。乳化剤の種類の数には特に上限は無いが、通常４種類程度を実用上の上限の目安と考えてもよい。
脂溶性物質と乳化剤の混合割合として、これら乳化剤の含有量は１〜６０％が好ましく、５〜５０％が特に好ましい。
また、使用する２種類以上の乳化剤の混合割合は何ら限定されるものではないが、使用する１種類の乳化剤の割合は５〜９５％が好ましく、２種類以上の乳化剤の割合が同じ割合が特に好ましい。 As the emulsifier in the present invention, it is necessary to use two or more types of emulsifiers. As the two or more kinds of emulsifiers, it is desirable to use one or more emulsifiers selected from polyglycerin fatty acid ester emulsifiers and one or more emulsifiers selected from sucrose fatty acid ester emulsifiers. The polyglycerol fatty acid ester is preferably a polyglycerol fatty acid ester in which the fatty acid is palmitic acid, lauric acid or myristic acid. The sucrose fatty acid ester is preferably a sucrose fatty acid ester in which the fatty acid is palmitic acid, lauric acid or myristic acid. There is no particular upper limit to the number of types of emulsifiers, but usually about four types may be considered as a practical upper limit guide.
As a mixing ratio of the fat-soluble substance and the emulsifier, the content of these emulsifiers is preferably 1 to 60%, particularly preferably 5 to 50%.
Further, the mixing ratio of two or more types of emulsifiers to be used is not limited at all, but the ratio of one type of emulsifier to be used is preferably 5 to 95%, and the ratio of two or more types of emulsifiers is particularly the same. preferable.

本発明に用いることができる分散剤としては、デキストリン、シュクロース、マンニトール、マルトース、αシクロデキストリン、βシクロデキストリン、γシクロデキストリンが例示されるが、デキストリン及びマルトースがより好ましく、マルトースが特に好ましい。
添加する分散剤の量は、乾燥粉末が水に均一に分散される量であればよく、好ましくは脂溶性物質と同量程度を添加する。また、分散剤は乾燥前のエマルジョン溶液に添加され、添加後に乾燥することで、水分散性の高い脂溶性物質を含有する乾燥粉末を得ることができる。 Examples of the dispersant that can be used in the present invention include dextrin, sucrose, mannitol, maltose, α cyclodextrin, β cyclodextrin, and γ cyclodextrin, with dextrin and maltose being more preferable, and maltose being particularly preferable.
The amount of the dispersant to be added may be an amount that allows the dry powder to be uniformly dispersed in water, and is preferably added in the same amount as the fat-soluble substance. Moreover, a dispersing agent is added to the emulsion solution before drying, and it can dry after addition, and can obtain the dry powder containing a fat-soluble substance with high water dispersibility.

本発明に用いる混合の手法としては、混合される内容物、例えば、１種類以上の脂溶性物質、２種類以上の乳化剤および水が充分に混合される手法であれば何ら限定されないが、例えば、ミキサーや攪拌子等を用いる攪拌混合、振とう混合、回転混合、超音波を利用した混合などが挙げられ、攪拌混合が好ましく、ミキサーを用いる攪拌混合が特に好ましい。
ミキサーとしては、ホモミキサー、ホモジェッター、ポリトロンホモジナイザー、クレアミックス等の高速撹拌機、プロペラ撹拌機が挙げられる。高圧乳化する際に使用できる高圧乳化機としては、ナノマイザー、アルティマイザー、マイクロフルイタイザー等の均質化処理機が挙げられ、均質化法としては１０００ｋｇ／ｃｍ２以上、好ましくは１５００ｋｇ／ｃｍ２以上、さらに好ましくは２０００ｋｇ／ｃｍ２以上の高せん断力を与える方法が挙げられる。 The mixing method used in the present invention is not limited as long as the content to be mixed, for example, one or more fat-soluble substances, two or more emulsifiers, and water are sufficiently mixed, for example, Stirring and mixing using a mixer, a stirrer, etc., shaking mixing, rotary mixing, mixing using ultrasonic waves, and the like can be mentioned. Stirring and mixing are preferable, and stirring and mixing using a mixer are particularly preferable.
Examples of the mixer include a high speed stirrer such as a homomixer, a homojetter, a polytron homogenizer, and a CLEARMIX, and a propeller stirrer. Examples of the high-pressure emulsifier that can be used for high-pressure emulsification include a homogenizer such as a nanomizer, an optimizer, and a microfluidizer. The homogenization method is 1000 kg / cm 2 or more, preferably 1500 kg / cm 2 or more. More preferably, a method of giving a high shearing force of 2000 kg / cm 2 or more can be mentioned.

本発明の脂溶性物質を含有するエマルジョン溶液の製造方法としては、１種類以上の脂溶性物質、２種類以上の乳化剤および水を混合して水性液剤を調整した後、高圧乳化処理することによりエマルジョン溶液を製造する方法が挙げられる。
また、水性液剤の混合としては前記混合の方法で述べた方法が挙げられる。
また、脂溶性物質はその種類により常温または加温状態で乳化剤と混合されて用いられる。 The emulsion solution containing the fat-soluble substance of the present invention is prepared by mixing one or more fat-soluble substances, two or more emulsifiers and water to prepare an aqueous solution, and then subjecting the emulsion to high-pressure emulsification treatment. The method of manufacturing a solution is mentioned.
In addition, the mixing of the aqueous liquid preparation includes the method described in the mixing method.
In addition, the fat-soluble substance is used by being mixed with an emulsifier at room temperature or in a heated state depending on the type.

本発明の乾燥粉末の製造方法としては、前記エマルジョン溶液を乾燥する方法が挙げられ、エマルジョン溶液をそのまま乾燥することもできるが、エマルジョン溶液に分散剤を添加した後に乾燥させる方が水分散性の高い脂溶性物質を含有する乾燥粉末が得られるため好ましい。乾燥方法としては真空乾燥、凍結乾燥、噴霧乾燥が挙げられ、このうち真空乾燥が好ましい。なお、本発明でいう水分散性が高いとは、乾燥粉末に対し10倍量の水を加え、均一に分散するこという。   The method for producing the dry powder of the present invention includes a method of drying the emulsion solution. The emulsion solution can be dried as it is, but it is more water-dispersible to dry after adding a dispersant to the emulsion solution. This is preferable because a dry powder containing a high fat-soluble substance can be obtained. Examples of the drying method include vacuum drying, freeze drying, and spray drying. Among these, vacuum drying is preferable. In the present invention, the high water dispersibility means that 10 times the amount of water is added to the dry powder and uniformly dispersed.

本発明に係る脂溶性物質のエマルジョン溶液、及び／又は乾燥粉末は、医薬品、動物用医薬品、食品、健康食品、特定保健用食品、家畜用飼料、資産用飼料、ペットフード、ドリンク剤、抗酸化剤、化粧品配合剤、またはこれらに対する添加剤として使用することができる。その際、各製剤をそのまま用いることもでき、また公知の賦形剤を加えて製剤化することもできる。医薬品として用いる場合には、エアゾル剤、チンキ剤、エキス剤、洗口剤、エリキシル剤、顆粒剤、カプセル剤、液剤、シロップ剤、ゼリー剤、注射剤等とすることもできる。また、食品の例としては、清涼飲料水、炭酸飲料、乳飲料、果実飲料、スポーツドリンク等の飲料、菓子、パン類、ハム、ベーコン、ソーセージ等の食肉加工製品、マーガリン等の油脂加工製品、こんぶ、素干品等の水産加工品、ちくわ、かまぼこ等の水産練り製品、麺類、食酢、味噌、しょうゆ等の醗酵食品、砂糖、はちみつ、でんぷん糖等の糖類、冷蔵・冷凍食品、半調理・調理済み食品、酒類、アイスクリーム類、経腸栄養食品などが挙げられる。化粧品としては、香水、オーデコロン、浴用剤、制汗剤、歯磨き剤、化粧水、乳液、クリーム等の基礎化粧品、石鹸、皮膚洗浄料、毛髪用化粧、ボディケア製品等を例示することができる。   The emulsion solution and / or dry powder of the fat-soluble substance according to the present invention is a pharmaceutical, veterinary drug, food, health food, food for specified health use, livestock feed, feed for assets, pet food, drink, antioxidant It can be used as an agent, cosmetic compounding agent, or an additive thereto. At that time, each preparation can be used as it is, or can be formulated by adding known excipients. When used as a medicine, it can be an aerosol, tincture, extract, mouthwash, elixir, granule, capsule, liquid, syrup, jelly, injection or the like. Examples of food include soft drinks, carbonated drinks, milk drinks, fruit drinks, sports drinks and other beverages, confectionery, breads, ham, bacon, sausage and other meat processed products, margarine and other fat and oil processed products, Processed marine products such as kombu and dried products, fish paste products such as chikuwa and kamaboko, fermented foods such as noodles, vinegar, miso and soy sauce, sugars such as sugar, honey and starch, chilled and frozen foods, semi-cooked and cooked Examples include finished foods, alcoholic beverages, ice creams, and enteral nutritional foods. Examples of cosmetics include perfumes, eau de cologne, bath preparations, antiperspirants, toothpastes, basic cosmetics such as lotions, emulsions and creams, soaps, skin cleansers, hair makeup, body care products and the like.

次に、本発明を実施例によりさらに詳細に説明するが、本発明は、これらの例によって何ら限定されるものではない。なお、実施例における試料の平均粒子径は、レーザー回折/散乱式粒度分布測定装置（型式：株式会社堀場製作所ＬＡ-９１０）を使用し、測定条件は相対屈折率１．３０−０．００ｉ、粒子径基準を体積で平均粒子径を測定した。 EXAMPLES Next, although an Example demonstrates this invention still in detail, this invention is not limited at all by these examples. In addition, the average particle diameter of the sample in an Example uses the laser diffraction / scattering type particle size distribution measuring apparatus (model | form: Horiba LA-910), and measurement conditions are relative refractive index 1.30-0.00i, The average particle size was measured by volume based on the particle size standard.

〔実施例１〕 ユビデカレノンエマルジョン溶液の製造
ユビデカレノン（旭化成ファーマ（株）製）５ｇを６０℃に加温しながらショ糖パルミチン酸エステル０．５５％Ｗ／Ｖ水溶液２２．５ｍｌとデカグリセリンラウリン酸エステル０．５５％Ｗ／Ｖ水溶液２２．５ｍｌを加え、ホモミキサー（ＩＫＡ社製Ｔ１８）で１００００ｒｐｍにて５分間撹拌混合して均一な水性液剤を調製した。この水性液剤を高圧乳化機（吉田機械興業株式会社製ナノマイザー）を使用して２０００ｋｇ／ｃｍ２で高圧処理を行い、ユビデカレノンエマルジョン溶液を得た。このエマルジョン溶液を蒸留水にて１０倍に希釈し、希釈液の平均粒子径を測定した結果２４０ｎｍであった。このエマルジョン溶液を９０℃３分間の加熱処理を行った後の平均粒子径、５℃２週間静置した後の平均粒子径は、それぞれ２４０ｎｍと２４５ｎｍであり、それらの概観は目視観察の結果、エマルジョン溶液作成直後となんらか変化が認められず、安定したエマルジョン溶液であることを確認した。 [Example 1] Production of Ubidecarenone Emulsion Solution While heating 5 g of Ubidecarenone (manufactured by Asahi Kasei Pharma Co., Ltd.) to 60 ° C, 22.5 ml of 0.55% sucrose palmitic acid ester aqueous solution and decaglycerin laurate ester 22.5 ml of 0.55% W / V aqueous solution was added, and the mixture was stirred and mixed at 10,000 rpm for 5 minutes with a homomixer (T18 manufactured by IKA) to prepare a uniform aqueous liquid. This aqueous liquid was subjected to high pressure treatment at 2000 kg / cm 2 using a high pressure emulsifier (Nanomizer manufactured by Yoshida Kikai Kogyo Co., Ltd.) to obtain a ubidecalenone emulsion solution. This emulsion solution was diluted 10 times with distilled water, and the average particle size of the diluted solution was measured and found to be 240 nm. The average particle size after the emulsion solution was heated at 90 ° C. for 3 minutes and the average particle size after standing at 5 ° C. for 2 weeks were 240 nm and 245 nm, respectively. No change was observed immediately after the preparation of the emulsion solution, and it was confirmed that the emulsion solution was stable.

〔実施例２〕 ルテインエマルジョン溶液の製造
ルテイン−Ｐ８０（オリザ油化（株）製、商品名）５ｇを常温にてショ糖パルミチン酸エステル０．５５％Ｗ／Ｖ水溶液１１．３ｍｌとデカグリセリンラウリン酸エステル０．５５％Ｗ／Ｖ水溶液３３．７ｍｌを加えホモミキサー（ＩＫＡ社製Ｔ１８）で１００００ｒｐｍにて５分間撹拌混合して均一な水性液剤を調製した。この水性液剤を高圧乳化機（吉田機械興業株式会社製ナノマイザー）を使用して２０００ｋｇ／ｃｍ２で高圧処理を行い、ルテインエマルジョン溶液を得た。このエマルジョン溶液を蒸留水にて１０倍に希釈し、希釈液の平均粒子径を測定した結果３１０ｎｍであった。このエマルジョン溶液を９０℃３分間の加熱処理を行った後の平均粒子径、５℃２週間静置した後の平均粒子径は、それぞれ３１２ｎｍと３１５ｎｍであり、それらの概観は目視観察の結果、エマルジョン溶液作成直後となんらか変化が認められず、安定したエマルジョン溶液であることを確認した。 [Example 2] Production of lutein emulsion solution 5 g of lutein-P80 (trade name, manufactured by Oriza Oil Chemical Co., Ltd.) at room temperature and 11.3 ml of 0.55% aqueous sucrose palmitate ester and decaglycerin laurin 33.7 ml of an acid ester 0.55% W / V aqueous solution was added, and the mixture was stirred and mixed at 10000 rpm for 5 minutes with a homomixer (T18 manufactured by IKA) to prepare a uniform aqueous solution. This aqueous solution was subjected to high pressure treatment at 2000 kg / cm 2 using a high pressure emulsifier (Nanomizer manufactured by Yoshida Kikai Co., Ltd.) to obtain a lutein emulsion solution. This emulsion solution was diluted 10 times with distilled water, and the average particle size of the diluted solution was measured. As a result, it was 310 nm. The average particle size after the emulsion solution was heated at 90 ° C. for 3 minutes and the average particle size after standing at 5 ° C. for 2 weeks were 312 nm and 315 nm, respectively. No change was observed immediately after the preparation of the emulsion solution, and it was confirmed that the emulsion solution was stable.

〔実施例３〕 ユビデカレノン水分散粉末の製造
実施例１で作成したユビデカレノンエマルジョン溶液１０ｍｌに１ｇのマルトースを添加し十分混合撹拌し均一溶液を作成した。作成した均一溶液を４０℃にて真空乾燥した。得られた乾燥粉末のうち１ｇを量り取り蒸留水を５ｍｌ添加し撹拌したところ均一なエマルジョン溶液が得られた。得られたエマルジョン溶液を蒸留水にて１０倍に希釈し、希釈液の平均粒子径を測定した結果３９０ｎｍであった。このエマルジョン溶液を９０℃３分間の加熱処理を行った後の平均粒子径、５℃２週間静置した後の平均粒子径は、それぞれ３９０ｎｍと３９５ｎｍであり、それらの概観は目視観察の結果、エマルジョン溶液作成直後となんらか変化が認められず、安定したエマルジョン溶液であることを確認した。また、水分散性については、得られた乾燥粉末に１０倍量の水を添加しその分散性を観察したところ、均一に分散されることを確認した。 Example 3 Production of Ubidecarenone Water-Dispersed Powder 1 g of maltose was added to 10 ml of the ubidecarenone emulsion solution prepared in Example 1 and sufficiently mixed and stirred to prepare a uniform solution. The produced uniform solution was vacuum-dried at 40 degreeC. When 1 g of the obtained dry powder was weighed and 5 ml of distilled water was added and stirred, a uniform emulsion solution was obtained. The obtained emulsion solution was diluted 10-fold with distilled water, and the average particle size of the diluted solution was measured and found to be 390 nm. The average particle size after the emulsion solution was heated at 90 ° C. for 3 minutes and the average particle size after standing at 5 ° C. for 2 weeks were 390 nm and 395 nm, respectively. No change was observed immediately after the preparation of the emulsion solution, and it was confirmed that the emulsion solution was stable. Moreover, about water dispersibility, when 10 times amount of water was added to the obtained dry powder and the dispersibility was observed, it confirmed that it was disperse | distributing uniformly.

〔実施例４〕 ルテイン水分散粉末の製造
実施例２で作成したルテインエマルジョン溶液１０ｍｌに１ｇのマルトースを添加し十分混合撹拌し均一溶液を作成した。作成した均一溶液を４０℃にて真空乾燥した。得られた乾燥粉末のうち１ｇを量り取り蒸留水を５ｍｌ添加し撹拌したところ均一なエマルジョン溶液が得られた。得られたエマルジョン溶液を蒸留水にて１０倍に希釈し、希釈液の平均粒子径を測定した結果４０５ｎｍであった。このエマルジョン溶液を９０℃３分間の加熱処理を行った後の平均粒子径、５℃２週間静置した後の平均粒子径は、それぞれ４０５ｎｍと４００ｎｍであり、それらの概観は目視観察の結果、エマルジョン溶液作成直後となんらか変化が認められず、安定したエマルジョン溶液であることを確認した。また、水分散性については、得られた乾燥粉末に１０倍量の水を添加しその分散性を観察したところ、均一に分散されることを確認した。 Example 4 Production of Lutein Water-Dispersed Powder 1 g of maltose was added to 10 ml of the lutein emulsion solution prepared in Example 2 and sufficiently mixed and stirred to prepare a uniform solution. The produced uniform solution was vacuum-dried at 40 degreeC. When 1 g of the obtained dry powder was weighed and 5 ml of distilled water was added and stirred, a uniform emulsion solution was obtained. The obtained emulsion solution was diluted 10 times with distilled water, and the average particle size of the diluted solution was measured, and the result was 405 nm. The average particle size after the emulsion solution was heated at 90 ° C. for 3 minutes and the average particle size after standing at 5 ° C. for 2 weeks were 405 nm and 400 nm, respectively. No change was observed immediately after the preparation of the emulsion solution, and it was confirmed that the emulsion solution was stable. Moreover, about water dispersibility, when 10 times amount of water was added to the obtained dry powder and the dispersibility was observed, it confirmed that it was disperse | distributing uniformly.

［食品例］ヨーグルト
実施例１で得たユビデカレノンエマルジョン溶液を、牛乳の５重量％になるように添加した後、均一になるよう攪拌し、通常の方法によりヨーグルトを作製した。このヨーグルトは、通常のヨーグルトと比較して、ユビデカレノンの存在により、薄い黄色を呈していた。 [Food Examples] Yogurt After adding the ubidecalenone emulsion solution obtained in Example 1 to 5% by weight of milk, the mixture was stirred uniformly to prepare yogurt by a normal method. This yogurt had a light yellow color due to the presence of ubidecarenone, compared to normal yogurt.

［製剤例］ルテイン含有錠剤
実施例４で得たルテイン水分散粉末１２０重量部に対して結晶セルロース３３０重量部、カルメロース−カルシウム１５重量部、ヒドロキシプロピルセルロース１０重量部及び精製水６０重量部を用いて通常の方法にて配合、乾燥した後、１０重量部のステアリン酸マグネシウムを添加し、打錠を行い、１錠あたりルテイン１０ｍｇを含有する１００ｍｇの錠剤を得た。 [Formulation Examples] Lutein-containing tablets Using 120 parts by weight of the aqueous lutein dispersion powder obtained in Example 4, 330 parts by weight of crystalline cellulose, 15 parts by weight of carmellose-calcium, 10 parts by weight of hydroxypropyl cellulose and 60 parts by weight of purified water are used. After mixing and drying by a usual method, 10 parts by weight of magnesium stearate was added, and tableting was performed to obtain 100 mg tablets containing 10 mg of lutein per tablet.

［化粧品例］ユビデカレノン含有クリーム剤（化粧品）
実施例２で得たユビデカレノン水分散粉末を、白色ワセリンに０．０３重量％になるように添加し、芳香剤などとともに、均一になるように攪拌し、通常の方法によりクリーム剤を作製した。 [Cosmetics] Ubidecarenone-containing cream (cosmetics)
The ubidecalenone water-dispersed powder obtained in Example 2 was added to white petrolatum so as to be 0.03% by weight and stirred uniformly with a fragrance and the like to prepare a cream by a usual method.

本発明によれば、脂溶性物質を高含有するエマルジョン溶液、その乾燥粉末組成物及びその工業的な製造方法を提供することができ、その結果、該組成物を含有する機能性食品、医薬組成物、又は化粧品を提供することができる。   According to the present invention, an emulsion solution containing a high amount of a fat-soluble substance, a dry powder composition thereof, and an industrial production method thereof can be provided. As a result, functional foods and pharmaceutical compositions containing the composition Products or cosmetics can be provided.

Claims (10)

１種類以上の脂溶性物質、２種類以上の乳化剤および水を混合した後、高圧乳化処理することを特徴とする脂溶性物質を含有するエマルジョン溶液の製造方法。   A method for producing an emulsion solution containing a fat-soluble substance, comprising mixing one or more kinds of fat-soluble substances, two or more kinds of emulsifiers and water, followed by high-pressure emulsification treatment. 脂溶性物質がユビデカレノン又はルテインである、請求項１に記載の脂溶性物質を含有するエマルジョン溶液の製造方法。   The method for producing an emulsion solution containing a fat-soluble substance according to claim 1, wherein the fat-soluble substance is ubidecalenone or lutein. 請求項１又は２に記載の方法で得られるエマルジョン溶液を乾燥させることを特徴とする水分散性の高い脂溶性物質を含有する乾燥粉末の製造方法。   A method for producing a dry powder containing a fat-soluble substance having high water dispersibility, wherein the emulsion solution obtained by the method according to claim 1 or 2 is dried. 請求項１又は２に記載の方法で得られるエマルジョン溶液に分散剤を添加した後に乾燥させることを特徴とする水分散性の高い脂溶性物質を含有する乾燥粉末の製造方法。   A method for producing a dry powder containing a fat-soluble substance having a high water dispersibility, wherein the emulsion solution obtained by the method according to claim 1 or 2 is dried after being added with a dispersant. １種類以上の脂溶性物質、２種類以上の乳化剤および水を混合した後、高圧乳化処理することによって得られるエマルジョン溶液。   An emulsion solution obtained by mixing one or more types of fat-soluble substances, two or more types of emulsifiers and water, followed by high-pressure emulsification treatment. 脂溶性物質と乳化剤の混合割合が、５０〜９５％重量部の脂溶性物質、５〜５０％重量部の乳化剤である請求項５記載のエマルジョン溶液。   The emulsion solution according to claim 5, wherein the mixing ratio of the fat-soluble substance and the emulsifier is 50 to 95% by weight of the fat-soluble substance and 5 to 50% by weight of the emulsifier. ２種類以上の乳化剤が、ポリグリセリン脂肪酸エステル系から選ばれる1種以上と、ショ糖脂肪酸エステル系から選ばれる1種以上である請求項５又は６記載のエマルジョン溶液。   The emulsion solution according to claim 5 or 6, wherein the two or more emulsifiers are one or more selected from polyglycerin fatty acid ester and one or more selected from sucrose fatty acid ester. 脂溶性物質が、ユビデカレノン又はルテインである、請求項５〜７のいずれかに記載の脂溶性物質を含有するエマルジョン溶液。   The emulsion solution containing the fat-soluble substance according to any one of claims 5 to 7, wherein the fat-soluble substance is ubidecalenone or lutein. 請求項５〜８のいずれかに記載のエマルジョン溶液を乾燥して得られる水分散性の高い脂溶性物質を含有する乾燥粉末。   A dry powder containing a highly water-dispersible fat-soluble substance obtained by drying the emulsion solution according to claim 5. 請求項５〜８のいずれかに記載の脂溶性物質を含有するエマルジョン溶液、及び／又は請求項９に記載の脂溶性物質を含有する乾燥粉末を含んでなる食品、医薬組成物、又は化粧品。   A food, a pharmaceutical composition, or a cosmetic comprising the emulsion solution containing the fat-soluble substance according to any one of claims 5 to 8, and / or the dry powder containing the fat-soluble substance according to claim 9.
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