JPS62250941A - Preparation of emulsified or solubilized solution - Google Patents
Preparation of emulsified or solubilized solutionInfo
- Publication number
- JPS62250941A JPS62250941A JP61094141A JP9414186A JPS62250941A JP S62250941 A JPS62250941 A JP S62250941A JP 61094141 A JP61094141 A JP 61094141A JP 9414186 A JP9414186 A JP 9414186A JP S62250941 A JPS62250941 A JP S62250941A
- Authority
- JP
- Japan
- Prior art keywords
- fatty acid
- water
- oil
- acid ester
- 90pts
- 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
Links
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- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 28
- 229930195729 fatty acid Natural products 0.000 claims abstract description 28
- 239000000126 substance Substances 0.000 claims abstract description 28
- -1 fatty acid ester Chemical class 0.000 claims abstract description 23
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- 230000001804 emulsifying effect Effects 0.000 claims abstract description 13
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- 150000004665 fatty acids Chemical class 0.000 claims abstract description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
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- 230000003381 solubilizing effect Effects 0.000 claims description 11
- 238000005063 solubilization Methods 0.000 claims description 8
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- 229910052799 carbon Inorganic materials 0.000 claims description 2
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- 239000000243 solution Substances 0.000 description 6
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
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- 229940100515 sorbitan Drugs 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 1
- 235000019166 vitamin D Nutrition 0.000 description 1
- 239000011710 vitamin D Substances 0.000 description 1
- 150000003710 vitamin D derivatives Chemical class 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 229940046008 vitamin d Drugs 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 229960003487 xylose Drugs 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Cosmetics (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Colloid Chemistry (AREA)
- General Preparation And Processing Of Foods (AREA)
- Medicinal Preparation (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は乳化至可溶化液の製造法に関する。詳しくは非
水溶性物質にポリグリセリン脂肪酸エステルと水および
多価アルコールを混合し、乳化至可溶化することを特徴
とする乳化至可溶化液の製造法に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing an emulsion-to-solubilizer. Specifically, the present invention relates to a method for producing an emulsification-to-solubilization solution, which comprises mixing a water-insoluble substance with a polyglycerin fatty acid ester, water, and a polyhydric alcohol, and emulsification-to-solubilization.
（産業上の利用分野）
本発明の乳化至可溶化液は、飲料、食品、化粧品、医薬
品に添加し、非水溶性物質を均一に乳化至可溶化する場
合に有用なものである。ポリグリセリン脂肪酸エステル
は食品添加物として認可されており、食品工業において
は非常に重要な乳化剤である。(Industrial Application Field) The emulsifying/solubilizing liquid of the present invention is useful when added to beverages, foods, cosmetics, and pharmaceuticals to uniformly emulsify/solubilize water-insoluble substances. Polyglycerol fatty acid esters are approved as food additives and are very important emulsifiers in the food industry.
（従来の技術）
非水溶性物質は、油類に溶解し水に溶解しないために非
水溶性物質を飲料、食品に添加した場合非水溶性物質が
分離してその利用範囲が限定されている。特に、飲料、
食品類は水を主成分とする製品形態が食しやすいため数
多く製品化されているが、非水溶性物質を利用する際は
その分離の問題がある。 このため非水溶性物質を、食
品用乳化剤を用いて水に乳化、分散させることが検討さ
れており一部実用化もなされているが、長期保存すると
非水溶性物質の分離の他、非水溶性物質が十分乳化、分
散しないなどの問題がある。(Prior art) Water-insoluble substances dissolve in oils and do not dissolve in water, so when water-insoluble substances are added to drinks or foods, they separate and their range of use is limited. . In particular, beverages
Many food products are manufactured in the form of water-based products because they are easy to eat, but when water-insoluble substances are used, there is a problem in separating them. For this reason, emulsifying and dispersing water-insoluble substances in water using food-grade emulsifiers has been considered, and some have even been put into practical use. There are problems such as the sexual substances not being sufficiently emulsified or dispersed.
（発明が解決しようとする問題点）
このようなことから、非水溶性物質を乳化至可溶化し、
製品に添加し長期にわたって乳化至可溶化安定性が良い
方法の開発が望まれていた。(Problems to be solved by the invention) For this reason, water-insoluble substances are emulsified and soluble,
It has been desired to develop a method that can be added to products and has good emulsification and solubilization stability over a long period of time.
（問題を解決するための手段）
本発明者らは、非水溶性物質を乳化至可溶化し製品に添
加した場合、長期にわたって乳化至可溶化安定性の良い
乳化至可溶化液を、開発する目的で鋭意研究を行なった
結果、非水溶性物質にポリグリセリン脂肪酸エステルと
水および多価アルコールを混合し、乳化至可溶化する方
法を発明した。(Means for Solving the Problem) The present inventors have developed an emulsification-to-solubilization solution that exhibits good emulsification-to-solubilization stability over a long period of time when a water-insoluble substance is emulsified to solubilized and added to a product. As a result of extensive research aimed at this purpose, we invented a method for emulsifying and solubilizing water-insoluble substances by mixing polyglycerol fatty acid ester, water, and polyhydric alcohol.
すなわち、本発明は安全性の高く食品添加物に認可され
ているポリグリセリン脂肪酸エステルを用い、非水溶性
物質を水および多価アルコールと混合し、乳化至可溶化
する方法である。That is, the present invention is a method of emulsifying and solubilizing a water-insoluble substance by mixing it with water and polyhydric alcohol using polyglycerin fatty acid ester, which is highly safe and approved as a food additive.
本発明に用いられるポリグリセリン脂肪酸エステルは、
水酸基価が９７０以下のポリグリセリンの脂肪酸エステ
ルである。ポリグリセリン脂肪酸エステルに用いられる
脂肪酸は、ラウリン酸、ミリスチン酸、パルミチン酸、
ステアリン酸、ベヘニン酸、オレイン酸などの炭素数１
２〜２２の飽和または不飽和の直鎖脂肪酸であり、これ
らの脂肪酸は、単独またはその混合物でもよい。The polyglycerol fatty acid ester used in the present invention is
It is a fatty acid ester of polyglycerin with a hydroxyl value of 970 or less. Fatty acids used in polyglycerin fatty acid ester include lauric acid, myristic acid, palmitic acid,
1 carbon number such as stearic acid, behenic acid, oleic acid, etc.
2 to 22 saturated or unsaturated straight chain fatty acids, and these fatty acids may be used alone or in mixtures thereof.
本発明のポリグリセリン脂肪酸エステルは、水酸基価が
９７０以下のポリグリセリンのモノ、ジトリの脂肪酸エ
ステルであり、なかでもモノ、ジの脂肪酸エステルが望
ましく、これらは単独またはその混合物で用いることが
できる。The polyglycerin fatty acid ester of the present invention is a polyglycerin mono- or di-fatty acid ester having a hydroxyl value of 970 or less, and mono- and di-fatty acid esters are particularly desirable, and these can be used alone or in a mixture thereof.
本発明に用いられる非水溶性物質は、オレンジ油、レモ
ン油、アンプレット種子油、オリス根油、カナンガ油、
カラシ油、キャラウェイ油、キャロット種子油、グレー
プフルーツ油、ジンジャ−油、ホップ油、ミルトル油、
ローズ油、ローズマリー油などの天然香料の他、オイゲ
ノール、カプリル酸エチル、ゲラニオール、メントール
、シトラール、シトロネラール、ボルネオールなどの合
成又は天然の着香料があげられる。又、アナトー色素、
カロチン、才しオレジンなどの油性着色料、ビタミンＡ
１ ビタミンＥ、ビタミンＤ、ビタミンになどの油溶性
ビタミン、オレイン酸、リノー゛ル酸、リルン酸、アラ
キドン酸、エイコサペンタエン酸、ドコサペンクエン酸
、プロスタグランジンなどの油性物質、オリーブ油、コ
ーン油、ベニバナ油、魚油などの油詣、ミツロウ、ライ
スワックス、プロポリスなどのワックスなどがあげられ
る。The water-insoluble substances used in the present invention include orange oil, lemon oil, ampulette seed oil, orris root oil, cananga oil,
Mustard oil, caraway oil, carrot seed oil, grapefruit oil, ginger oil, hop oil, myrtle oil,
In addition to natural flavoring agents such as rose oil and rosemary oil, synthetic or natural flavoring agents such as eugenol, ethyl caprylate, geraniol, menthol, citral, citronellal, and borneol can be mentioned. Also, annatto pigment,
Carotene, oil-based colorants such as oleoresin, vitamin A
1. Oil-soluble vitamins such as vitamin E, vitamin D, and vitamins, oily substances such as oleic acid, linoleic acid, lylinic acid, arachidonic acid, eicosapentaenoic acid, docosapene citric acid, and prostaglandins, olive oil, and corn oil. Examples include oils such as , safflower oil, and fish oil, and waxes such as beeswax, rice wax, and propolis.
本発明に用いられる多価アルコールは、プロピレングリ
コール、グリセリン、ソルビトール、キシリトール、ア
ラビトール、マルチトール、ラクチトール、ソルビタン
、キシロース、アラビノース、マンノース、乳糖、砂糖
、カップリングシュガー、ブドウ糖、酵素水飴、酸糖化
水飴、麦芽糖水飴、麦芽糖、異性化糖、果糖、還元麦芽
糖水飴、還元澱粉糖水飴、蜂蜜などがあげられる。Polyhydric alcohols used in the present invention include propylene glycol, glycerin, sorbitol, xylitol, arabitol, maltitol, lactitol, sorbitan, xylose, arabinose, mannose, lactose, sugar, coupling sugar, glucose, enzyme starch syrup, acid saccharified starch syrup , maltose starch syrup, maltose, isomerized sugar, fructose, reduced maltose starch syrup, reduced starch sugar syrup, and honey.
本発明の非水溶性物質は１〜７０重量部使用され望まし
くは１０〜５０重量部使用される。本発明のポリグリセ
リン脂肪酸エステルは１〜９０重量部使用され、望まし
くは１０〜６０重量部使用される。The water-insoluble substance of the present invention is used in an amount of 1 to 70 parts by weight, preferably 10 to 50 parts by weight. The polyglycerin fatty acid ester of the present invention is used in an amount of 1 to 90 parts by weight, preferably 10 to 60 parts by weight.
本発明の多価アルコールは１〜９０重量部使用され望ま
しくは２０〜７０重量部使用される。本発明に用いられ
る水は、０．１〜５０重量部使用され、望ましくは１〜
４０重量部使用される。The polyhydric alcohol of the present invention is used in an amount of 1 to 90 parts by weight, preferably 20 to 70 parts by weight. The water used in the present invention is used in an amount of 0.1 to 50 parts by weight, preferably 1 to 50 parts by weight.
40 parts by weight are used.
本発明に用いられる非水溶性物質、ポリグリセリン脂肪
酸エステル、水、多価アルコールの比率は、乳化至可溶
化液の製造および乳化至可溶化液の長期安定性を保つの
に必要な条件であり、本発明の比率以外では満足する乳
化至可溶化液は製造できず、また乳化至可溶化液の長期
安定性も悪い。The ratio of the water-insoluble substance, polyglycerin fatty acid ester, water, and polyhydric alcohol used in the present invention is a necessary condition for producing an emulsion-to-solubilization liquid and maintaining long-term stability of the emulsion-to-solubilization liquid. A satisfactory emulsifying/solubilizing solution cannot be produced at a ratio other than that of the present invention, and the long-term stability of the emulsifying/solubilizing solution is also poor.
本発明のポリグリセリン脂肪酸エステルと共に乳化至可
溶化液にグリセリン詣肪酸エステル、ショ糖詣肪酸エス
テル、プロピレングリコール脂肪酸エステル、レシチン
、ソルビタン脂肪酸エステルを配合しても良い。Glycerin fatty acid esters, sucrose fatty acid esters, propylene glycol fatty acid esters, lecithin, and sorbitan fatty acid esters may be blended into the emulsifying and solubilizing liquid together with the polyglycerol fatty acid esters of the present invention.
（作用）
本発明のポリグリセリン脂肪酸エステルは非常に親水性
が強く、ＨＬＢ値が大きい界面活性剤であるために、非
水溶性物質を乳化、可溶化する力が大きいと推定される
。(Function) Since the polyglycerol fatty acid ester of the present invention is a surfactant with very strong hydrophilicity and a large HLB value, it is presumed to have a large ability to emulsify and solubilize water-insoluble substances.
次に本発明を実施例によって説明する。Next, the present invention will be explained by examples.
実施例１
オレンジオイル２０ｇにデカグリセリンモノステアレー
ト（ポリグリセリンの水酸基価＝８９０）２０ｇ、ソル
ビット５０ｇ１水１０ｇを加えてホモミキサーで７０°
Ｃ，７分間、攪拌して均一な溶液を得た。この乳化至可
溶化液を０．１ｇをクエン酸でｐＨ＝３．５に調製した
１３％グラニユー糖水溶液１００ｍＰに添加したところ
、オレンジオイルは簡単に乳化至可溶化した。その後、
３ケ月放置して油滴や浮遊物の発生の有無とｐＨの変化
を測定した。その結果、油滴や浮遊物の発生は認められ
ず、またｐＨも変化しなかった。Example 1 Add 20 g of decaglycerin monostearate (hydroxyl value of polyglycerin = 890), 50 g of sorbitol, 10 g of water to 20 g of orange oil, and mix at 70° with a homomixer.
C. Stir for 7 minutes to obtain a homogeneous solution. When 0.1 g of this emulsified and solubilized liquid was added to 100 mP of a 13% granulated sugar aqueous solution prepared to pH 3.5 with citric acid, the orange oil was easily emulsified and solubilized. after that,
After being left for 3 months, the presence or absence of oil droplets and floating substances and changes in pH were measured. As a result, no oil droplets or floating substances were observed, and the pH did not change.
実施例２
８０％トコフェロール液１０ｇにデカグリセリンモノラ
ウレート２０ｇ、７０％マルチトール６９ｇ１ソルビク
ンモノオレート１ｇを加えてホモミキサーで７０℃、７
分間、攪拌して均一な溶液を得た。この乳化至可溶化液
を０．１ｇをクエン酸でｐＨ−３，５に調製した１３％
グラニユー糖水溶液１００ｍりに添加したところ、トコ
フェロールは簡単に乳化至可溶化した。その後、３ケ月
放置して油滴や浮遊物の発生の有無とｐＨの変化を測定
した。その結果、油滴や浮遊物の発生は認められず、ま
たｐＨも変化しなかった。Example 2 20 g of decaglycerin monolaurate, 69 g of 70% maltitol, 1 g of sorbicun monooleate were added to 10 g of 80% tocopherol solution, and the mixture was mixed with a homomixer at 70°C for 70 minutes.
Stir for 1 minute to obtain a homogeneous solution. 0.1 g of this emulsified and solubilized solution was adjusted to pH-3.5 with citric acid to give a 13%
When added to 100 ml of granulated sugar aqueous solution, tocopherol was easily emulsified and solubilized. Thereafter, the samples were left for three months and the presence or absence of oil droplets and floating substances and changes in pH were measured. As a result, no oil droplets or floating substances were observed, and the pH did not change.
比較例１
実施例１において、デカグリセリンモノステアリン酸エ
ステルの代わりにモノステアリン酸グリセリドを使用し
た以外は全く同様に行なった。その結果、オレンジオイ
ルの少量の油滴とネックリングが観察された。Comparative Example 1 The same procedure as in Example 1 was carried out except that glyceride monostearate was used instead of decaglycerol monostearate. As a result, a small amount of orange oil droplets and neck rings were observed.
（本発明の効果）
本発明のポリグリセリン詣肪酸エステルを用いた乳化至
可溶化液は実施例の結果から明らかな様に、飲料、食品
、化粧品、医薬品に応用すると良好な乳化至可溶化液と
なり、しかも長期安定性を示す。そのため、今まで応用
範囲が限られていた非水溶性物質を利用するに際して、
特別の処理を必要とせずに、簡単に利用することができ
るためその応用範囲は拡大する。(Effects of the present invention) As is clear from the results of the examples, the emulsifying and solubilizing liquid using the polyglycerin fatty acid ester of the present invention exhibits good emulsifying and solubilizing properties when applied to beverages, foods, cosmetics, and pharmaceuticals. It forms a liquid and exhibits long-term stability. Therefore, when using water-insoluble substances whose application range has been limited until now,
Since it can be easily used without requiring any special processing, its range of applications will expand.
Claims (2)
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重量部を混合し乳化至可溶
化することを特徴とする乳化至可溶化液の製造法(1) Mix 1 to 70 parts by weight of a water-insoluble substance with 1 to 90 parts by weight of polyglycerol fatty acid ester, 0.1 to 50 parts by weight of water, and 1 to 90 parts by weight of polyhydric alcohol to emulsify and solubilize. Characteristic manufacturing method of emulsification and solubilization liquid
が、水酸基価９７０以下である特許請求の範囲第１項記
載の乳化至可溶化液の製造法（３）ポリグリセリン脂肪
酸エステルの脂肪酸が炭素数１２〜２２の直鎖脂肪酸で
ある特許請求の範囲第１項記載の乳化至可溶化液の製造
法（４）非水溶性物質が天然又は合成の精油、色素、ビ
タミン、油脂、ワックスである特許請求の範囲第１項記
載の乳化至可溶化液の製造法(2) The method for producing an emulsifying/solubilizing liquid according to claim 1, wherein the polyglycerin in the polyglycerin fatty acid ester has a hydroxyl value of 970 or less. (3) The fatty acid in the polyglycerin fatty acid ester has a carbon number of 12 to 22. (4) The method for producing an emulsifying/solubilizing liquid according to claim 1, wherein the water-insoluble substance is a natural or synthetic essential oil, pigment, vitamin, fat, oil, or wax. Method for producing an emulsifying and solubilizing liquid according to item 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61094141A JP2551755B2 (en) | 1986-04-23 | 1986-04-23 | Method for producing solubilized liquid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61094141A JP2551755B2 (en) | 1986-04-23 | 1986-04-23 | Method for producing solubilized liquid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62250941A true JPS62250941A (en) | 1987-10-31 |
| JP2551755B2 JP2551755B2 (en) | 1996-11-06 |
Family
ID=14102104
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61094141A Expired - Lifetime JP2551755B2 (en) | 1986-04-23 | 1986-04-23 | Method for producing solubilized liquid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2551755B2 (en) |
Cited By (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01221307A (en) * | 1988-02-27 | 1989-09-04 | Pentel Kk | Liquid cosmetic |
| JPH0267247A (en) * | 1988-09-02 | 1990-03-07 | Asahi Denka Kogyo Kk | Solubilization of fatty ester sparingly soluble in water |
| JPH0398549A (en) * | 1989-09-11 | 1991-04-24 | Sumitomo Seika Chem Co Ltd | Aqueous composition for aromatizing and seasoning food |
| JPH11140482A (en) * | 1997-11-13 | 1999-05-25 | T Hasegawa Co Ltd | Rapidly releasing spice powder preparation |
| US5990180A (en) * | 1995-03-29 | 1999-11-23 | Mitsubishi Chemical Corporation | Aqueous composition containing solubilized or dispersed oil-soluble substance |
| US6140375A (en) * | 1996-05-23 | 2000-10-31 | Taisho Pharmaceutical Co., Ltd. | Microemulsion |
| JP2002348589A (en) * | 2001-03-22 | 2002-12-04 | Firmenich Sa | Transparent and thermodynamically stable oil-in-water type microemulsion having high oil content, drink containing the microemulsion, method for imparting, improving, enhancing or modifying functional property, and method for producing the microemulsion |
| JP2004131443A (en) * | 2002-10-11 | 2004-04-30 | Kobayashi Pharmaceut Co Ltd | Liquid external preparation and method for producing the same |
| WO2004098544A1 (en) * | 2003-05-09 | 2004-11-18 | The Nisshin Oillio Group, Ltd. | Selfemulsifying oily liquid cosmetic |
| WO2006018992A1 (en) * | 2004-08-06 | 2006-02-23 | National Food Research Institute | Aqueous mixture containing higher aliphatic compound |
| JP2006129841A (en) * | 2004-11-09 | 2006-05-25 | Nof Corp | alpha-LIPOIC ACID-CONTAINING AQUEOUS COMPOSITION |
| US7226932B2 (en) | 1994-07-22 | 2007-06-05 | G.D. Searle Llc | Self-emulsifying drug delivery system |
| JP2009096724A (en) * | 2007-10-12 | 2009-05-07 | Kao Corp | Liquid composition for oral cavity |
| WO2009078245A1 (en) * | 2007-12-19 | 2009-06-25 | Foodtech Trading Co., Ltd. | Transparent emulsified composition and cosmetic and food containing the same |
| JP2010207155A (en) * | 2009-03-11 | 2010-09-24 | Nippon Flour Mills Co Ltd | High-oil emulsified oil-and-fat composition for pregelatinized noodle, method for producing the same, and sauce for pregelatinized noodle using the composition, and pregelatinized noodle |
| JP2010246466A (en) * | 2009-04-16 | 2010-11-04 | Nippon Flour Mills Co Ltd | Highly oily emulsified oil and fat composition for microwave oven thawing cooking noodle, method for producing the same, and sauce for microwave oven thawing cooking noodle and microwave oven thawing cooking noodle using the composition |
| US8501823B2 (en) | 2003-11-28 | 2013-08-06 | The Nisshin Oillio Group, Ltd. | Oil-in-water emulsion cosmetic composition and method for producing the same |
| US8557259B2 (en) | 2003-10-10 | 2013-10-15 | Eisai R&D Management Co., Ltd. | Liquid preparation |
| WO2012167900A3 (en) * | 2011-06-07 | 2014-01-30 | Beiersdorf Ag | Cosmetic and dermatological emulsion preparations with improved perfume release |
| CN113243456A (en) * | 2021-06-04 | 2021-08-13 | 优佰特生命科学研究院(广州)有限公司 | Compound stabilizer and application thereof in animal beverage |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5637040A (en) * | 1979-08-31 | 1981-04-10 | Nippon Saafuakutanto Kogyo Kk | Oil-in-polyhydric alcohol type emulsifying composition |
| JPS58185537A (en) * | 1982-04-23 | 1983-10-29 | Pola Chem Ind Inc | Polyglycerol ester type compound and cosmetic blended with it |
| JPS60118164A (en) * | 1983-11-30 | 1985-06-25 | Sakamoto Yakuhin Kogyo Kk | Acidic o/w-type emulsion composition |
| JPS60166676A (en) * | 1984-02-09 | 1985-08-29 | Riken Vitamin Co Ltd | Vitamin e solubilized composition |
| JPS6112632A (en) * | 1984-06-27 | 1986-01-21 | Eisai Co Ltd | Composition containing fat-soluble drug |
| JPS6137710A (en) * | 1984-07-31 | 1986-02-22 | Pola Chem Ind Inc | Emulsified composition |
| JPS61113781A (en) * | 1984-11-08 | 1986-05-31 | Tokuyama Soda Co Ltd | Cathode for generating hydrogen |
| JPS62419A (en) * | 1985-06-26 | 1987-01-06 | Shiseido Co Ltd | Water-soluble agent containing fat-soluble vitamin |
| JPS62106837A (en) * | 1984-12-03 | 1987-05-18 | Takeda Chem Ind Ltd | Emulsion composition |
| JPH0636862A (en) * | 1992-07-14 | 1994-02-10 | Kurabe Ind Co Ltd | Manufacture of heating device |
-
1986
- 1986-04-23 JP JP61094141A patent/JP2551755B2/en not_active Expired - Lifetime
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5637040A (en) * | 1979-08-31 | 1981-04-10 | Nippon Saafuakutanto Kogyo Kk | Oil-in-polyhydric alcohol type emulsifying composition |
| JPS58185537A (en) * | 1982-04-23 | 1983-10-29 | Pola Chem Ind Inc | Polyglycerol ester type compound and cosmetic blended with it |
| JPS60118164A (en) * | 1983-11-30 | 1985-06-25 | Sakamoto Yakuhin Kogyo Kk | Acidic o/w-type emulsion composition |
| JPS60166676A (en) * | 1984-02-09 | 1985-08-29 | Riken Vitamin Co Ltd | Vitamin e solubilized composition |
| JPS6112632A (en) * | 1984-06-27 | 1986-01-21 | Eisai Co Ltd | Composition containing fat-soluble drug |
| JPS6137710A (en) * | 1984-07-31 | 1986-02-22 | Pola Chem Ind Inc | Emulsified composition |
| JPS61113781A (en) * | 1984-11-08 | 1986-05-31 | Tokuyama Soda Co Ltd | Cathode for generating hydrogen |
| JPS62106837A (en) * | 1984-12-03 | 1987-05-18 | Takeda Chem Ind Ltd | Emulsion composition |
| JPS62419A (en) * | 1985-06-26 | 1987-01-06 | Shiseido Co Ltd | Water-soluble agent containing fat-soluble vitamin |
| JPH0636862A (en) * | 1992-07-14 | 1994-02-10 | Kurabe Ind Co Ltd | Manufacture of heating device |
Cited By (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01221307A (en) * | 1988-02-27 | 1989-09-04 | Pentel Kk | Liquid cosmetic |
| JPH0267247A (en) * | 1988-09-02 | 1990-03-07 | Asahi Denka Kogyo Kk | Solubilization of fatty ester sparingly soluble in water |
| JPH0398549A (en) * | 1989-09-11 | 1991-04-24 | Sumitomo Seika Chem Co Ltd | Aqueous composition for aromatizing and seasoning food |
| JPH0569493B2 (en) * | 1989-09-11 | 1993-10-01 | Sumitomo Seika Kk | |
| US7226932B2 (en) | 1994-07-22 | 2007-06-05 | G.D. Searle Llc | Self-emulsifying drug delivery system |
| US5990180A (en) * | 1995-03-29 | 1999-11-23 | Mitsubishi Chemical Corporation | Aqueous composition containing solubilized or dispersed oil-soluble substance |
| US6140375A (en) * | 1996-05-23 | 2000-10-31 | Taisho Pharmaceutical Co., Ltd. | Microemulsion |
| JPH11140482A (en) * | 1997-11-13 | 1999-05-25 | T Hasegawa Co Ltd | Rapidly releasing spice powder preparation |
| JP2002348589A (en) * | 2001-03-22 | 2002-12-04 | Firmenich Sa | Transparent and thermodynamically stable oil-in-water type microemulsion having high oil content, drink containing the microemulsion, method for imparting, improving, enhancing or modifying functional property, and method for producing the microemulsion |
| JP2004131443A (en) * | 2002-10-11 | 2004-04-30 | Kobayashi Pharmaceut Co Ltd | Liquid external preparation and method for producing the same |
| JP4615814B2 (en) * | 2002-10-11 | 2011-01-19 | 小林製薬株式会社 | Liquid external preparation for cold medicine and method for producing the same |
| US7687066B2 (en) | 2003-05-09 | 2010-03-30 | The Nisshin Oillio Group, Ltd. | Self emulsifying oily liquid cosmetic |
| WO2004098544A1 (en) * | 2003-05-09 | 2004-11-18 | The Nisshin Oillio Group, Ltd. | Selfemulsifying oily liquid cosmetic |
| US8557259B2 (en) | 2003-10-10 | 2013-10-15 | Eisai R&D Management Co., Ltd. | Liquid preparation |
| US8501823B2 (en) | 2003-11-28 | 2013-08-06 | The Nisshin Oillio Group, Ltd. | Oil-in-water emulsion cosmetic composition and method for producing the same |
| WO2006018992A1 (en) * | 2004-08-06 | 2006-02-23 | National Food Research Institute | Aqueous mixture containing higher aliphatic compound |
| JP2006129841A (en) * | 2004-11-09 | 2006-05-25 | Nof Corp | alpha-LIPOIC ACID-CONTAINING AQUEOUS COMPOSITION |
| JP2009096724A (en) * | 2007-10-12 | 2009-05-07 | Kao Corp | Liquid composition for oral cavity |
| WO2009078245A1 (en) * | 2007-12-19 | 2009-06-25 | Foodtech Trading Co., Ltd. | Transparent emulsified composition and cosmetic and food containing the same |
| JP2010207155A (en) * | 2009-03-11 | 2010-09-24 | Nippon Flour Mills Co Ltd | High-oil emulsified oil-and-fat composition for pregelatinized noodle, method for producing the same, and sauce for pregelatinized noodle using the composition, and pregelatinized noodle |
| JP2010246466A (en) * | 2009-04-16 | 2010-11-04 | Nippon Flour Mills Co Ltd | Highly oily emulsified oil and fat composition for microwave oven thawing cooking noodle, method for producing the same, and sauce for microwave oven thawing cooking noodle and microwave oven thawing cooking noodle using the composition |
| WO2012167900A3 (en) * | 2011-06-07 | 2014-01-30 | Beiersdorf Ag | Cosmetic and dermatological emulsion preparations with improved perfume release |
| CN113243456A (en) * | 2021-06-04 | 2021-08-13 | 优佰特生命科学研究院(广州)有限公司 | Compound stabilizer and application thereof in animal beverage |
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| Publication number | Publication date |
|---|---|
| JP2551755B2 (en) | 1996-11-06 |
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