JP2003221332A - Oil-in-water type emulsion composition - Google Patents

Oil-in-water type emulsion composition

Info

Publication number
JP2003221332A
JP2003221332A JP2002016942A JP2002016942A JP2003221332A JP 2003221332 A JP2003221332 A JP 2003221332A JP 2002016942 A JP2002016942 A JP 2002016942A JP 2002016942 A JP2002016942 A JP 2002016942A JP 2003221332 A JP2003221332 A JP 2003221332A
Authority
JP
Japan
Prior art keywords
oil
weight
emulsifier
emulsion composition
fatty acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP2002016942A
Other languages
Japanese (ja)
Other versions
JP5118284B2 (en
Inventor
Toshitaka Sakuta
利隆 作田
Hidenari Imai
秀成 今井
Nobuteru Ishizuka
信輝 石塚
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP2002016942A priority Critical patent/JP5118284B2/en
Publication of JP2003221332A publication Critical patent/JP2003221332A/en
Application granted granted Critical
Publication of JP5118284B2 publication Critical patent/JP5118284B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Abstract

<P>PROBLEM TO BE SOLVED: To obtain an oil-in-water type emulsion composition having a quite excellent emulsion stability. <P>SOLUTION: In this oil-in-water type emulsion composition consisting of the oil phase wherein, 70 wt.% or more of the constitutional fatty acids contain 15 wt.% or more of diglycerides of unsaturated fatty acides, and the aqueous phase containing water, the oil-in-water type emulsion composition contains the ingredients (I) and (II), wherein (I) is 1.2 to 20 wt.% of a plant sterol, and (II) is 0.1 to 5 wt.% of an emulsifying agent having a 10 or higher HLB value. <P>COPYRIGHT: (C)2003,JPO

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【発明の属する技術分野】本発明は、体脂肪蓄積抑制作
用を有するジグリセリドと血中コレステロール低下作用
を有する植物ステロールとを含有し、乳化安定性に極め
て優れた水中油型乳化組成物に関する。
TECHNICAL FIELD The present invention relates to an oil-in-water emulsion composition containing a diglyceride having a body fat accumulation inhibitory action and a plant sterol having a blood cholesterol lowering action and having extremely excellent emulsion stability.

【0002】[0002]

【従来の技術】近年、油脂の多い食生活への変化に伴
い、油脂の過剰摂取が肥満、体脂肪の増加を助長すると
共に、野菜類の摂取不足が、血中コレステロールの上昇
を促し、生活習慣病を引き起こす原因の一つになってい
る。これまでの研究から、ジグリセリドに体脂肪蓄積抑
制作用があることが知られている(特開平4−3008
26号、特開平10−176181号等)。更に、ジグ
リセリドに植物ステロールを組み合わせることで、顕著
な血中コレステロール低下作用が発現することが報告さ
れている(WO99/48378号)。このようにユニ
ークな健康機能を有するジグリセリドと植物ステロール
を組み合わせた組成物の開発は、医療費の高騰を背景
に、医療が治療から予防へとシフトしている中で、現代
社会にとって極めて重要な意味をもつ。同公報によれ
ば、このジグリセリドと植物ステロールを両方含有する
水中油型乳化組成物を調製することができる。ところ
が、両者を単に配合しただけでは、乳化安定性が十分で
ない。すなわち、これらの乳化組成物を含む製品の輸送
時の物理的要因により乳化が破壊し、油相と水相が分離
してしまうという問題がある。
2. Description of the Related Art In recent years, with the shift to a diet rich in fats and oils, excessive intake of fats and oils promotes obesity and increase in body fat, and insufficient intake of vegetables promotes an increase in blood cholesterol, which leads to It is one of the causes of habitual diseases. From the studies so far, it is known that diglyceride has a body fat accumulation inhibitory action (Japanese Patent Laid-Open No. 4-3008).
26, JP-A-10-176181, etc.). Furthermore, it has been reported that a remarkable blood cholesterol lowering effect is expressed by combining a plant sterol with diglyceride (WO99 / 48378). Thus, the development of a composition that combines a diglyceride having a unique health function and a plant sterol is extremely important for modern society as medical care shifts from treatment to prevention against the backdrop of rising medical costs. Have meaning. According to the publication, an oil-in-water emulsion composition containing both this diglyceride and plant sterol can be prepared. However, the emulsion stability is not sufficient if the both are simply blended. That is, there is a problem that the emulsification is destroyed by a physical factor during the transportation of a product containing these emulsion compositions, and the oil phase and the aqueous phase are separated.

【0003】一方、ジグリセリドを含む水中油型乳化物
の安定性を向上するために、特定のリン脂質や蛋白質等
を用いる技術があるが(特開平3−91451号、特開
平3−91460号、特開平3−89936号、特開2
001−138号等)、植物ステロールが一定量を超え
ると乳化安定性が得られない、酵素処理した卵黄を必須
とするので風味が限定されてしまう等の問題が生じてい
る。更に、特開2001−220595号では、特定の
ポリグリセリン脂肪酸エステルにより、高濃度の植物ス
テロールを油脂に溶解させる技術が開示されている。し
かし、ここに開示されているポリグリセリン脂肪酸エス
テルを用いて水中油型乳化物を製造した場合には、乳化
安定性が十分でない。
On the other hand, in order to improve the stability of oil-in-water type emulsions containing diglyceride, there is a technique of using a specific phospholipid, protein or the like (JP-A-3-91451, JP-A-3-91460, JP-A-3-89936, JP-A-2
(001-138, etc.), the emulsion stability cannot be obtained when the amount of plant sterol exceeds a certain amount, and the enzyme-treated egg yolk is essential, so that the flavor is limited. Further, Japanese Patent Laid-Open No. 2001-220595 discloses a technique of dissolving a high concentration of plant sterols in fats and oils with a specific polyglycerin fatty acid ester. However, when an oil-in-water emulsion is produced using the polyglycerin fatty acid ester disclosed herein, the emulsion stability is not sufficient.

【0004】[0004]

【発明が解決しようとする課題】従って、本発明の目的
は、ジグリセリドと植物ステロールを含有し、乳化安定
性の優れた水中油型乳化組成物を提供することにある。
SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide an oil-in-water emulsion composition containing diglyceride and plant sterol and having excellent emulsion stability.

【0005】[0005]

【課題を解決するための手段】本発明者は、上記課題に
ついて検討したところ、ジグリセリドを含む油相成分、
植物ステロール及び水相成分を含む組成物は、レシチン
等のHLB値の小さい乳化剤では安定な水中油型乳化物
が得られず、これらの組成物をHLB値10以上の乳化
剤を特定量用いて乳化すれば、安定性の極めて良好な水
中油型乳化組成物が得られることを見出した。
Means for Solving the Problems The present inventor has studied the above problems and found that an oil phase component containing diglyceride,
A composition containing a plant sterol and an aqueous phase component cannot obtain a stable oil-in-water emulsion with an emulsifier having a small HLB value such as lecithin, and these compositions are emulsified using a specific amount of an emulsifier having an HLB value of 10 or more. It has been found that an oil-in-water emulsion composition having extremely good stability can be obtained.

【0006】本発明は、構成脂肪酸の70重量%以上が
不飽和脂肪酸であるジグリセリドを15重量%以上含有
する油相と、水を含む水相とからなる水中油型乳化組成
物において、次の成分(I)及び(II)、(I)植物ス
テロール 1.2〜20重量% (II)HLB値10以上の乳化剤 0.1〜5重量%を
含有する水中油型乳化組成物を提供するものである。
The present invention provides an oil-in-water emulsion composition comprising an oil phase containing diglyceride having a content of 70% by weight or more of constituent fatty acids and 15% by weight or more of an unsaturated fatty acid, and an aqueous phase containing water. Component (I) and (II), (I) plant sterol 1.2 to 20% by weight (II) to provide an oil-in-water emulsion composition containing 0.1 to 5% by weight of an emulsifier having an HLB value of 10 or more. Is.

【0007】[0007]

【発明の実施の形態】本発明の水中油型乳化組成物に用
いられる油相は、構成脂肪酸の70重量%以上が不飽和
脂肪酸であるジグリセリドを15重量%以上含有する。
十分な乳化安定性を得るには、ジグリセリドの構成脂肪
酸中の不飽和脂肪酸が70重量%以上必要である。好ま
しい不飽和脂肪酸量は70〜100重量%、更に80〜
100重量%であり、特に90〜100重量%が好まし
い。当該不飽和脂肪酸としては、炭素数8〜24、特に
16〜22の不飽和脂肪酸が乳化安定性、体脂肪蓄積抑
制効果等の生理効果発現の点で好ましい。
BEST MODE FOR CARRYING OUT THE INVENTION The oil phase used in the oil-in-water emulsion composition of the present invention contains 15% by weight or more of a diglyceride in which 70% by weight or more of the constituent fatty acids are unsaturated fatty acids.
In order to obtain sufficient emulsion stability, the unsaturated fatty acid in the constituent fatty acids of the diglyceride needs to be 70% by weight or more. The preferred unsaturated fatty acid content is 70 to 100% by weight, and further 80 to
It is 100% by weight, particularly preferably 90 to 100% by weight. As the unsaturated fatty acid, an unsaturated fatty acid having 8 to 24 carbon atoms, particularly 16 to 22 carbon atoms is preferable in terms of emulsion stability, physiological fat expression suppression effect and the like.

【0008】また当該不飽和脂肪酸としてはω3系不飽
和脂肪酸、ω6系不飽和脂肪酸及びω9系不飽和脂肪酸
から選ばれる1種又は2種以上が含まれているのが、前
記生理効果発現の点から好ましい。ここで、ω3系不飽
和脂肪酸は、ω位から3番目の炭素原子に最初の不飽和
結合が位置し、且つ不飽和結合を2個以上有する不飽和
脂肪酸である。具体的には、α−リノレン酸、ステアリ
ドン酸、エイコサペンタエン酸、ドコサヘキサエン酸等
が挙げられるが、α−リノレン酸が特に好ましい。生理
効果増強、酸化安定性の点で、α−リノレン酸の含有量
は、15〜70%、特に20〜60%であることが好ま
しい。ω9系不飽和脂肪酸としては、炭素数8〜24、
好ましくは16〜22のオレイン酸、エイコサモノエン
酸、ドコサモノエン酸等が挙げられ、特にオレイン酸が
好ましい。ω6系不飽和脂肪酸としては、炭素数18〜
22のリノール酸、γ−リノレン酸等が好ましい。これ
らのうち、特に、酸化安定性、生理活性発現の点から、
リノール酸/オレイン酸の含有重量比が0.01〜2.
0、特に0.1〜1.8、更に0.3〜1.7であるこ
とが望ましい。残余の構成脂肪酸として、炭素数8〜2
4、好ましくは14〜22の飽和脂肪酸が挙げられる。
Further, the unsaturated fatty acids include one or more selected from ω3 unsaturated fatty acids, ω6 unsaturated fatty acids and ω9 unsaturated fatty acids. Is preferred. Here, the ω3 unsaturated fatty acid is an unsaturated fatty acid in which the first unsaturated bond is located at the third carbon atom from the ω position, and which has two or more unsaturated bonds. Specific examples thereof include α-linolenic acid, stearidonic acid, eicosapentaenoic acid, docosahexaenoic acid, and the like, and α-linolenic acid is particularly preferable. From the viewpoint of enhancing physiological effects and oxidation stability, the content of α-linolenic acid is preferably 15 to 70%, particularly preferably 20 to 60%. The ω9 unsaturated fatty acid has 8 to 24 carbon atoms,
Preferred are 16 to 22 oleic acid, eicosamonoenoic acid, docosamonoenoic acid and the like, and oleic acid is particularly preferred. The ω6 unsaturated fatty acid has 18 to 18 carbon atoms.
22 linoleic acid, γ-linolenic acid and the like are preferable. Of these, especially from the viewpoint of oxidative stability and expression of physiological activity,
The content weight ratio of linoleic acid / oleic acid is 0.01-2.
It is preferably 0, particularly 0.1 to 1.8, and more preferably 0.3 to 1.7. 8 to 2 carbon atoms as the remaining constituent fatty acids
4, preferably 14 to 22 saturated fatty acids.

【0009】油相中のジグリセリドの含有量は、前記生
理効果の点から、15重量%以上であるが、好ましくは
20〜98.7重量%、より好ましくは40〜95重量
%、更に好ましくは60〜95重量%、特に80〜95
重量%である。ジグリセリドには、1,2−ジグリセリ
ドと1,3−ジグリセリドがあるが、1,3−ジグリセ
リドが好ましい。油脂中の1,3−ジグリセリド含有量
が15重量%以上であると、血中中性脂肪抑制効果及び
体脂肪蓄積抑制効果が特に優れている。従って、本発明
においても1,3−ジグリセリドの割合が高いジグリセ
リドを使用し、1,3−ジグリセリドの割合が15重量
%以上、特に40重量%以上のグリセリド混合物を用い
るのが好ましい。油相中のモノグリセリドの含有量は、
乳化性、風味の点で5%以下、更に0.1〜2%、特に
0.1〜1.5%であることが好ましい。モノグリセリ
ドの構成脂肪酸は、ジグリセリドと同じであることが、
工業的生産性の点で好ましい。油相中のトリグリセリド
の含有量は、0〜83.8%、好ましくは0〜78.7
%、更に2.9〜57.9%、特に2.9〜37.9
%、最も好ましくは、2.9〜17.9%であること
が、風味、安定性の点でよい。
The content of diglyceride in the oil phase is 15% by weight or more from the viewpoint of the physiological effect, but is preferably 20 to 98.7% by weight, more preferably 40 to 95% by weight, and further preferably. 60-95% by weight, especially 80-95
% By weight. Diglycerides include 1,2-diglyceride and 1,3-diglyceride, with 1,3-diglyceride being preferred. When the content of 1,3-diglyceride in the fat is 15% by weight or more, the effect of suppressing neutral fat in blood and the effect of suppressing body fat accumulation are particularly excellent. Therefore, also in the present invention, it is preferable to use a diglyceride having a high proportion of 1,3-diglyceride, and to use a glyceride mixture having a proportion of 1,3-diglyceride of 15% by weight or more, particularly 40% by weight or more. The content of monoglyceride in the oil phase is
From the viewpoint of emulsification and flavor, it is preferably 5% or less, more preferably 0.1 to 2%, and particularly preferably 0.1 to 1.5%. The constituent fatty acid of monoglyceride is the same as diglyceride,
It is preferable in terms of industrial productivity. The content of triglyceride in the oil phase is 0 to 83.8%, preferably 0 to 78.7.
%, Further 2.9 to 57.9%, especially 2.9 to 37.9.
%, Most preferably 2.9 to 17.9% from the viewpoint of flavor and stability.

【0010】上記油脂は、例えば(1)油脂とグリセリ
ンとエステル交換反応をするか、又は(2)脂肪酸とグ
リセリンを用いてエステル化反応することにより製造で
きる。これらの反応は、アルカリ(土類)金属の水酸化
物触媒による化学的反応又は酵素による反応のどちらで
もよい。工業的に高純度のジグリセリドを製造する場合
は、(1)の方法による化学的反応では、着色等の油脂
の劣化を招きやすいので、(2)の方法による酵素反応
が好ましい。更に、脱酸、水洗、脱臭等の精製を施すこ
とにより、風味、安定性のよいものが得られる。
The above fats and oils can be produced, for example, by (1) transesterifying fats and oils with glycerin, or (2) esterifying a fatty acid with glycerin. These reactions may be either a chemical reaction using an alkali (earth) metal hydroxide catalyst or a reaction using an enzyme. In the case of industrially producing high-purity diglyceride, the chemical reaction according to the method (1) tends to cause deterioration of fats and oils such as coloring, and thus the enzymatic reaction according to the method (2) is preferable. Further, by performing purification such as deoxidation, washing with water, deodorization, etc., a product with good flavor and stability can be obtained.

【0011】ここで用いる原料脂肪酸としては油脂10
0重量部に対し、水を20〜180重量部加えて、水蒸
気分解又は酵素分解して得られる脂肪酸、部分加水分解
物が挙げられる。このようにして得られる脂肪酸を用
い、1,3位選択的リパーゼの存在下、脱水条件下でエ
ステル化反応をすることにより、80重量%以上の高純
度の、変色の少ない淡色(ロビボンド法にて10R+Y
値が20以下)のジグリセリド混合物(トリグリセリド
20重量%未満、モノグリセリド5重量%未満)を収率
よく得ることができる。また、本発明において原料とし
て使用する油脂は、一般的な食用油脂であれば特に限定
されず、天然の動植物油脂の他、それらにエステル交
換、水素添加、分別等を施した加工油脂が挙げられる。
好ましくは、大豆油、ナタネ油、米糠油、ひまわり油、
綿実油、アマニ油、エゴマ油、コーン油等の植物油及び
それらの加工油脂が用いられる。本発明において、組成
物に抗酸化剤を添加することが好ましい。抗酸化剤は、
通常、食品に使用されるものであればいずれでもよい
が、天然抗酸化剤、トコフェロール、アスコルビン酸脂
肪酸エステル、BHT、BHAから選ばれる1種以上が
好ましく、天然抗酸化剤、トコフェロール、アスコルビ
ン酸、パルミチン酸エステルから選ばれる1種以上が特
に好ましい。抗酸化剤は、油相、水相どちらにも配合で
きるが、油相への添加が好ましい。特に好ましい抗酸化
剤の含有量は、油相中50〜5000ppm、更に200
〜2000ppmである。
The raw material fatty acid used here is fat 10
Examples thereof include fatty acids and partial hydrolysates obtained by steam-decomposing or enzymatically decomposing 20 to 180 parts by weight of water with respect to 0 parts by weight. The fatty acid thus obtained is subjected to an esterification reaction under dehydration conditions in the presence of a 1,3-position-selective lipase, whereby a high purity of 80% by weight or more, a light color with little discoloration (in the Robibond method) 10R + Y
A diglyceride mixture having a value of 20 or less) (less than 20% by weight of triglyceride and less than 5% by weight of monoglyceride) can be obtained in good yield. Further, the oil and fat used as a raw material in the present invention is not particularly limited as long as it is a general edible oil and fat, and in addition to natural animal and vegetable oils and fats, processed oils and fats obtained by subjecting them to transesterification, hydrogenation, fractionation and the like are mentioned. .
Preferably, soybean oil, rapeseed oil, rice bran oil, sunflower oil,
Vegetable oils such as cottonseed oil, linseed oil, perilla oil, corn oil, and processed oils and fats thereof are used. In the present invention, it is preferable to add an antioxidant to the composition. Antioxidants are
Usually, any one can be used as long as it is used in foods, but one or more selected from natural antioxidants, tocopherols, fatty acid esters of ascorbic acid, BHT, and BHA is preferable, and natural antioxidants, tocopherols, ascorbic acid, One or more kinds selected from palmitic acid esters are particularly preferable. The antioxidant can be added to either the oil phase or the water phase, but it is preferably added to the oil phase. The content of the particularly preferable antioxidant is 50 to 5000 ppm in the oil phase, and further 200
~ 2000 ppm.

【0012】本発明の水中油型乳化組成物中の油相と水
相の重量比率は、乳化性、乳化安定性、保存性、風味の
点から1:99〜99:1、好ましくは10:90〜7
5:25、特に20:80〜60:40であるのが望ま
しい。
The weight ratio of the oil phase to the water phase in the oil-in-water emulsion composition of the present invention is 1:99 to 99: 1, preferably 10: from the viewpoint of emulsification property, emulsion stability, storage property and flavor. 90-7
It is preferably 5:25, particularly 20:80 to 60:40.

【0013】成分(I)の植物ステロールとしては、血
中コレステロール低下作用の点から、α−シトステロー
ル、β−シトステロール、スチグマステロール、カンペ
ステロール、α−シトスタノール、β−シトスタノー
ル、スチグマスタノール、カンペスタノール、シクロア
ルテノール等及びこれらの脂肪酸エステル、フェルラ酸
エステル、桂皮酸エステル、配糖体などが好ましいもの
として挙げられる。特に、脂肪酸とエステル結合したエ
ステル体と、エステル化されていない非エステル体とを
組合せて用いるのが、乳化安定性、コスト等の点から好
ましく、そのモル比率は、90:10〜30:70、特
に80:20〜50:50が望ましい。
The plant sterols as the component (I) include α-sitosterol, β-sitosterol, stigmasterol, campesterol, α-sitostanol, β-sitostanol and stigmasteranol from the viewpoint of blood cholesterol lowering action. , Campestanol, cycloartenol and the like, and fatty acid esters thereof, ferulic acid ester, cinnamic acid ester, glycosides and the like are preferable. In particular, it is preferable to use an ester form esterified with a fatty acid and a non-esterified non-ester form in combination from the viewpoint of emulsion stability, cost and the like, and the molar ratio thereof is 90:10 to 30:70. Especially, 80:20 to 50:50 is preferable.

【0014】本発明の水中油型乳化組成物中の成分
(I)の含有量は、前記生理活性の発現性及び乳化安定
性の点から、1.2〜20重量%であるが、1.2〜8
重量%、特に2〜5重量%が好ましい。成分(I)は、
油相及び/又は水相に配合することができるが、油相へ
の配合が好ましい。特に、油相中の成分(I)の含有量
は、乳化安定性の点から、5〜20%、更に6〜13
%、特に7〜12%であるのが望ましい。なお、成分
(I)は、その種類により、一部が水相に微小結晶とし
て分散する場合もあるが、この場合も本発明に含まれ
る。
The content of the component (I) in the oil-in-water emulsion composition of the present invention is 1.2 to 20% by weight from the viewpoint of the expression of the physiological activity and the emulsion stability. 2-8
%, Especially 2-5% by weight is preferred. Ingredient (I) is
It can be blended in the oil phase and / or the water phase, but blending in the oil phase is preferred. In particular, the content of the component (I) in the oil phase is 5 to 20%, more preferably 6 to 13 from the viewpoint of emulsion stability.
%, Especially 7 to 12% is desirable. In addition, depending on the type, part of the component (I) may be dispersed as fine crystals in the aqueous phase, and this case is also included in the present invention.

【0015】成分(II)は、本発明の水中油型乳化組成
物の乳化安定性の点から、HLB値10以上の乳化剤で
あることが必要である。乳化剤のHLB値が10未満で
は安定な水中油型乳化物を形成することができない。好
ましいHLB値は10〜20であり、より好ましくは1
1〜16、特に11〜14である。ここでHLB値は、
Griffinの式(J.Soc.Cosmet.Chem.,1,311(1949))によ
り求めた値である。また、本発明におけるHLB値は、
乳化剤を2種以上使用した場合はその混合物としてのH
LB値であり、その場合には、各乳化剤のHLB値の重
量平均から求めることができる。
The component (II) must be an emulsifier having an HLB value of 10 or more from the viewpoint of the emulsion stability of the oil-in-water emulsion composition of the present invention. When the HLB value of the emulsifier is less than 10, a stable oil-in-water emulsion cannot be formed. A preferred HLB value is 10 to 20, more preferably 1
1 to 16, especially 11 to 14. Here, the HLB value is
It is a value obtained by the Griffin formula (J.Soc.Cosmet.Chem., 1,311 (1949)). The HLB value in the present invention is
When two or more emulsifiers are used, H as a mixture
It is the LB value, and in that case, it can be determined from the weighted average of the HLB values of each emulsifier.

【0016】当該HLB値10以上の乳化剤としては、
ポリグリセリン脂肪酸エステル、ショ糖脂肪酸エステ
ル、ソルビタン脂肪酸エステル及びポリオキシエチレン
ソルビタン脂肪酸エステルから選ばれる1種又は2種以
上が例示されるが、特にポリグリセレン脂肪酸エステル
が好ましい。ここで乳化剤を構成する脂肪酸としては、
炭素数8〜24、更に炭素数14〜22のものが好まし
く、特に炭素数16〜20の飽和脂肪酸が最も好まし
い。
As the emulsifier having an HLB value of 10 or more,
One or more selected from polyglycerin fatty acid ester, sucrose fatty acid ester, sorbitan fatty acid ester and polyoxyethylene sorbitan fatty acid ester are exemplified, and polyglycerene fatty acid ester is particularly preferable. Here, as the fatty acid constituting the emulsifier,
It preferably has 8 to 24 carbon atoms, more preferably 14 to 22 carbon atoms, and is most preferably a saturated fatty acid having 16 to 20 carbon atoms.

【0017】本発明水中油型乳化組成物中の成分(II)
の含有量は、乳化安定性、風味の点から0.1〜5重量
%であることが必要であるが、好ましくは0.2〜4重
量%、更に好ましくは0.2〜3重量%である。0.1
重量%未満では安定な水中油型乳化物を調製することが
できず、5重量%を超えると乳化剤特有の風味が感じら
れ好ましくない。成分(II)は、油相及び/又は水相に
配合することができるが、水相への配合が好ましい。特
に、水相中の成分(II)の含有量は、乳化安定性の点か
ら、0.2〜5%、更に0.3〜4%、最も好ましくは
0.5〜3%であるのが望ましい。
Component (II) in the oil-in-water emulsion composition of the present invention
The content of is required to be 0.1 to 5% by weight from the viewpoint of emulsion stability and flavor, but it is preferably 0.2 to 4% by weight, more preferably 0.2 to 3% by weight. is there. 0.1
If it is less than 5% by weight, a stable oil-in-water emulsion cannot be prepared, and if it exceeds 5% by weight, the flavor peculiar to the emulsifier is felt, which is not preferable. The component (II) can be blended in the oil phase and / or the water phase, but it is preferably blended in the water phase. In particular, the content of the component (II) in the aqueous phase is 0.2 to 5%, more preferably 0.3 to 4%, and most preferably 0.5 to 3% from the viewpoint of emulsion stability. desirable.

【0018】本発明の水中油型乳化組成物には、油相の
副成分として、前記成分の外、成分(II)以外の乳化
剤、抗酸化剤等を配合できる。また、水を基質とする水
相には、前記成分の外、成分(II)以外の乳化剤、抗酸
化剤、食塩、糖、アミノ酸等の調味料、蛋白質、多糖類
等を配合できる。水相のpHが1〜6、更に2〜6、特に
3〜5の酸性水中油型乳化組成物とするのが、保存性の
点から好ましい。水相のpHを調節するために米酢、酒粕
酢、リンゴ酢、ブドウ酢等の食酢、及び/又はクエン酸
等の有機酸、リン酸等の無機酸、レモン果汁等の酸味料
を使用できる。
In the oil-in-water emulsion composition of the present invention, as an auxiliary component of the oil phase, an emulsifier other than the component (II), an antioxidant and the like can be blended. In addition to the above components, emulsifiers other than component (II), antioxidants, seasonings such as salt, sugar and amino acids, proteins, polysaccharides and the like can be added to the water phase using water as a substrate. The acidic oil-in-water emulsion composition having an aqueous phase pH of 1 to 6, more preferably 2 to 6, and especially 3 to 5, is preferable from the viewpoint of storage stability. Vinegar such as rice vinegar, sake vinegar, apple vinegar, and grape vinegar, and / or organic acids such as citric acid, inorganic acids such as phosphoric acid, and acidulants such as lemon juice can be used to adjust the pH of the aqueous phase. .

【0019】本発明の水中油型乳化組成物には、更にス
パイス、フレーバー等の香味料、着色料、保存料、安定
剤等を加えることもできる。
To the oil-in-water emulsion composition of the present invention, spices, flavors such as flavors, colorants, preservatives, stabilizers and the like can be added.

【0020】本発明の水中油型乳化組成物は、前記成分
(I)及び(II)を必須成分として含有し、主にジグリ
セリドを含む油相と、主に水を含む水相とを常法に従
い、乳化機等を用いて混合、攪拌することにより製造で
きる。この際、乳化温度を25〜95℃、好ましくは3
0〜80℃とするのが、乳化性の点でよい。
The oil-in-water emulsion composition of the present invention contains the above-mentioned components (I) and (II) as essential components, and comprises an oil phase mainly containing diglyceride and an aqueous phase mainly containing water. According to the above, it can be produced by mixing and stirring using an emulsifying machine or the like. At this time, the emulsification temperature is 25 to 95 ° C., preferably 3
The temperature is preferably 0 to 80 ° C. from the viewpoint of emulsifying property.

【0021】本発明の水中油型乳化組成物は、ドレッシ
ング、コーヒーホワイトナー、スープ、ソース、飲料、
焼肉のタレ、ホイップクリーム、アイスクリーム等の油
脂加工商品に広範に適用できる他、医薬品、飼料等にも
利用できる。特に組成物の粘度(B8H型粘度計、東京
計器社製による測定)が10〜50000mPa・s、好ま
しくは500〜20000mPa・s、更に好ましくは10
00〜10000mPa・sの形態、例えば乳化ドレッシン
グ等の安定なものは従来得られておらず、特に好まし
い。
The oil-in-water emulsion composition of the present invention comprises a dressing, coffee whitener, soup, sauce, beverage,
It can be widely applied to processed oils and fats such as sausage of roasted meat, whipped cream and ice cream, and can also be used for medicines, feeds and the like. In particular, the viscosity of the composition (B8H type viscometer, measured by Tokyo Keiki Co., Ltd.) is 10 to 50,000 mPa · s, preferably 500 to 20,000 mPa · s, and more preferably 10
A form of 00 to 10000 mPa · s, for example, a stable one such as an emulsion dressing has not been obtained hitherto, and is particularly preferable.

【0022】[0022]

【実施例】ジグリセリド含有油脂の製造:大豆脂肪酸を
ウインタリングして飽和脂肪酸を低減させたもの455
重量部と菜種脂肪酸195重量部とグリセリン107重
量部とを、固定化1,3−位選択リパーゼである市販リ
パーゼ製剤(商品名:「Lipozyme IM」、ノボインダス
トリーA.S.社製)を触媒として、0.07hPaで40℃
5時間エステル化を行った。次いで、リパーゼ製剤を濾
過した後、235℃で分子蒸留を行った。水洗した後、
235℃で1時間脱臭して、ジグリセリド含有油脂を製
造した。分析値を表1に示す。該油脂100重量部に対
して、ビタミンE(エーザイ社製:E−ミックス50
L)を0.02重量部加え、以下の実験に使用した。
Example Production of diglyceride-containing fats and oils: soybean fatty acid wintered to reduce saturated fatty acid 455
0 parts by weight, 195 parts by weight of rapeseed fatty acid and 107 parts by weight of glycerin were used as a catalyst with a commercially available lipase preparation (trade name: "Lipozyme IM", manufactured by Novo Industry AS) which is an immobilized 1,3-position selective lipase. 40 ℃ at 0.07hPa
Esterification was carried out for 5 hours. Then, the lipase preparation was filtered and then subjected to molecular distillation at 235 ° C. After washing with water
Deodorization was performed at 235 ° C for 1 hour to produce a diglyceride-containing oil / fat. The analytical values are shown in Table 1. To 100 parts by weight of the fats and oils, vitamin E (Eisai Co .: E-mix 50
L) was added in an amount of 0.02 part by weight and used in the following experiments.

【0023】[0023]

【表1】 [Table 1]

【0024】実施例1〜3において、下記乳化剤を使用
した。 乳化剤a:デカグリセリンモノステアレート(HLB値
=12、太陽化学社製、サンソフトQ−18S) 乳化剤b:ソルビタンラウレート(HLB値=8.9、
花王社製、レオドールスーパーSP−L10) 乳化剤c:ポリオキシエチレン(20)ソルビタンモノステ
アレート(HLB値=14.9、花王社製、レオドール
TW−S120) 乳化剤d:ショ糖ステアリン酸エステル(HLB値=1
5、三菱化学フーズ社製、S−1570) 乳化剤e:ペンタグリセリントリミリステート(HLB
値=8、太陽化学社製、サンソフトA−143E)
In Examples 1 to 3, the following emulsifiers were used. Emulsifier a: Decaglycerin monostearate (HLB value = 12, Taiyo Kagaku Co., Ltd., Sunsoft Q-18S) Emulsifier b: Sorbitan laurate (HLB value = 8.9,
Kao, Leodol Super SP-L10) Emulsifier c: Polyoxyethylene (20) sorbitan monostearate (HLB value = 14.9, Kao, Leodol TW-S120) Emulsifier d: Sucrose stearate ( HLB value = 1
5, Mitsubishi Kagaku Foods, S-1570) Emulsifier e: pentaglycerin trimyristate (HLB)
(Value = 8, Taiyo Kagaku Co., Ltd., Sunsoft A-143E)

【0025】実施例1〜3において、下記植物ステロー
ルを使用した。 植物ステロール1:フィトステロールF(重量平均分子
量390.9、タマ生化学工業社製) 植物ステロール2:CANOLA STERYLESTERS(重量平均分子
量673.7、ADM社製)
In Examples 1 to 3, the following plant sterols were used. Plant sterol 1: Phytosterol F (weight average molecular weight 390.9, manufactured by Tama Seikagaku Corporation) Plant sterol 2: CANOLA STERYLESTERS (weight average molecular weight 673.7, manufactured by ADM)

【0026】乳化物の評価方法:実施例1〜3で調製し
た乳化物を容量250mLのPET製ボトル(高さ15.
7cm、直径4.5cm)に230mL充填し、密栓した。こ
れを20℃で1日保存したものをサンプルとし、以下の
方法で評価した。
Emulsion evaluation method: The emulsions prepared in Examples 1 to 3 were used for PET bottles having a volume of 250 mL (height: 15.
(7 cm, diameter 4.5 cm) was filled with 230 mL and sealed. The sample was stored at 20 ° C. for 1 day and evaluated by the following method.

【0027】(1)初期乳化性 サンプルの外観を目視で、下記基準により評価した。 A:均一な白色で、乳化性良好である。 B:油浮きがなく乳化しているが、一部凝集・ゲル化し
ている。 C:乳化物表面に油浮きが存在し、乳化性やや不良であ
る。 D:油相と水相が分離し、乳化性不良である。
(1) The appearance of the initial emulsifying sample was visually evaluated by the following criteria. A: Uniform white and good emulsifying property. B: Emulsification without oil floating, but some aggregation / gelation. C: Oil floating is present on the surface of the emulsion, and the emulsification property is slightly poor. D: The oil phase and the aqueous phase are separated, and the emulsifying property is poor.

【0028】(2)乳化安定性(強制試験) 10mLスピッツ遠沈管にサンプル10gを入れ、遠心分
離機(日立製作所製、himac CR5B2型)を用いて25
℃、1000r/minで25分間、次いで3000r/min
で10分間遠心分離を行った。遠心分離後、分離した油
相量を測定し、体積分率で示した。
(2) Emulsion stability (forced test) 10 g of a sample was placed in a 10 mL Spitz centrifuge tube, and a centrifuge (manufactured by Hitachi Ltd., himac CR5B2 type) was used for 25
℃, 1000r / min for 25 minutes, then 3000r / min
It was centrifuged for 10 minutes. After centrifugation, the amount of the separated oil phase was measured and shown as a volume fraction.

【0029】(3)乳化安定性(40℃、30日保存
後) 上記PET製ボトルに充填したサンプルを、40℃にて
30日間静置後、サンプル上層に遊離した油分の厚さを
測定した。この数値をオイルオフ高さ(mm)とし、乳化
安定性の指標とした。 (4)粘度 上記PET製ボトルに充填したサンプルを手で上下に1
0往復振とうした後、容量100mLのガラス製ビーカー
に110g入れた。次いで、速やかにB8H型粘度計
(東京計器社製)にて、粘度を測定した(20℃、ロー
ターNo.5、5rpm、30秒値)。
(3) Emulsion stability (40 ° C., after storage for 30 days) The sample filled in the PET bottle was allowed to stand at 40 ° C. for 30 days, and the thickness of the oil component released in the upper layer of the sample was measured. . This value was taken as the oil-off height (mm) and used as an index of emulsion stability. (4) Viscosity Put the sample filled in the PET bottle above by hand 1
After shaking 0 times, 110 g was put in a glass beaker having a capacity of 100 mL. Then, the viscosity was immediately measured with a B8H type viscometer (manufactured by Tokyo Keiki Co., Ltd.) (20 ° C., rotor No. 5, 5 rpm, 30 second value).

【0030】実施例1 フレンチドレッシング(本発明
品1〜6、比較品1〜4) 表2の配合(全量600g)で、均一な水相を調製し、
乳化機(特殊機化工業社製、T. K. HOMODISPER MODEL
2.5)を用いて4000r/minで攪拌しながら、85℃
10分間加熱した。次いで、水相を4000r/minで攪
拌しながら、予め80℃に加熱溶解しておいた油相を1
分間かけて添加、予備乳化し、更に1分間仕上げ乳化を
行った(乳化物温度75〜80℃)。得られた乳化物を
放冷後、20℃に1日保存し、上記方法にて初期乳化性
及び強制試験による乳化安定性の評価を行った。また4
0℃に30日間保存した後、上記方法にて乳化安定性を
評価した。
Example 1 French dressing (Products 1 to 6 of the present invention, Comparative products 1 to 4) A uniform aqueous phase was prepared according to the formulation shown in Table 2 (total amount: 600 g).
Emulsifier (TK HOMODISPER MODEL manufactured by Tokushu Kika Kogyo Co., Ltd.
85 ℃ with stirring at 4000r / min using 2.5)
Heated for 10 minutes. Next, while stirring the aqueous phase at 4000 r / min, 1% of the oil phase previously heated and dissolved at 80 ° C was dissolved.
The mixture was added over a period of 1 minute, pre-emulsified, and further finish emulsified for 1 minute (emulsion temperature 75-80 ° C). The obtained emulsion was allowed to cool and then stored at 20 ° C. for 1 day, and the initial emulsification property and the emulsification stability by a forced test were evaluated by the above method. Again 4
After storing at 0 ° C. for 30 days, the emulsion stability was evaluated by the above method.

【0031】評価結果を表3に示す。乳化剤a(HLB
値=12)を1%使用した本発明品1、6の初期乳化
性、乳化安定性は極めて良好であった。同様に、乳化剤
b(1.15重量%)と乳化剤c(1.35重量%)と
を併用した本発明品2の初期乳化性、乳化安定性は非常
に良好であった(重量平均から求めた乳化剤のHLB値
=12)。エステル体の多い植物ステロールを使用した
場合にも同様な結果が得られた。すなわち、乳化剤d
(HLB値=15)を1重量%添加した本発明品3は、
良好な初期乳化性、乳化安定性を示した。また、乳化剤
aを0.2重量%配合した本発明品4も、非常に良好な
初期乳化性、乳化安定性を示した。乳化剤aを1重量%
配合し、かつエステル体の多い植物ステロールを使用し
た本発明品5も、極めて良好な初期乳化性、乳化安定性
を示した。一方、乳化剤aを0.06重量%配合した比
較品1及び乳化剤e(HLB値=8)を1重量%添加し
た比較品2では、初期乳化性で一部凝集・ゲル化がみら
れ、乳化安定性は良好でなかった。乳化剤を加えていな
い比較品3は、油相と水相が分離して乳化することがで
きなかった。乳化剤b(HLB値=8.9)を1.15
重量%配合した比較品4は、初期乳化性で、一部凝集・
ゲル化がみられ、乳化安定性は良好ではなかった。
Table 3 shows the evaluation results. Emulsifier a (HLB
The initial emulsification properties and emulsion stability of the products 1 and 6 of the present invention in which 1% of the value = 12) were used were very good. Similarly, the initial emulsification property and emulsion stability of the product 2 of the present invention in which the emulsifier b (1.15% by weight) and the emulsifier c (1.35% by weight) were used together were very good (obtained from the weight average). HLB value of different emulsifiers = 12). Similar results were obtained when plant sterols rich in ester were used. That is, the emulsifier d
The product 3 of the present invention containing 1% by weight of (HLB value = 15) is
It showed good initial emulsification properties and emulsion stability. The product 4 of the present invention containing 0.2% by weight of the emulsifier a also showed very good initial emulsification property and emulsion stability. 1% by weight of emulsifier a
The product 5 of the present invention, which was blended and used a plant sterol having a large amount of ester, also showed extremely good initial emulsification property and emulsion stability. On the other hand, in Comparative Product 1 in which 0.06% by weight of the emulsifier a and Comparative Product 2 in which 1% by weight of the emulsifier e (HLB value = 8) was added, partial emulsification and gelation were observed due to the initial emulsification property and The stability was not good. In Comparative Product 3 to which no emulsifier was added, the oil phase and the water phase were separated and could not be emulsified. Emulsifier b (HLB value = 8.9) was 1.15
Comparative product 4, which was blended in a weight percentage, had an initial emulsifying property and partly aggregated and
Gelation was observed and the emulsion stability was not good.

【0032】[0032]

【表2】 [Table 2]

【0033】[0033]

【表3】 [Table 3]

【0034】実施例2 コーヒーホワイトナー(本発明
品7) 表4の配合(全量600g)で、均一な水相を調製し、
乳化機(実施例1と同じ)を用いて4000r/minで攪
拌しながら、85℃10分間加熱した。続いて水相を4
5℃に冷却後、4000r/minで攪拌しながら、予め4
5℃に加熱溶解しておいた油相を1分間かけて添加、予
備乳化し、更に1分間仕上げ乳化を行った(乳化物温度
30〜35℃)。得られた乳化物を放冷後、20℃に1
日保存し、上記方法(1)及び(2)にて評価を行っ
た。評価結果を表5に示す。乳化剤b(0.78重量
%)と乳化剤d(0.72重量%)とを使用した本発明
品7の初期乳化性、乳化安定性(強制試験)は良好であ
った(重量平均から求めた乳化剤のHLB値=12)。
Example 2 Coffee Whitener (Invention Product 7) A uniform aqueous phase was prepared with the composition shown in Table 4 (total amount: 600 g),
Using an emulsifier (same as in Example 1), the mixture was heated at 85 ° C. for 10 minutes while stirring at 4000 r / min. Then add 4 water phases
After cooling to 5 ° C, while stirring at 4000 r / min,
The oil phase that had been heated and dissolved at 5 ° C was added over 1 minute, pre-emulsified, and further finish emulsified for 1 minute (emulsion temperature 30-35 ° C). After allowing the obtained emulsion to cool, it is heated to 20 ° C. for 1 hour.
It was stored for a day and evaluated by the above methods (1) and (2). The evaluation results are shown in Table 5. The initial emulsification property and emulsion stability (forced test) of the product 7 of the present invention using the emulsifier b (0.78% by weight) and the emulsifier d (0.72% by weight) were good (calculated from the weight average). HLB value of emulsifier = 12).

【0035】[0035]

【表4】 [Table 4]

【0036】[0036]

【表5】 [Table 5]

【0037】実施例3 コーンスープ(本発明品8) 表6の配合(全量600g)で、均一な水相を調製し、
乳化機(実施例1と同じ)を用いて4000r/minで攪
拌しながら、85℃10分間加熱した。続いて水相を4
5℃に冷却後、4000r/minで攪拌しながら、予め4
5℃に加熱溶解しておいた油相を1分間かけて添加、予
備乳化し、更に1分間仕上げ乳化を行った(乳化物温度
30〜35℃)。得られた乳化物を放冷後、20℃に1
日保存し、上記方法(1)及び(2)にて評価を行っ
た。評価結果を表7に示す。乳化剤aを0.4%使用し
た本発明品8の初期乳化性、乳化安定性(強制試験)は
極めて良好であった。
Example 3 Corn Soup (Invention Product 8) A uniform aqueous phase was prepared according to the formulation shown in Table 6 (total amount: 600 g),
Using an emulsifier (same as in Example 1), the mixture was heated at 85 ° C. for 10 minutes while stirring at 4000 r / min. Then add 4 water phases
After cooling to 5 ° C, while stirring at 4000 r / min,
The oil phase that had been heated and dissolved at 5 ° C was added over 1 minute, pre-emulsified, and further finish emulsified for 1 minute (emulsion temperature 30-35 ° C). After allowing the obtained emulsion to cool, it is heated to 20 ° C for 1
It was stored for a day and evaluated by the above methods (1) and (2). The evaluation results are shown in Table 7. The initial emulsification property and emulsification stability (forced test) of the product 8 of the present invention containing 0.4% of the emulsifier a were very good.

【0038】[0038]

【表6】 [Table 6]

【0039】[0039]

【表7】 [Table 7]

【0040】[0040]

【発明の効果】本発明のジグリセリドと植物ステロー
ル、特定の乳化剤及び水相成分を含有する水中油型乳化
組成物は、乳化安定性に極めて優れている。
The oil-in-water emulsion composition of the present invention containing the diglyceride, plant sterol, specific emulsifier and aqueous phase component has extremely excellent emulsion stability.

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 FI テーマコート゛(参考) A61K 47/34 A61K 47/34 4C076 A61P 3/04 A61P 3/04 4C086 3/06 3/06 4C206 // A23C 11/00 A23C 11/00 A23L 1/19 A23L 1/19 1/24 1/24 A 1/30 1/30 Z 1/39 1/39 (72)発明者 石塚 信輝 東京都墨田区文花2−1−3 花王株式会 社研究所内 Fターム(参考) 4B001 AC06 AC07 AC15 AC40 BC02 BC08 EC05 4B018 LB07 LB10 MD07 MD14 MD48 ME14 MF02 4B025 LB20 LG11 LG21 LG24 LG41 4B036 LC05 LE02 LF01 LH08 LH13 LH21 LK03 4B047 LB02 LB09 LE03 LF08 LG05 LG10 LG37 LG66 LP02 4C076 AA17 CC14 CC21 DD03F DD08F DD09F DD46F DD68F FF16 4C086 AA01 AA02 DA11 MA03 MA05 MA09 MA22 NA05 NA14 ZA70 ZC21 ZC33 ZC75 4C206 AA01 AA02 DB06 MA03 MA05 MA21 MA42 NA05 NA14 ZA70 ZC21 ZC33 ZC75 ─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. 7 Identification code FI theme code (reference) A61K 47/34 A61K 47/34 4C076 A61P 3/04 A61P 3/04 4C086 3/06 3/06 4C206 // A23C 11/00 A23C 11/00 A23L 1/19 A23L 1/19 1/24 1/24 A 1/30 1/30 Z 1/39 1/39 (72) Inventor Nobuteru Ishizuka 2 Fumika Sumida-ku, Tokyo 2 -1-3 In-house F-term in Kao Corporation (Reference) 4B001 AC06 AC07 AC15 AC40 BC02 BC08 EC05 4B018 LB07 LB10 MD07 MD14 MD48 ME14 MF02 4B025 LB20 LG11 LG21 LG24 LG41 4B036 LC05 LE02 LF01 LH08 LH13 LH21 LK03 4B094703 02B084703 LG05 LG10 LG37 LG66 LP02 4C076 AA17 CC14 CC21 DD03F DD08F DD09F DD46F DD68F FF16 4C086 AA01 AA02 DA11 MA03 MA05 MA09 MA22 NA05 NA14 ZA70 ZC21 ZC33 ZC75 4C206 AA01 AA02 DB06 MA03 MA05 MA21 MA42 NA42 05 NA14 ZA70 ZC21 ZC33 ZC75

Claims (3)

【特許請求の範囲】[Claims] 【請求項1】 構成脂肪酸の70重量%以上が不飽和脂
肪酸であるジグリセリドを15重量%以上含有する油相
と、水を含む水相とからなる水中油型乳化組成物におい
て、次の成分(I)及び(II)、(I)植物ステロール
1.2〜20重量% (II)HLB値10以上の乳化剤 0.1〜5重量%を
含有する水中油型乳化組成物。
1. An oil-in-water emulsified composition comprising an oil phase containing diglycerides in which 70% by weight or more of constituent fatty acids are unsaturated fatty acids and 15% by weight or more, and an aqueous phase containing water. I) and (II), (I) plant sterol 1.2 to 20% by weight (II) an oil-in-water emulsion composition containing 0.1 to 5% by weight of an emulsifier having an HLB value of 10 or more.
【請求項2】 (II)の乳化剤が、ポリグリセリン脂肪
酸エステル、ショ糖脂肪酸エステル、ソルビタン脂肪酸
エステル及びポリオキシエチレンソルビタン脂肪酸エス
テルから選ばれる1種又は2種以上の組み合わせである
請求項1記載の水中油型乳化組成物。
2. The emulsifier (II) is one kind or a combination of two or more kinds selected from polyglycerin fatty acid ester, sucrose fatty acid ester, sorbitan fatty acid ester and polyoxyethylene sorbitan fatty acid ester. Oil-in-water emulsion composition.
【請求項3】 水相のpHが1〜6である請求項1又は2
記載の水中油型乳化組成物。
3. The method according to claim 1, wherein the pH of the aqueous phase is 1 to 6.
The oil-in-water emulsion composition described.
JP2002016942A 2002-01-25 2002-01-25 Oil-in-water emulsion composition Expired - Fee Related JP5118284B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2002016942A JP5118284B2 (en) 2002-01-25 2002-01-25 Oil-in-water emulsion composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2002016942A JP5118284B2 (en) 2002-01-25 2002-01-25 Oil-in-water emulsion composition

Publications (2)

Publication Number Publication Date
JP2003221332A true JP2003221332A (en) 2003-08-05
JP5118284B2 JP5118284B2 (en) 2013-01-16

Family

ID=27742791

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2002016942A Expired - Fee Related JP5118284B2 (en) 2002-01-25 2002-01-25 Oil-in-water emulsion composition

Country Status (1)

Country Link
JP (1) JP5118284B2 (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005041690A1 (en) * 2003-10-31 2005-05-12 Q.P. Corporation Oil-in-water type emulsion food
WO2005041692A1 (en) * 2003-10-31 2005-05-12 Q.P. Corporation Complex
JP2005529728A (en) * 2002-06-18 2005-10-06 マーテック・バイオサイエンシーズ・コーポレーション Stable emulsion of oil in aqueous solution and process for its production
JP2007174958A (en) * 2005-12-27 2007-07-12 Kao Corp Separate type liquid seasoning
JP2007174959A (en) * 2005-12-27 2007-07-12 Kao Corp Separate type liquid seasoning
JP2009291136A (en) * 2008-06-06 2009-12-17 Kanto Shokken Kk Whitener for food and drink
JP2010162049A (en) * 2010-05-06 2010-07-29 Kao Corp Separate-type liquid seasoning
JP2011244787A (en) * 2010-05-31 2011-12-08 Kao Corp Acidic oil-in-water emulsion composition
JP2012060890A (en) * 2010-09-14 2012-03-29 Kao Corp Acidic oil-in-water type emulsified composition
CN104642835A (en) * 2013-11-19 2015-05-27 丰益(上海)生物技术研发中心有限公司 Composition containing polyunsaturated fatty acid source and preparation thereof
JP2017112925A (en) * 2015-12-25 2017-06-29 雪印メグミルク株式会社 Composition having oil-off reducing action, and plastic oil/fat composition

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999048378A1 (en) * 1998-03-24 1999-09-30 Kao Corporation Phytosterol-containing fat composition
WO1999051102A1 (en) * 1998-04-02 1999-10-14 The Pillsbury Company Water-in-oil emulsion fillings
JP2000102361A (en) * 1998-08-31 2000-04-11 Mcneil Ppc Inc Stable food and its preparation
JP2001000138A (en) * 1999-06-17 2001-01-09 Kao Corp Acidic oil-in-water type emulsion composition
JP2001220595A (en) * 2000-02-08 2001-08-14 Kao Corp Oil and fat composition
JP2001275565A (en) * 2000-03-31 2001-10-09 Kao Corp Liquid oil in container

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999048378A1 (en) * 1998-03-24 1999-09-30 Kao Corporation Phytosterol-containing fat composition
WO1999051102A1 (en) * 1998-04-02 1999-10-14 The Pillsbury Company Water-in-oil emulsion fillings
JP2000102361A (en) * 1998-08-31 2000-04-11 Mcneil Ppc Inc Stable food and its preparation
JP2001000138A (en) * 1999-06-17 2001-01-09 Kao Corp Acidic oil-in-water type emulsion composition
JP2001220595A (en) * 2000-02-08 2001-08-14 Kao Corp Oil and fat composition
JP2001275565A (en) * 2000-03-31 2001-10-09 Kao Corp Liquid oil in container

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005529728A (en) * 2002-06-18 2005-10-06 マーテック・バイオサイエンシーズ・コーポレーション Stable emulsion of oil in aqueous solution and process for its production
JP2006305569A (en) * 2002-06-18 2006-11-09 Martek Biosciences Corp Stable emulsion of oil in aqueous solution and method for producing same
US8529979B2 (en) 2002-06-18 2013-09-10 Dsm Ip Assets B.V. Stable emulsions of oils in aqueous solutions and methods for producing same
WO2005041692A1 (en) * 2003-10-31 2005-05-12 Q.P. Corporation Complex
US7595077B2 (en) 2003-10-31 2009-09-29 Q.P. Corporation Complex
US7597923B2 (en) 2003-10-31 2009-10-06 Q. P. Corporation Oil-in-water emulsified food product
WO2005041690A1 (en) * 2003-10-31 2005-05-12 Q.P. Corporation Oil-in-water type emulsion food
JP4559355B2 (en) * 2005-12-27 2010-10-06 花王株式会社 Separate liquid seasoning
JP2007174958A (en) * 2005-12-27 2007-07-12 Kao Corp Separate type liquid seasoning
JP2007174959A (en) * 2005-12-27 2007-07-12 Kao Corp Separate type liquid seasoning
JP4559354B2 (en) * 2005-12-27 2010-10-06 花王株式会社 Separate liquid seasoning
JP2009291136A (en) * 2008-06-06 2009-12-17 Kanto Shokken Kk Whitener for food and drink
JP2010162049A (en) * 2010-05-06 2010-07-29 Kao Corp Separate-type liquid seasoning
JP2011244787A (en) * 2010-05-31 2011-12-08 Kao Corp Acidic oil-in-water emulsion composition
JP2012060890A (en) * 2010-09-14 2012-03-29 Kao Corp Acidic oil-in-water type emulsified composition
CN104642835A (en) * 2013-11-19 2015-05-27 丰益(上海)生物技术研发中心有限公司 Composition containing polyunsaturated fatty acid source and preparation thereof
JP2017112925A (en) * 2015-12-25 2017-06-29 雪印メグミルク株式会社 Composition having oil-off reducing action, and plastic oil/fat composition

Also Published As

Publication number Publication date
JP5118284B2 (en) 2013-01-16

Similar Documents

Publication Publication Date Title
JP5636398B2 (en) Oil composition
US7514472B2 (en) Fat or oil composition
KR100951756B1 (en) Oil composition
ES2200182T3 (en) MANUFACTURING PROCEDURE OF A MIXTURE OF ESTERES.
JP3589904B2 (en) Acidic oil-in-water emulsion composition
JP5100974B2 (en) Oil composition
JPH11127779A (en) Food product based on fat containing cholesterol
JP6689042B2 (en) Acid oil-in-water emulsion food
JP5118284B2 (en) Oil-in-water emulsion composition
AU2009269433A1 (en) Taste-improving agent for foods and drinks
JP4768868B1 (en) Oils and fats for emulsified foods and emulsified foods
JP4098276B2 (en) Acid oil-in-water emulsified composition
JP4323763B2 (en) Sterol fatty acid ester composition, method for producing the same, and food containing the same
JP2004018678A (en) Sterol fatty acid ester composition and foodstuff containing the same
JP3597478B2 (en) Tocopherol preparation with suppressed flavor deterioration and food and beverage containing the same
JP2007068407A (en) Water-in-oil emulsified composition
JP3720321B2 (en) dressing
JP2006280370A (en) Dressing
JP2005185111A (en) Plant sterol-containing oil-in-water emulsion
AU2015311021C9 (en) Composition

Legal Events

Date Code Title Description
A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20041227

RD02 Notification of acceptance of power of attorney

Free format text: JAPANESE INTERMEDIATE CODE: A7422

Effective date: 20041227

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20080924

A521 Written amendment

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20081125

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20100105

A521 Written amendment

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20100405

A911 Transfer of reconsideration by examiner before appeal (zenchi)

Free format text: JAPANESE INTERMEDIATE CODE: A911

Effective date: 20100519

A912 Removal of reconsideration by examiner before appeal (zenchi)

Free format text: JAPANESE INTERMEDIATE CODE: A912

Effective date: 20100723

A521 Written amendment

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20120827

A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20121019

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20151026

Year of fee payment: 3

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

LAPS Cancellation because of no payment of annual fees