JP2007289074A - Oil-in-d-phase emulsified composition - Google Patents

Oil-in-d-phase emulsified composition Download PDF

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JP2007289074A
JP2007289074A JP2006121108A JP2006121108A JP2007289074A JP 2007289074 A JP2007289074 A JP 2007289074A JP 2006121108 A JP2006121108 A JP 2006121108A JP 2006121108 A JP2006121108 A JP 2006121108A JP 2007289074 A JP2007289074 A JP 2007289074A
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JP4788462B2 (en
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Masahiko Ishitobi
雅彦 石飛
Naoya Otomo
直也 大友
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Mitsubishi Chemical Corp
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Abstract

<P>PROBLEM TO BE SOLVED: To provide an oil-in-D-phase emulsified composition producing fine oil droplets having high stability, particularly even in heated condition. <P>SOLUTION: The oil-in-D-phase (O/D) emulsified composition is such that the D-phase contains polyvalent alcohol and a hydrophilic emulsifier, and the oil phase has oleophic emulsifier having lower hydrophilicity than that of the hydrophilic emulsifier. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

本発明は、乳化剤を溶解した多価アルコールに、油を添加して乳化することにより製造されるD相中油型(O/D型)乳化組成物及びその製造方法に関する。   The present invention relates to an oil-in-phase (O / D type) emulsified composition produced by adding oil to a polyhydric alcohol in which an emulsifier is dissolved and emulsifying it, and a method for producing the same.

エマルションは、加工食品、嗜好食品、健康食品などの食品、調理・調味料、各種飲料、飼料、化粧品、医薬品、塗料などの工業製品等に広く利用されている。これらのエマルションを含む製品では、エマルションの安定性を高めるために、微細で均一な乳化滴をもつエマルションが求められている。
エマルションの製造方法は種々の方法が知られているが、その中でも、微細な油滴の乳化物が得られるD(Detergent=界面活性剤)相乳化法が注目されている(特許文献1〜4)。D相乳化法は、まず、乳化剤を多価アルコール又は多価アルコール水溶液に溶解し、これに油相を添加して乳化することによりD相中油型(O/D型)乳化組成物を製造し、次いで、このD相中油型(O/D型)乳化組成物を水性媒体で希釈することにより微細な水相中油型(O/W型)エマルションを得る方法である(非特許文献1)。
Fragrance Journal,4,34−41(1993) 特開平7−59545号公報 特開2000−83624号公報 特開2000−102356号公報 特開2004−290104号公報
Emulsions are widely used in foods such as processed foods, taste foods, health foods, cooking / condiments, various beverages, feeds, cosmetics, pharmaceuticals, paints, and other industrial products. In products containing these emulsions, an emulsion having fine and uniform emulsified droplets is required in order to increase the stability of the emulsion.
Various methods are known for producing emulsions, and among these, D (detergent = surfactant) phase emulsification method, which can obtain an emulsion of fine oil droplets, has attracted attention (Patent Documents 1 to 4). ). In the D phase emulsification method, first, an emulsifier is dissolved in a polyhydric alcohol or a polyhydric alcohol aqueous solution, and an oil phase is added to the emulsified emulsion to produce a D phase oil-in-oil (O / D type) emulsion composition. Subsequently, this D-phase oil-in-oil (O / D type) emulsion composition is diluted with an aqueous medium to obtain a fine water-in-oil-in-oil (O / W type) emulsion (Non-patent Document 1).
Fragrance Journal, 4, 34-41 (1993) JP-A-7-59545 JP 2000-83624 A JP 2000-102356 A JP 2004-290104 A

例えば、特許文献3には、D相中にHLBが6〜16の乳化剤を含むD相中油型(O/D型)乳化組成物に卵、酢及び油を加えて得られる水相中油型エマルション(マヨネーズ)は、HLBが6〜16の乳化剤を卵、酢及び油と単に混合して得られる水相中油型エマルション(マヨネーズ)よりも安定性が高いことが記載されている。特許文献4には、D相中にHLBが11〜16の乳化剤を含むD相中油型(O/D型)乳化組成物は、酸性食品中でも油滴が安定であることが記載されている。また、特許文献2の実施例2には、D相中にモノステアリン酸ジグリセリンエステル(HLB7.6)とジステアリン酸デカグリセリンエステル(HLB11.7)を含むD相中油型(O/D型)乳化組成物を含む全卵液は冷凍しても安定であることが記載されている。   For example, Patent Document 3 discloses an oil-in-water emulsion obtained by adding egg, vinegar and oil to a D-phase oil-in-oil (O / D) emulsion composition containing an emulsifier having an HLB of 6 to 16 in the D phase. (Mayonnaise) is described as having higher stability than an oil-in-water emulsion (mayonnaise) obtained by simply mixing an emulsifier having an HLB of 6 to 16 with eggs, vinegar and oil. Patent Document 4 describes that a D-phase oil-in-oil (O / D type) emulsion composition containing an emulsifier having an HLB of 11 to 16 in the D phase has stable oil droplets even in acidic foods. In Example 2 of Patent Document 2, oil-in-phase type D (O / D type) containing monostearic acid diglycerin ester (HLB7.6) and distearic acid decaglycerol ester (HLB11.7) in D phase. It is described that the whole egg liquid containing the emulsified composition is stable even when frozen.

しかしながら、本発明者の検討によれば、これらのD相中油型(O/D型)乳化組成物は、これを水性媒体と混合して得られる水相中油型(O/W型)エマルションの油滴の安定性、なかでも加温状態における油滴の安定性の点において、まだ満足すべきものとは言い難い。
従って、本発明は、安定性、なかでも加温状態においても安定性が高い微細な油滴を与えるD相中油型(O/D型)乳化組成物を提供することを目的とするものである。
However, according to the study of the present inventors, these D-phase oil-in-oil (O / D) emulsion compositions are obtained by mixing an aqueous medium-in-oil (O / W) emulsion with an aqueous medium. In terms of the stability of the oil droplets, especially the stability of the oil droplets in a heated state, it is still not satisfactory.
Accordingly, an object of the present invention is to provide a D-phase oil-in-oil (O / D type) emulsion composition that gives fine oil droplets that are highly stable, especially in a heated state. .

本発明者らは、上記のような状況に鑑み鋭意検討した結果、多価アルコール相に親水性乳化剤を溶解させ、かつ、油相側にこれよりも親水性の低い親油性乳化剤を溶解させることにより、安定性が高い微細な油滴を与えるD相中油型(O/D型)乳化組成物が得られることを見出し、本発明を完成するに至った。   As a result of intensive studies in view of the above situation, the present inventors have dissolved a hydrophilic emulsifier in the polyhydric alcohol phase and dissolved a lipophilic emulsifier having a lower hydrophilicity than this in the oil phase. Thus, it was found that a D-phase oil-in-oil (O / D type) emulsified composition giving fine oil droplets with high stability was obtained, and the present invention was completed.

すなわち、本発明の要旨は、D相が多価アルコールと親水性乳化剤を含有し、油相が該親水性乳化剤よりも親水性の低い親油性乳化剤を含有することを特徴とするD相中油型(O/D型)乳化組成物、及びHLBが10以上の親水性乳化剤を含む多価アルコールと、HLBが10未満の親油性乳化剤を含む油溶性物質を混合することを特徴とするD相中油型(O/D型)乳化組成物の製造方法に存する。   That is, the gist of the present invention is that the D phase contains a polyhydric alcohol and a hydrophilic emulsifier, and the oil phase contains a lipophilic emulsifier having a lower hydrophilicity than the hydrophilic emulsifier. (O / D type) Emulsion composition, polyhydric alcohol containing hydrophilic emulsifier with HLB of 10 or more, and oil-soluble substance containing lipophilic emulsifier with HLB of less than 10 It exists in the manufacturing method of a type | mold (O / D type) emulsion composition.

本発明のD相中油型(O/D型)乳化組成物は、水性媒体で希釈した場合に油滴の粒径が小さく安定性に優れたエマルションを与えるので、食品、医薬品、化粧品などの用途に好適に用いられる。   The D-phase oil-in-oil (O / D type) emulsion composition of the present invention provides an emulsion having a small oil droplet size and excellent stability when diluted with an aqueous medium. Is preferably used.

本発明のD相中油型(O/D型)乳化組成物は、親水性乳化剤を含む多価アルコールまたは多価アルコール水溶液に、これよりも親水性の低い親油性乳化剤を含む油溶性物質を添加・攪拌することにより得ることができる。   The D-phase oil-in-oil type (O / D type) emulsified composition of the present invention adds an oil-soluble substance containing a lipophilic emulsifier having a lower hydrophilicity to a polyhydric alcohol or polyhydric alcohol aqueous solution containing a hydrophilic emulsifier. -It can be obtained by stirring.

多価アルコールとしては、通常、水溶性多価アルコールが用いられ、なかでも分子内に水酸基を3個以上有するものが好ましく用いられる。
多価アルコールとしては、グリセリン、ジグリセリン、トリグリセリン、テトラグリセリンなどのポリグリセリン、グルコース、マルトース、マルチトール、ショ糖、フラクトース、キシリトール、イノシトール、ペンタエリスリトール、ソルビトール、マルトトリオース、澱粉分解糖などの糖及びこれらの糖の還元アルコールなどが挙げられる。これらは、単独で用いても、2以上を組み合わせて使用してもよい。
また、多価アルコールはそのまま用いても、水に溶解して50〜99.9重量%程度の水溶液として用いてもよい。
As the polyhydric alcohol, a water-soluble polyhydric alcohol is usually used, and among them, those having 3 or more hydroxyl groups in the molecule are preferably used.
Examples of polyhydric alcohols include polyglycerin such as glycerin, diglycerin, triglycerin, tetraglycerin, glucose, maltose, maltitol, sucrose, fructose, xylitol, inositol, pentaerythritol, sorbitol, maltotriose, starch degrading sugar, etc. And the reduced alcohols of these sugars. These may be used alone or in combination of two or more.
In addition, the polyhydric alcohol may be used as it is, or may be used as an aqueous solution of about 50 to 99.9% by weight dissolved in water.

親水性乳化剤としては、通常HLBが10以上の乳化剤が用いられる。なかでも、HLBが14以上の乳化剤を用いると、得られるD相中油型(O/D型)乳化組成物を水性媒体で希釈して得られる水相中油型(O/W型)エマルションの乳化性がより良好となるので好ましい。HLBが10未満の乳化剤を用いたのでは、得られたD相中油型(O/D型)乳化組成物を水性媒体で希釈した際に、安定性の良いエマルションを与えなかったり、全くエマルションとならない場合がある。   As the hydrophilic emulsifier, an emulsifier having an HLB of 10 or more is usually used. Among them, when an emulsifier having an HLB of 14 or more is used, emulsification of an oil-in-water (O / W) emulsion obtained by diluting the obtained oil-in-D (O / D) emulsion composition with an aqueous medium. This is preferable because the property becomes better. When an emulsifier having an HLB of less than 10 was used, when the obtained D-phase oil-in-oil (O / D) emulsion composition was diluted with an aqueous medium, a stable emulsion was not given, or no emulsion was used. It may not be possible.

HLBが10以上の乳化剤としては、例えば、デカグリセリンモノミリステート、デカグリセリンモノパルミテート、デカグリセリンモノステアレート、デカグリセリンモノオレエートなどのグリセリンの重合度が4以上、好ましくは4〜12のポリグリセリン脂肪酸エステル;ショ糖モノミリスチン酸エステル、ショ糖モノパルミチン酸エステル、ショ糖モノステアリン酸エステル、ショ糖モノオレイン酸エステルなどのショ糖脂肪酸エステル;レシチン部分加水分解物、リゾレシチンなどの水溶性リン脂質;糖脂質;サポニン;大豆蛋白、カゼインナトリウムなどの蛋白質やその変性物などが挙げられる。これらは、単独で用いても、2以上を組み合わせて使用してもよい。   As an emulsifier having an HLB of 10 or more, for example, the polymerization degree of glycerin such as decaglycerin monomyristate, decaglycerin monopalmitate, decaglycerin monostearate, decaglycerin monooleate is 4 or more, preferably 4-12. Polyglycerin fatty acid ester; sucrose monomyristic acid ester, sucrose monopalmitic acid ester, sucrose monostearic acid ester, sucrose monooleic acid ester, and other sucrose fatty acid esters; lecithin partial hydrolyzate, lysolecithin and other water-soluble substances Examples include phospholipids; glycolipids; saponins; proteins such as soy protein and sodium caseinate, and modified products thereof. These may be used alone or in combination of two or more.

D相中油型(O/D型)乳化組成物に占める親水性乳化剤の割合は、通常0.5重量%以上、好ましくは1重量%以上、更に好ましくは5重量%以上であり、上限は50重量%以下、好ましくは30重量%以下、更に好ましくは20重量%以下である。親水性乳化剤が少なすぎると、D相中油型(O/D型)乳化組成物を水性媒体で希釈しても、エマルションを形成しなかったり、安定性の良いエマルションを形成しないことがある。また、親水性乳化剤が多すぎると、D相中油型(O/D型)乳化組成物の粘度が高くなりすぎて、水性媒体で希釈して水相中油型(O/W型)エマルションとするのが困難となる。また、エマルションを形成させても、これを食品、飲料などに用いた場合に、風味が悪くなる恐れがある。   The ratio of the hydrophilic emulsifier in the D-phase oil-in-oil (O / D type) emulsion composition is usually 0.5% by weight or more, preferably 1% by weight or more, more preferably 5% by weight or more, and the upper limit is 50%. % By weight or less, preferably 30% by weight or less, more preferably 20% by weight or less. When the amount of the hydrophilic emulsifier is too small, even when the D-phase oil-in-oil (O / D) emulsion composition is diluted with an aqueous medium, an emulsion may not be formed or a stable emulsion may not be formed. Moreover, when there are too many hydrophilic emulsifiers, the viscosity of a D phase oil-in-oil (O / D type) emulsion composition will become high too much, and it dilutes with an aqueous medium to make an oil-in-water type (O / W type) emulsion. It becomes difficult. Even if an emulsion is formed, the flavor may be deteriorated when it is used in foods, beverages and the like.

本発明では、D相中油型(O/D型)乳化組成物を製造する際に、油溶性物質にも乳化剤を溶解させておく。この乳化剤としては、上記の多価アルコール中に溶解させておく乳化剤よりも親水性の低いもの、すなわち親油性のものを用いる。これにより得られるD相中油型(O/D型)乳化組成物を水性媒体で希釈した際の油滴の粒子径が小さくなり、エマルションの安定性を向上させることができる。
親油性乳化剤としては、通常はHLBが10未満の乳化剤が用いられる。なかでもHLBが8以下の乳化剤を用いた場合には、得られるD相中油型(O/D型)乳化組成物を水性媒体に希釈することにより得られる水相中油型(O/W型)エマルションの乳化性がより良好となるので好ましい。
In the present invention, an emulsifier is also dissolved in an oil-soluble substance when a D-phase medium oil type (O / D type) emulsion composition is produced. As this emulsifier, one having a lower hydrophilicity than the emulsifier dissolved in the polyhydric alcohol, that is, a lipophilic one is used. As a result, the particle diameter of the oil droplets when the obtained D-phase oil-in-oil (O / D) emulsion composition is diluted with an aqueous medium is reduced, and the stability of the emulsion can be improved.
As the lipophilic emulsifier, an emulsifier having an HLB of less than 10 is usually used. In particular, when an emulsifier having an HLB of 8 or less is used, an oil-in-water type (O / W type) obtained by diluting the obtained D-phase in-oil type (O / D type) emulsion composition in an aqueous medium. This is preferable because the emulsifiability of the emulsion becomes better.

HLBが10未満の乳化剤としては、例えば、グリセリンモノミリステート、グリセリンモノパルミテート、グリセリンモノステアレート、グリセリンモノオレエートなどのグリセリン脂肪酸エステル;ジグリセリンモノミリステート、ジグリセリンモノパルミテート、ジグリセリンモノステアレート、ジグリセリンモノオレエートなどのジグリセリン脂肪酸エステル;トリグリセリンモノミリステート、トリグリセリンモノパルミテート、トリグリセリンモノステアレート、トリグリセリンモノオレエートなどのトリグリセリン脂肪酸エステル;炭素数12〜22の飽和若しくは不飽和脂肪酸のモノグリセリドとコハク酸、クエン酸又はジアセチル酒石酸とのエステルなどのモノグリセリド有機酸エステル;テトラグリセリンテトラリシノレエートなどのポリグリセリン縮合リシノレイン酸エステル;ソルビタンミリスチン酸エステル、ソルビタンパルミチン酸エステル、ソルビタンステアリン酸エステル、ソルビタンオレイン酸エステルなどのソルビタン脂肪酸エステル;プロピレングリコールミリスチン酸エステル、プロピレングリコールパリミチン酸エステル、プロピレングリコールステアリン酸エステル、プロピレングリコールオレイン酸エステルなどのプロピレングリコール脂肪酸エステル;ショ糖パルミチン酸ペンタエステル、ショ糖ステアリン酸ペンタエステル、ショ糖オレイン酸ペンタエステルなどのショ糖脂肪酸ポリエステル;レシチン等のリン脂質が挙げられる。これらは、単独で用いても、2以上を組み合わせて使用してもよい。なかでもレシチン単独かレシチンと他の親油性乳化剤との組合わせ、特にレシチンとジグリセリンモノオレエートとの組み合わせが好ましい。   Examples of emulsifiers having an HLB of less than 10 include glycerin fatty acid esters such as glycerin monomyristate, glycerin monopalmitate, glycerin monostearate, and glycerin monooleate; diglycerin monomyristate, diglycerin monopalmitate, diglycerin. Diglycerol fatty acid esters such as monostearate and diglycerol monooleate; triglycerol fatty acid esters such as triglycerol monomyristate, triglycerol monopalmitate, triglycerol monostearate and triglycerol monooleate; Monoglyceride organic acid esters such as esters of 22 saturated or unsaturated fatty acid monoglycerides with succinic acid, citric acid or diacetyltartaric acid; tetraglycerin tetraricino Polyglycerin condensed ricinoleate such as ate; sorbitan fatty acid ester such as sorbitan myristic acid ester, sorbitan palmitic acid ester, sorbitan stearic acid ester, sorbitan oleic acid ester; propylene glycol myristic acid ester, propylene glycol parimetic acid ester, propylene glycol Propylene glycol fatty acid esters such as stearic acid ester and propylene glycol oleic acid ester; Sucrose fatty acid polyesters such as sucrose palmitic acid pentaester, sucrose stearic acid pentaester and sucrose oleic acid pentaester; Phospholipids such as lecithin It is done. These may be used alone or in combination of two or more. Among these, lecithin alone or a combination of lecithin and another lipophilic emulsifier, particularly a combination of lecithin and diglycerin monooleate is preferable.

D相中油型(O/D型)乳化組成物に占める親油性乳化剤の割合は、通常0.05重量%以上、好ましくは0.1重量%以上、更に好ましくは0.5重量%以上であり、上限は通常10重量%以下、好ましくは5重量%以下である。親油性乳化剤が少なすぎると、水性媒体で希釈して水中油型(O/W型)エマルションとした際に油滴の粒子径を小さくする効果が十分に発現しない。逆に、多すぎるとエマルションが不安定になったり、これを食品や飲料に用いた場合に風味が悪くなる恐れがある。   The ratio of the lipophilic emulsifier in the D-phase oil-in-oil (O / D type) emulsion composition is usually 0.05% by weight or more, preferably 0.1% by weight or more, more preferably 0.5% by weight or more. The upper limit is usually 10% by weight or less, preferably 5% by weight or less. When the amount of the lipophilic emulsifier is too small, the effect of reducing the particle size of the oil droplets is not sufficiently exhibited when diluted with an aqueous medium to form an oil-in-water (O / W) emulsion. On the other hand, if the amount is too large, the emulsion may become unstable, or the flavor may deteriorate when used in foods and beverages.

D相中油型(O/D型)乳化組成物における親水性乳化剤と親油性乳化剤の比率は、親水性乳化剤及び親油性乳化剤のHLB値にもよるが、重量比で、親水性乳化剤:親油性乳化剤=通常10:0.5〜10、好ましくは10:0.5〜5である。親油性乳化剤が少なすぎると水性媒体で希釈して水中油型(O/W型)エマルションとした際に油滴の粒子径を小さくする効果が十分に発現しない。一方多すぎるとエマルションが不安定になったり、これを食品や飲料に用いた場合に風味が悪くなる恐れがある。   The ratio of the hydrophilic emulsifier to the lipophilic emulsifier in the D-phase oil-in-oil type (O / D type) emulsion composition depends on the HLB value of the hydrophilic emulsifier and the lipophilic emulsifier. Emulsifier = usually 10: 0.5 to 10, preferably 10: 0.5 to 5. When the amount of the lipophilic emulsifier is too small, the effect of reducing the particle diameter of the oil droplets is not sufficiently exhibited when diluted with an aqueous medium to form an oil-in-water (O / W type) emulsion. On the other hand, if the amount is too large, the emulsion may become unstable, or the flavor may deteriorate when used in foods and beverages.

油溶性物質としては、食品、飼料、化粧品、医薬品及び工業等の分野で利用される任意の油溶性物質を用いることができ、具体的には、脂肪酸、油脂、ワックス、炭化水素、高級アルコール、テルペン、精油、脂溶性ビタミン、油溶性薬物、油溶性色素等が挙げられる。   As the oil-soluble substance, any oil-soluble substance used in the fields of food, feed, cosmetics, pharmaceuticals, and industry can be used. Specifically, fatty acids, fats and oils, waxes, hydrocarbons, higher alcohols, Examples include terpenes, essential oils, fat-soluble vitamins, oil-soluble drugs, and oil-soluble pigments.

脂肪酸としては、ミリスチン酸、パルミチン酸、イソパルミチン酸、ステアリン酸、オレイン酸、リノール酸、リノレン酸、リシノール酸、12−ヒドロキシステアリン酸、10−ヒドロキシステアリン酸、ベヘン酸、ヘキサデカトリエン酸、オクタデカトリエン酸、エイコサテトラエン酸、ドコサテトラエン酸、エイコサペンタエン酸、ドコサペンタエン酸、ドコサヘキサエン酸、テトラヘキサエン酸およびこれらの幾何異性体等が挙げられる。
脂肪酸エステルとしては、ミリスチン酸エチル等上述の脂肪酸のエステル等が挙げられる。
As fatty acids, myristic acid, palmitic acid, isopalmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, ricinoleic acid, 12-hydroxystearic acid, 10-hydroxystearic acid, behenic acid, hexadecatrienoic acid, octa Examples include decatrienoic acid, eicosatetraenoic acid, docosatetraenoic acid, eicosapentaenoic acid, docosapentaenoic acid, docosahexaenoic acid, tetrahexaenoic acid, and geometric isomers thereof.
Examples of the fatty acid ester include esters of the aforementioned fatty acids such as ethyl myristate.

油脂は脂肪酸のグリセリンエステルであり、通常上述の脂肪酸混合物のグリセリンエステルである。魚油、牛脂、豚脂、乳脂、馬油、蛇油、卵油、卵黄油、タートル油、ミンク油などの動物性油脂類;大豆油、とうもろこし油、綿実油、なたね油、ごま油、シソ油、こめ油、ひまわり油、落花生油、オリーブ油、パーム油、パーム核油、米胚芽油、小麦胚芽油、玄米胚芽油、ハトムギ油、ガーリックオイル、マカデミアンナッツ油、アボガド油、月見草油、フラワー油、つばき油、やし油、ひまし油、あまに油、カカオ油などの植物性油脂類:およびこれらを水素添加又はエステル交換したもの;中鎖脂肪酸トリグリセライド等が挙げられる。   Fats and oils are glycerin esters of fatty acids, and are usually glycerin esters of the aforementioned fatty acid mixtures. Animal oils such as fish oil, beef tallow, pork fat, milk fat, horse oil, snake oil, egg oil, egg yolk oil, turtle oil, mink oil; soybean oil, corn oil, cottonseed oil, rapeseed oil, sesame oil, perilla oil, sesame oil , Sunflower oil, peanut oil, olive oil, palm oil, palm kernel oil, rice germ oil, wheat germ oil, brown rice germ oil, pearl oil, garlic oil, macadamia nut oil, avocado oil, evening primrose oil, flower oil, camellia oil And vegetable oils such as palm oil, castor oil, linseed oil, and cacao oil: and those obtained by hydrogenation or transesterification thereof; medium chain fatty acid triglyceride and the like.

ワックスは脂肪酸と高級1価又は2価アルコールとのエステルであり、ホホバ油、ライスワックス、プロポリス、みつろう、さらしみつろう、キャンデリラワックス、カルナウバワックス、木ろう、鯨ろう等が挙げられる。   The wax is an ester of a fatty acid and a higher monohydric or dihydric alcohol, and examples thereof include jojoba oil, rice wax, propolis, beeswax, honey beeswax, candelilla wax, carnauba wax, wood wax, whale wax.

炭化水素としては、軽質流動パラフィン、重質流動パラフィン、流動イソパラフィン、軽質流動イソパラフィン等の流動パラフィン類、パラフィン、ワセリン、マイクロクリスタリンワックス、セレシン、スクワラン、スクワレン等が挙げられる。
高級アルコールとしては、ラウリルアルコール、ミリスチルアルコール、セタノール、ステアリルアルコール、オレイルアルコール、ラウリンアルコール、イソステアリルアルコール、2−オクチルドデカノールオクタコサノール等の炭素数8〜44の飽和または不飽和のアルコールが挙げられる。
テルペンとしては、オイゲノール、ゲラニオール、メントール、シトラール、シトロネラール、ボルネオール等が挙げられる。
Examples of the hydrocarbon include liquid paraffins such as light liquid paraffin, heavy liquid paraffin, liquid isoparaffin, and light liquid isoparaffin, paraffin, petrolatum, microcrystalline wax, ceresin, squalane, squalene, and the like.
Examples of the higher alcohol include saturated or unsaturated alcohols having 8 to 44 carbon atoms such as lauryl alcohol, myristyl alcohol, cetanol, stearyl alcohol, oleyl alcohol, lauric alcohol, isostearyl alcohol, 2-octyldodecanol octacosanol and the like.
Terpenes include eugenol, geraniol, menthol, citral, citronellal, borneol and the like.

精油としては、アンブレットシード油、カラシ油、サフラン油、シトロネラ油、ベチバー油、バレリアン油、ヨモギ油、カミツレ油、しょう脳油、サッサフラス油、ホウショウ油、ローズウッド油、クラリーセージ油、タイム油、バジル油、カーネーション油、シダーウッド油、ヒノキ油、ヒバ油、クローブ油、テレピン油、パイン油、オレンジ油、レモングラス油、タラゴン油、ローレル葉油、カシア油、シナモン油、コショウ油、カラムス油、セージ油、ハッカ油、ペパーミント油、スペアーミント油、パッチュリ油、ローズマリー油、ラバンジン油、ラベンダー油、クルクマ油、カルダモン油、ショウガ油、アンゲリカ油、アニス油、ウイキョウ油、パセリ油、セロリ油、カルバナム油、クミン油、コリアンダー油、ジル油、キャロット油、キラウェー油、ウィンターグリン油、ナツメグ油、ローズ油、シプレス油、ビャクダン油、オールスパイス油、グレープフルーツ油、ネロリ油、レモン油、ライム油、ベルガモット油、マンダリン油、オニオン油、ガーリック油、ビターアーモンド油、ゼラニウム油、ミモザ油、ジャスミン油、キンモクセイ油、スターアニス油、カナンガ油、イランイラン油、ユーカリ油等のエッセンシャルオイル;コショウ、ショウズク、ショウガ、パセリ、コリアンダー、ヒメウイキョウ、ピメンタ、バニラ、セロリ、チョウジ、ニクズク、パブリカ、イリスレジノイド、乳香樹等のオレオレジン又はレジノイドが挙げられる。   Essential oils include amblet seed oil, mustard oil, saffron oil, citronella oil, vetiver oil, valerian oil, mugwort oil, chamomile oil, camphor oil, sassafras oil, pepper oil, rosewood oil, clary sage oil, thyme oil, Basil oil, carnation oil, cedarwood oil, cypress oil, cypress oil, clove oil, turpentine oil, pine oil, orange oil, lemongrass oil, tarragon oil, laurel leaf oil, cassia oil, cinnamon oil, pepper oil, columnus oil, Sage oil, peppermint oil, peppermint oil, spare mint oil, patchouli oil, rosemary oil, lavandin oil, lavender oil, curcuma oil, cardamom oil, ginger oil, angelica oil, anise oil, fennel oil, parsley oil, celery oil, Carbanam oil, cumin oil, coriander oil, jill oil, carrot Oil, Kilauea oil, Winter Grin oil, Nutmeg oil, Rose oil, Cypress oil, Sandalwood oil, Allspice oil, Grapefruit oil, Neroli oil, Lemon oil, Lime oil, Bergamot oil, Mandarin oil, Onion oil, Garlic oil, Bitter Essential oils such as almond oil, geranium oil, mimosa oil, jasmine oil, cinnamon oil, star anise oil, cananga oil, ylang ylang oil, eucalyptus oil; pepper, ginger, ginger, parsley, coriander, ginger, pimenta, vanilla, celery And oleoresin or resinoid such as clove, nutmeg, publica, iris resinoid, and decoction.

脂溶性ビタミンとしては、ビタミンA、D、E、Kおよびこれらの誘導体が挙げられる。
油溶性薬物としては、コエンザイムQ10、α―リポ酸、ルチン、ルテイン等が挙げられる。
油溶性色素としては、アナトー色素、パプリカ色素、β-カロチン、クロロフィル、紅麹色素、ウコン色素等が挙げられる。
これらは単独で用いても、2以上を組み合わせて用いても良い。また、油溶性物質がD相中油型(O/D型)乳化組成物を製造する温度において固体の場合には、該温度において液体の油溶性物質に溶解させて用いればよい。
Examples of fat-soluble vitamins include vitamins A, D, E, K, and derivatives thereof.
Examples of the oil-soluble drug include coenzyme Q10, α-lipoic acid, rutin, and lutein.
Examples of oil-soluble pigments include anatto pigments, paprika pigments, β-carotene, chlorophyll, red yeast rice pigments, and turmeric pigments.
These may be used alone or in combination of two or more. In addition, when the oil-soluble substance is solid at the temperature for producing the D-phase oil-in-oil (O / D type) emulsion composition, the oil-soluble substance may be dissolved in a liquid oil-soluble substance at the temperature.

D相中油型(O/D型)乳化組成物に占める油溶性物質の割合は、通常0.1重量%以上、好ましくは1重量%以上であり、通常99重量%以下である。好ましくは60重量%以下、更に好ましくは30重量%以下である。
油溶性物質が少ないほど、D相中油型(O/D型)乳化組成物の粘度が低く、水性媒体で希釈した際の乳化性も良好である。また、油溶性物質が多すぎると、乳化組成物の粘度が高くなり、水性媒体で希釈した際の乳化性、作業性が悪くなり、また、得られた水相中油型(O/W型)エマルションの安定性が悪くなる恐れがある。
The ratio of the oil-soluble substance in the D-phase oil-in-oil (O / D type) emulsion composition is usually 0.1% by weight or more, preferably 1% by weight or more, and usually 99% by weight or less. Preferably it is 60 weight% or less, More preferably, it is 30 weight% or less.
The smaller the oil-soluble substance, the lower the viscosity of the D-phase medium oil type (O / D type) emulsion composition, and the better the emulsifiability when diluted with an aqueous medium. Moreover, when there are too many oil-soluble substances, the viscosity of an emulsion composition will become high, the emulsifiability and workability | operativity when diluted with an aqueous medium will worsen, and the obtained oil-in-water type (O / W type) The stability of the emulsion may be deteriorated.

D相中油型(O/D型)乳化組成物は、親水性乳化剤を溶解した多価アルコールまたはその水溶液を、通常50〜80℃の温度で、通常500〜20000rpm、好ましくは1000〜10000rpmで攪拌し、この中に、親油性乳化剤を溶解した油溶性物質を少量ずつ添加した後、通常温度を保持したまま、通常500〜20000rpm、好ましくは1000〜10000rpmで通常1〜60分間、好ましくは5〜30分間、さらに攪拌することにより得ることができる。
このようにして得られる本発明に係るD相中油型(O/D型)乳化組成物は、D相が多価アルコール及び親水性乳化剤を含有し、油相が油溶性物質及び親油性乳化剤を含有するものである。
The D-phase oil-in-oil (O / D type) emulsified composition is prepared by stirring a polyhydric alcohol in which a hydrophilic emulsifier is dissolved or an aqueous solution thereof, usually at a temperature of 50 to 80 ° C., usually 500 to 20000 rpm, preferably 1000 to 10,000 rpm. In this, an oil-soluble substance in which a lipophilic emulsifier is dissolved is added little by little, and while maintaining a normal temperature, usually 500 to 20,000 rpm, preferably 1000 to 10,000 rpm, usually 1 to 60 minutes, preferably 5 to It can be obtained by further stirring for 30 minutes.
The D-phase oil-in-oil (O / D type) emulsified composition according to the present invention thus obtained has a D phase containing a polyhydric alcohol and a hydrophilic emulsifier, and the oil phase contains an oil-soluble substance and a lipophilic emulsifier. It contains.

本発明に係るD相中油型(O/D型)乳化組成物は、D相中油型(O/D型)乳化組成物が通常0.01〜50重量%、好ましくは0.1〜20重量%となるように水性媒体と混合することにより、水相中油型(O/W型)エマルションを与える。このようにして得られる水相中油型(O/W型)エマルション中の油滴は、レーザー回折式粒度分布測定装置で測定した平均粒子径が、通常1μm以下である。平均粒径が0.5μm以下、なかでも0.15μm以下のものを得ることも容易である。このような微細な油滴からなるエマルションは安定性が特に高い。   In the D-phase oil-in-oil (O / D) emulsion composition according to the present invention, the D-phase oil-in-oil (O / D) emulsion composition is usually 0.01 to 50% by weight, preferably 0.1 to 20% by weight. % To give an oil-in-water (O / W type) emulsion by mixing with an aqueous medium. The oil droplets in the water-phase oil-in-water (O / W type) emulsion thus obtained have an average particle size of usually 1 μm or less measured with a laser diffraction particle size distribution analyzer. It is easy to obtain an average particle size of 0.5 μm or less, especially 0.15 μm or less. An emulsion composed of such fine oil droplets has a particularly high stability.

本発明に係るD相中油型(O/D型)乳化組成物は、漬物、乾物、粉物、缶詰、冷凍食品、レトルト食品、インスタント食品、即席麺、ドライフーズ、加工乳などの加工食品、菓子などの嗜好食品、サプリメント、機能性食品、特別用途食品、病者用食品、高齢者用食品、育児用粉ミルク、特定保健用食などの健康食品などの食品、自己乳化性油脂、ケチャップ、マヨネーズ、タルタルソース、ウスターソース、ラー油、ひしお、魚醤、オイスターソース、豆板醤、XO醤、芝麻醤、豆鼓醤、甜面醤、香辛料、ハーブ、油脂、サラダドレッシングなどの調理・調味料、酒、コーヒー、茶などの飲料、化粧品、塗料、医薬などに用いることができる。本発明に係るD相中油型(O/D型)乳化組成物から得られる水相中油型(O/W型)エマルションは高温(60℃)での安定性も良好なので、熱湯を加えて簡単に調理できる即席スープなどの加熱用食品、ホットミルクコーヒー、ホットミルクティーなどの加温用飲料などにも好適に用いられる。   D-phase oil-in-oil (O / D) emulsion composition according to the present invention is a pickled food, dried food, powdered food, canned food, frozen food, retort food, instant food, instant noodles, dry foods, processed milk and other processed foods, Foods such as confectionery, supplements, functional foods, special foods, foods for the sick, foods for the elderly, infant formula, health foods such as special health foods, self-emulsifying fats and oils, ketchup, mayonnaise , Tartar sauce, Worcester sauce, chili oil, horsetail, fish sauce, oyster sauce, bean plate sauce, XO sauce, shiba soy sauce, bean sauce, Minoh sauce, spices, herbs, oils and fats, salad dressing, etc. It can be used for beverages such as coffee and tea, cosmetics, paints, medicines and the like. The water-phase oil-in-oil (O / W type) emulsion obtained from the D-phase oil-in-oil (O / D type) emulsion composition according to the present invention has good stability at high temperature (60 ° C), so it is easy to add hot water. It can also be suitably used for foods for heating such as instant soup that can be cooked quickly, and beverages for heating such as hot milk coffee and hot milk tea.

以下に実施例を示し、本発明をさらに詳しく説明する。但し、これらの実施例は、本発明を何ら限定もしくは制限する意味のものではない。   The following examples illustrate the present invention in more detail. However, these examples are not meant to limit or limit the present invention in any way.

<D相中油型(O/D型)乳化組成物を利用した自己乳化性油脂の調製>
<実施例1>
直鎖オリゴ糖アルコール(三菱化学フーズ製「オリゴトースH−70」)の95重量%水溶液55重量部とデカグリセリンモノミリステート(HLB16、三菱化学フーズ製「M−7D」)5重量部を70℃で撹拌して均一溶液を得た。
ナタネ油(純正化学製)39重量部とショ糖オレイン酸エステル(HLB1、三菱化学フーズ製「O−170」)1重量部を70℃で撹拌して均一溶液を得た。
デカグリセリンモノミリステートを含む直鎖オリゴ糖アルコール溶液を、温度70℃に保持しながら、ホモミキサー(TKロボミックス(攪拌翼径50mm)特殊機化製)を用いて5000rpmで攪拌し、ここにショ糖オレイン酸エステルを含むナタネ油を10ml/分の速度で添加した。添加終了後、さらに8000rpmで5分間攪拌し、D相中油型(O/D型)乳化組成物からなる自己乳化性油脂を得た。
<Preparation of self-emulsifiable fat / oil using D-phase medium oil type (O / D type) emulsion composition>
<Example 1>
70 parts by weight of 55 parts by weight of a 95% by weight aqueous solution of a linear oligosaccharide alcohol (Mitsubishi Chemical Foods "Oligose H-70") and 5 parts by weight of decaglycerin monomyristate (HLB16, Mitsubishi Chemical Foods "M-7D") To obtain a homogeneous solution.
A homogeneous solution was obtained by stirring 39 parts by weight of rapeseed oil (manufactured by Junsei Kagaku) and 1 part by weight of sucrose oleate (HLB1, “O-170” manufactured by Mitsubishi Chemical Foods) at 70 ° C.
A linear oligosaccharide alcohol solution containing decaglycerin monomyristate was stirred at 5000 rpm using a homomixer (TK Robomix (stirring blade diameter: 50 mm) manufactured by Special Machine) while maintaining the temperature at 70 ° C. Rapeseed oil containing sucrose oleate was added at a rate of 10 ml / min. After completion of the addition, the mixture was further stirred at 8000 rpm for 5 minutes to obtain a self-emulsifying oil and fat comprising a D-phase medium oil type (O / D type) emulsion composition.

得られた自己乳化性油脂を、1重量%クエン酸水溶液または10重量%食塩水溶液に対して、自己乳化性油脂が10重量%となるように添加し、マグネットスターラーにて5分間攪拌混合して、O/W型エマルションを得た。得られたO/W型エマルションを25℃又は60℃で1時間静置保存し、平均粒子径をレーザ回折式粒度分布測定装置 HORIBA LA920により測定することによって、耐酸性、耐塩性及び耐熱性を評価した。結果を表1に示す。   The obtained self-emulsifying oil / fat is added to 1% by weight citric acid aqueous solution or 10% by weight sodium chloride aqueous solution so that the self-emulsifying oil / fat becomes 10% by weight, and the mixture is stirred and mixed for 5 minutes with a magnetic stirrer. An O / W emulsion was obtained. The obtained O / W emulsion was stored at 25 ° C. or 60 ° C. for 1 hour, and the average particle size was measured with a laser diffraction particle size distribution measuring device HORIBA LA920. evaluated. The results are shown in Table 1.

<実施例2、3>
ショ糖オレイン酸エステル(HLB1、三菱化学フーズ製「O−170」)の代わりに、ショ糖パルミチン酸エステル(HLB1、三菱化学フーズ製「P−170」)(実施例2)、ジグリセリンモノオレエート(HLB7.7、理研ビタミン製「DO−100」)(実施例3)を用いた他は実施例1と同様に行い、D相中油型(O/D型)乳化組成物からなる自己乳化性油脂を得た。
得られた自己乳化性油脂の耐酸性、耐塩性及び耐熱性を実施例1と同様に評価した。結果を表1に示す。
<Examples 2 and 3>
Instead of sucrose oleate (HLB1, Mitsubishi Chemical Foods "O-170"), sucrose palmitate (HLB1, Mitsubishi Chemical Foods "P-170") (Example 2), diglycerin monoole Eight (HLB7.7, “DO-100” manufactured by RIKEN VITAMINS) (Example 3) Oily fat was obtained.
The acid resistance, salt resistance, and heat resistance of the obtained self-emulsifying oil and fat were evaluated in the same manner as in Example 1. The results are shown in Table 1.

<比較例1>
ショ糖オレイン酸エステル(HLB1、三菱化学フーズ製「O−170」)を用いず、また、ナタネ油を40重量部とした他は実施例1と同様に行い、D相中油型(O/D型)乳化組成物からなる自己乳化性油脂を得た。
得られた自己乳化性油脂の耐酸性、耐塩性及び耐熱性は、実施例1と同様に評価した。結果を表1に示す。
<Comparative Example 1>
The same procedure as in Example 1 was carried out except that sucrose oleate (HLB1, Mitsubishi Chemical Foods "O-170") was used and 40 parts by weight of rapeseed oil was used. Type) A self-emulsifying oil or fat comprising an emulsified composition was obtained.
The acid resistance, salt resistance, and heat resistance of the obtained self-emulsifying fat and oil were evaluated in the same manner as in Example 1. The results are shown in Table 1.

Figure 2007289074
Figure 2007289074

Figure 2007289074
Figure 2007289074

<D相中油型(O/D型)乳化組成物を利用したCoQ10含有製剤の調製>
<実施例4>
グリセリン(和光純薬製)69重量部とデカグリセリンモノミリステート(HLB16、三菱化学フーズ製「M−7D」)10重量部を70℃で撹拌して均一溶液を得た。
中鎖脂肪酸トリグリセライド(花王製「ココナードMT」)10重量部、コエンザイムQ10(三菱ガス化学製「Bio Q10」)10重量部及びショ糖オレイン酸エステル(HLB1、三菱化学フーズ製「O−170」)1重量部を混合し、70℃で撹拌して均一溶液を得た。
<Preparation of CoQ10-containing preparation using oil-in-phase type (O / D type) emulsion composition>
<Example 4>
69 parts by weight of glycerin (manufactured by Wako Pure Chemical Industries) and 10 parts by weight of decaglycerin monomyristate (HLB16, “M-7D” manufactured by Mitsubishi Chemical Foods) were stirred at 70 ° C. to obtain a uniform solution.
10 parts by weight of medium-chain fatty acid triglyceride (“Coconard MT” manufactured by Kao), 10 parts by weight of coenzyme Q10 (“Bio Q 10 ” manufactured by Mitsubishi Gas Chemical) and sucrose oleate (HLB1, “O-170” manufactured by Mitsubishi Chemical Foods) ) 1 part by weight was mixed and stirred at 70 ° C. to obtain a homogeneous solution.

デカグリセリンモノミリステートを含むグリセリンを、温度70℃に保持しながら、ホモミキサー(TKロボミックス:特殊機化製)を用いて5000rpmで攪拌し、ここに中鎖脂肪酸トリグリセライド、コエンザイムQ10及びショ糖オレイン酸エステルを含む溶液を10ml/分の速度で添加した。添加終了後、さらに8000rpmで5分間攪拌し、D相中油型(O/D型)乳化組成物からなるCoQ10可溶化製剤を得た。
得られたCoQ10可溶化製剤は、CoQ10可溶化製剤が1重量%となるように脱塩水に添加し、マグネットスターラーにて5分間攪拌混合して、O/W型エマルションを得た。得られたO/W型エマルションの平均粒子径をレーザ回折式粒度分布測定装置 HORIBA LA920により測定した。その結果を表2に示す。
While maintaining glycerin containing decaglycerin monomyristate at a temperature of 70 ° C., the mixture was stirred at 5000 rpm using a homomixer (TK Robomix: manufactured by Tokushu Kika), where medium chain fatty acid triglyceride, coenzyme Q10 and sucrose were stirred. A solution containing oleate was added at a rate of 10 ml / min. After completion of the addition, the mixture was further stirred at 8000 rpm for 5 minutes to obtain a CoQ10 solubilized preparation consisting of a D-phase oil-in-oil (O / D type) emulsion composition.
The obtained CoQ10 solubilized preparation was added to demineralized water so that the CoQ10 solubilized preparation would be 1% by weight, and stirred and mixed for 5 minutes with a magnetic stirrer to obtain an O / W emulsion. The average particle size of the obtained O / W type emulsion was measured with a laser diffraction type particle size distribution analyzer HORIBA LA920. The results are shown in Table 2.

<実施例5〜9>
ショ糖オレイン酸エステルの代わりに、表2に示す親油性乳化剤(ジグリセリンモノオレエート(HLB7.7、理研ビタミン製「DO−100」)、レシチン(HLB6.1、辻製油製「SLP−ホワイト」))を表2に示す割合で用いた他は実施例4と同様に行って、D相中油型(O/D型)乳化組成物からなるCoQ10可溶化製剤を得た。
得られたCoQ10可溶化製剤は、実施例4と同様に脱塩水に添加、攪拌してO/W型エマルションを得、実施例4と同様にエマルションの平均粒径を測定した。その結果を表2に示す。
<Examples 5-9>
Instead of sucrose oleate, the lipophilic emulsifiers shown in Table 2 (diglycerin monooleate (HLB7.7, “DO-100” manufactured by Riken Vitamin)), lecithin (HLB6.1, “SLP-White” manufactured by Sakai Oil Co., Ltd.) ])) Was used in the same manner as in Example 4 except that the ratio shown in Table 2 was used to obtain a CoQ10 solubilized preparation comprising a D-phase oil-in-oil (O / D type) emulsion composition.
The obtained CoQ10 solubilized preparation was added to desalted water and stirred in the same manner as in Example 4 to obtain an O / W emulsion. The average particle size of the emulsion was measured in the same manner as in Example 4. The results are shown in Table 2.

<比較例2>
ショ糖オレイン酸エステルを用いず、また、グリセリンを70重量部とした他は実施例4と同様に行って、D相中油型(O/D型)乳化組成物からなるCoQ10可溶化製剤を得た。
得られたCoQ10可溶化製剤は、実施例4と同様に脱塩水に添加、攪拌してO/W型エマルションを得、実施例4と同様にエマルションの平均粒径を測定した。その結果を表2に示す。
<Comparative example 2>
A CoQ10 solubilized preparation comprising a D-phase oil-in-oil (O / D type) emulsion composition was obtained in the same manner as in Example 4 except that sucrose oleate was not used and glycerin was 70 parts by weight. It was.
The obtained CoQ10 solubilized preparation was added to desalted water and stirred in the same manner as in Example 4 to obtain an O / W emulsion. The average particle size of the emulsion was measured in the same manner as in Example 4. The results are shown in Table 2.

Figure 2007289074
Figure 2007289074

Claims (15)

D相が多価アルコールと親水性乳化剤を含有し、油相が該親水性乳化剤よりも親水性が低い親油性乳化剤を含有することを特徴とするD相中油型(O/D型)乳化組成物。   D phase oil-in-oil (O / D type) emulsion composition characterized in that D phase contains polyhydric alcohol and hydrophilic emulsifier, and oil phase contains lipophilic emulsifier having lower hydrophilicity than the hydrophilic emulsifier object. 親水性乳化剤のHLBが10以上であり、親油性乳化剤のHLBが10未満であることを特徴とする請求項1に記載のD相中油型(O/D型)乳化組成物。   2. The D-phase oil-in-oil (O / D type) emulsion composition according to claim 1, wherein the hydrophilic emulsifier has an HLB of 10 or more, and the lipophilic emulsifier has an HLB of less than 10. 親水性乳化剤のHLBが14以上であり、親油性乳化剤のHLBが8以下であることを特徴とする請求項1に記載のD相中油型(O/D型)乳化組成物。   2. The oil-in-phase (O / D type) emulsion composition according to claim 1, wherein the hydrophilic emulsifier has an HLB of 14 or more and the lipophilic emulsifier has an HLB of 8 or less. 多価アルコール、油溶性物質、HLBが14以上の親水性乳化剤及びHLBが8以下の親油性乳化剤を含有することを特徴とするD相中油型(O/D型)乳化組成物。   A D-phase medium oil type (O / D type) emulsion composition comprising a polyhydric alcohol, an oil-soluble substance, a hydrophilic emulsifier having an HLB of 14 or more, and a lipophilic emulsifier having an HLB of 8 or less. 多価アルコールが3価以上のアルコールであることを特徴とする請求項1ないし4のいずれかに記載のD相中油型(O/D型)乳化組成物。   5. The D-phase oil-in-oil (O / D type) emulsion composition according to claim 1, wherein the polyhydric alcohol is a trihydric or higher alcohol. D相中油型乳化組成物に占める親水性乳化剤の割合が0.5〜50重量%であることを特徴とする請求項1ないし5のいずれかに記載のD相中油型(O/D型)乳化組成物。   6. The D-phase oil-in-oil type (O / D type) according to claim 1, wherein the ratio of the hydrophilic emulsifier in the D-phase oil-in-water emulsion composition is 0.5 to 50% by weight. Emulsified composition. D相中油型乳化組成物に占める親油性乳化剤の割合が0.05〜10.0重量%であることを特徴とする請求項1ないし6のいずれか記載のD相中油型(O/D型)乳化組成物。   The oil-in-phase type D (O / D type) according to any one of claims 1 to 6, wherein the proportion of the lipophilic emulsifier in the oil-in-phase emulsion type D composition is 0.05 to 10.0% by weight. ) Emulsified composition. D相中油型乳化組成物に占める油溶性物質の割合が0.1〜99重量%である請求項1ないし7のいずれかに記載のD相中油型(O/D型)乳化組成物。   The oil-in-water (O / D) emulsion composition according to any one of claims 1 to 7, wherein a ratio of the oil-soluble substance in the oil-in-phase emulsion composition is 0.1 to 99% by weight. 多価アルコールに親水性乳化剤を含有させたD相と、油溶性物質に親油性乳化剤を含有させた油相とを混合して調製したものであることを特徴とする請求項1ないし8のいずれかに記載のD相中油型(O/D型)乳化組成物。   9. The method according to claim 1, wherein the mixture is prepared by mixing a D phase containing a polyhydric alcohol with a hydrophilic emulsifier and an oil phase containing an oil-soluble substance and a lipophilic emulsifier. An oil-in-phase (O / D type) emulsified composition according to claim 1. 請求項1ないし9のいずれかに記載のD相中油型(O/D型)乳化組成物を含有することを特徴とする加工食品。   A processed food comprising the D-phase oil-in-oil (O / D type) emulsion composition according to any one of claims 1 to 9. 請求項1ないし9のいずれかに記載のD相中油型(O/D型)乳化組成物を含有することを特徴とする調理・調味用材料。   A cooking / seasoning material comprising the D-phase oil-in-oil (O / D type) emulsion composition according to claim 1. 請求項1ないし9のいずれかに記載のD相中油型(O/D型)乳化組成物を含有することを特徴とする嗜好食品。   A taste food comprising the D-phase oil-in-oil (O / D type) emulsion composition according to any one of claims 1 to 9. 請求項1ないし9のいずれかに記載のD相中油型(O/D型)乳化組成物を含有することを特徴とする健康食品   A health food comprising the D-phase medium oil type (O / D type) emulsion composition according to any one of claims 1 to 9. 請求項1ないし9のいずれかに記載のD相中油型(O/D型)乳化組成物を含有することを特徴とする飲料。   A beverage comprising the D-phase oil-in-oil (O / D type) emulsion composition according to any one of claims 1 to 9. HLBが10以上の親水性乳化剤を含む多価アルコールと、HLBが10未満の親油性乳化剤を含む油溶性物質を混合することを特徴とするD相中油型(O/D型)乳化組成物の製造方法。   An oil-in-phase (O / D) emulsion composition comprising a polyhydric alcohol containing a hydrophilic emulsifier having an HLB of 10 or more and an oil-soluble substance containing a lipophilic emulsifier having an HLB of less than 10 Production method.
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