JP2848830B2 - Method of solubilizing fatty acid esters that are hardly soluble in water - Google Patents

Method of solubilizing fatty acid esters that are hardly soluble in water

Info

Publication number
JP2848830B2
JP2848830B2 JP63219786A JP21978688A JP2848830B2 JP 2848830 B2 JP2848830 B2 JP 2848830B2 JP 63219786 A JP63219786 A JP 63219786A JP 21978688 A JP21978688 A JP 21978688A JP 2848830 B2 JP2848830 B2 JP 2848830B2
Authority
JP
Japan
Prior art keywords
fatty acid
water
glycerin
sorbitan
solubilizing
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.)
Expired - Lifetime
Application number
JP63219786A
Other languages
Japanese (ja)
Other versions
JPH0267247A (en
Inventor
健司 三浦
要 酒井
俊二 笹木
博之 中本
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.)
Adeka Corp
Original Assignee
Asahi Denka Kogyo KK
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 Asahi Denka Kogyo KK filed Critical Asahi Denka Kogyo KK
Priority to JP63219786A priority Critical patent/JP2848830B2/en
Publication of JPH0267247A publication Critical patent/JPH0267247A/en
Application granted granted Critical
Publication of JP2848830B2 publication Critical patent/JP2848830B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/26—Optical properties
    • A61K2800/262—Transparent; Translucent

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • General Preparation And Processing Of Foods (AREA)
  • Cosmetics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、化粧品、食品乳化剤、洗浄剤原料等として
使用される水に難溶性のソルビタン、グリセリンなどの
多価アルコールと炭素原子数６〜10の脂肪酸との部分エ
ステルを水に容易に可溶化する方法に関するものであ
る。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a water-insoluble polyhydric alcohol such as sorbitan or glycerin used as a raw material for cosmetics, food emulsifiers, detergents, etc. The present invention relates to a method for easily solubilizing a partial ester with 10 fatty acids in water.

〔従来の技術及び発明が解決しようとする課題〕[Problems to be solved by conventional technology and invention]

従来より、ソルビタン、グリセリン等の多価アルコー
ルの脂肪酸エステルは化粧水、クリーム、シャンプー等
の化粧品原料、乳酸飲料、炭酸飲料、コーヒー等の分散
安定剤、ドレッシング、アイスクリーム等の乳化剤、食
器洗浄機用のすすぎ助剤、食器用洗浄剤原料、プラスチ
ックの乳化重合用乳化剤や帯電防止剤等に広く用いられ
ている。Conventionally, fatty acid esters of polyhydric alcohols such as sorbitan and glycerin have been used for cosmetic ingredients such as lotions, creams, shampoos, etc., dispersion stabilizers for lactic acid drinks, carbonated drinks, coffee, etc., dressing, emulsifiers for ice cream, etc. It is widely used as a rinse aid for food, a raw material for dishwashing detergent, an emulsifier for emulsion polymerization of plastics, an antistatic agent and the like.

このうちソルビタン、グリセリン等の多価アルコール
と炭素原子数６〜10の脂肪酸との部分エステルは、それ
らが低泡性であること、防腐性を有することから化粧品
原料、食器洗浄用すすぎ助剤等に用いられる場合があ
る。Among them, partial esters of polyhydric alcohols such as sorbitan and glycerin and fatty acids having 6 to 10 carbon atoms are used as cosmetic raw materials, dishwashing rinse aids, etc. because of their low foaming properties and preservative properties. May be used for

しかしながら、これらのソルビタン、グリセリン等の
多価アルコールと炭素原子数６〜10の脂肪酸との部分エ
ステルは水との相性が非常に悪く、水系の化粧品、洗浄
剤のすすぎ助剤当に使用するとたやすく分離してしま
う。このために、エチルアルコール、イソプロピルアル
コール、プロピレングリコール、グリセリン、トルエン
スルホン酸ソーダ、キシレンスルホン酸ソーダ等の可溶
化剤を多量に使用しなければならなかった。However, these partial esters of polyhydric alcohols such as sorbitan and glycerin and fatty acids having 6 to 10 carbon atoms have very poor compatibility with water, and are used for aqueous cosmetics and rinse aids for cleaning agents. Separates easily. For this purpose, a large amount of a solubilizing agent such as ethyl alcohol, isopropyl alcohol, propylene glycol, glycerin, sodium toluenesulfonate, sodium xylenesulfonate or the like had to be used.

しかし、これらに可溶化剤を多量に使用すると、可溶
化剤の中に安全性の低いものもある点、引火性が強いも
のがある点、製品コストが高くなってしまう点等の欠点
を生じる。また可溶化剤を使用しない方法として適当な
乳化剤を用いて乳化させる手法もあるが、長期間安定な
乳化物を得ることは難しく、乳化がこわれて分離する危
険性がある。However, when a large amount of a solubilizing agent is used in these, there are disadvantages such as that some of the solubilizing agents have low safety, some have high flammability, and that the product cost is high. . As a method not using a solubilizing agent, there is a method of emulsifying using a suitable emulsifier, but it is difficult to obtain a stable emulsion for a long period of time, and there is a risk that the emulsification is broken and separated.

〔課題を解決するための手段〕[Means for solving the problem]

本発明者らは、可溶化剤を用いずに、水に難溶性のソ
ルビタン、グリセリン等の多価アルコールと炭素原子数
６〜10の脂肪酸との部分エステルを水に可溶化する方法
を種々検討した結果、本発明を完成した。The present inventors have variously studied a method for solubilizing a partial ester of a polyhydric alcohol such as sorbitan or glycerin, which is hardly soluble in water, and a fatty acid having 6 to 10 carbon atoms without using a solubilizing agent. As a result, the present invention has been completed.

即ち、本発明は、炭素原子数６〜10の脂肪酸とソルビ
タンまたはグリセリンとの部分エステルからなる水に難
溶性の脂肪酸エステルを水に可溶化する方法において、
炭素原子数６〜10の脂肪酸とソルビタンまたはグリセリ
ンとの部分エステル及び水からなる組成物（Ｉ）に対し
て、炭素原子数６〜10の脂肪酸とヘキサグリセリンまた
はデカグリセリンとの部分エステル（II）を、第１図の
領域Ａで示される量だけ加えることを特徴とする、水に
難溶性の脂肪酸エステルの可溶化方法を提供するもので
ある。That is, the present invention relates to a method for solubilizing a water-insoluble fatty acid ester comprising a partial ester of a fatty acid having 6 to 10 carbon atoms and sorbitan or glycerin in water,
For a composition (I) consisting of a partial ester of a fatty acid having 6 to 10 carbon atoms and sorbitan or glycerin and water, a partial ester (II) of a fatty acid having 6 to 10 carbon atoms and hexaglycerin or decaglycerin Is added in an amount indicated by a region A in FIG. 1, and a method for solubilizing a fatty acid ester which is hardly soluble in water is provided.

本発明の可溶化方法に用いられるヘキサグリセリンま
たはデカグリセリンなどのポリグリセリンと炭素原子数
６〜10の脂肪酸との部分エステルは、具体的にはヘキサ
グリセリン又はデカグリセリンのカプロン酸、カプリル
酸、カプリン酸エステルであり、特にそのモノエステル
が好ましい。これらのポリグリセリン脂肪酸エステル
は、単独又は混合物として用いることができ、第１図の
領域Ａで示される範囲内で加えられる。The partial ester of polyglycerin such as hexaglycerin or decaglycerin and a fatty acid having 6 to 10 carbon atoms used in the solubilization method of the present invention is specifically caproic acid, caprylic acid, capric acid of hexaglycerin or decaglycerin. Acid esters, and particularly preferred are monoesters thereof. These polyglycerin fatty acid esters can be used alone or as a mixture, and are added within the range indicated by region A in FIG.

この範囲外では、透明な可溶化物は得られず水に難溶
性のソルビタン、グリセリン等の多価アルコールと炭素
原子数６〜10の脂肪酸との部分エステルは分離あるいは
不安定な乳液状になってしまう。Outside this range, a transparent solubilized product cannot be obtained, and a partial ester of a polyhydric alcohol such as sorbitan or glycerin, which is hardly soluble in water, and a fatty acid having 6 to 10 carbon atoms is separated or becomes an unstable emulsion. Would.

一方、水に難溶性のソルビタン、グリセリン等の多価
アルコールと炭素原子数６〜10の脂肪酸との部分エステ
ルとしては、具体的にはソルビタン又はグリセリンのカ
プロン酸、カプリル酸、カプリン酸エステルであり、防
腐効果、消泡効果等、種々の性能面からモノエステルが
好ましい。On the other hand, sorbitan, which is poorly soluble in water, and partial esters of polyhydric alcohols such as glycerin and fatty acids having 6 to 10 carbon atoms, specifically, caproic acid, caprylic acid and capric acid ester of sorbitan or glycerin. Monoesters are preferred from various performance aspects such as antiseptic effect, defoaming effect and the like.

本発明の可溶化方法を用いると、従来多量の可溶化剤
を使用しないと可溶化できなかった水に難溶性のソルビ
タン、グリセリン等の多価アルコールと炭素原子数６〜
10の脂肪酸との部分エステルを容易に可溶化できる。By using the solubilization method of the present invention, water-soluble polyhydric alcohols such as sorbitan and glycerin, which cannot be solubilized without using a large amount of a solubilizing agent, and a carbon number of 6 to 6
The partial ester with 10 fatty acids can be easily solubilized.

さらに本発明の可溶化方法によって得られる可溶化物
には、本発明の目的を損わない範囲内で可溶化物の使用
目的によって、エタノール等の可溶化剤を引火性の問題
を生じない範囲内で、あるいは他の界面活性剤、色素、
香料等、必要に応じて加えることができる。Further, the solubilized product obtained by the solubilizing method of the present invention includes a solubilizing agent such as ethanol within a range that does not cause a problem of flammability, depending on the purpose of use of the solubilized product within a range that does not impair the object of the present invention. Within or other surfactants, dyes,
Flavors and the like can be added as needed.

〔発明の効果〕〔The invention's effect〕

本発明の可溶化方法によって得られる可溶化物は、従
来の可溶化物のように多量の可溶化剤を含んでいないの
で、安全性、引火性等の危険がなく、コスト的にも安価
なため、食品、化粧品、洗浄剤等に使用した場合有益で
ある。The solubilized product obtained by the solubilizing method of the present invention does not contain a large amount of a solubilizing agent unlike conventional solubilized products, so there is no danger of safety, flammability, etc., and the cost is low. Therefore, it is beneficial when used in foods, cosmetics, cleaning agents, and the like.

さらに、可溶化物を得るための工業的手法は簡単であ
り常温において水、水に難溶性のソルビタン、グリセリ
ン等の多価アルコールと炭素原子数６〜10の脂肪酸との
部分エステル、ヘキサグリセリンあるいはデカグリセリ
ンから選ばれるポリグリセリンと炭素原子数６〜10の脂
肪酸との部分エステルを混合槽の中で混合するだけでよ
い。Further, the industrial method for obtaining the solubilized product is simple, and is a partial ester of polyhydric alcohol such as sorbitan and glycerin having little solubility in water at normal temperature and a fatty acid having 6 to 10 carbon atoms, hexaglycerin or It is only necessary to mix a partial ester of polyglycerin selected from decaglycerin and a fatty acid having 6 to 10 carbon atoms in a mixing tank.

〔実施例〕〔Example〕

以下、実施例により本発明を更に詳細に説明するが、
本発明はこれらの実施例に限定されるものではない。Hereinafter, the present invention will be described in more detail by examples,
The present invention is not limited to these examples.

実施例１〜10及び比較例１〜10 ソルビタンモノカプリレート又はグリセリンモノカプ
リレートと、ヘキサグリセリンモノカプリレート又はデ
カグリセリンモノカプリレートと、エタノールと、水と
を表１に示す割合で混合し、その安定性の室温（25℃）
において観察し、下記の基準により評価した。Examples 1 to 10 and Comparative Examples 1 to 10 Sorbitan monocaprylate or glycerin monocaprylate, hexaglycerin monocaprylate or decaglycerin monocaprylate, ethanol and water were mixed in the proportions shown in Table 1, Room temperature of its stability (25 ℃)
And evaluated according to the following criteria.

○：透明液体 ×：分離あるいは不安定乳液状 結果を表１に示す。：: transparent liquid ×: separated or unstable emulsion liquid The results are shown in Table 1.

【図面の簡単な説明】[Brief description of the drawings]

第１図は炭素原子数６〜10の脂肪酸とソルビタンまたは
グリセリンとの部分エステルと、水と、炭素原子数６〜
10の脂肪酸とヘキサグリセリンまたはデカグリセリンと
の部分エステルとの混合物の可溶化領域を示すグラフで
ある。FIG. 1 shows a partial ester of a fatty acid having 6 to 10 carbon atoms and sorbitan or glycerin, water and 6 to 10 carbon atoms.
FIG. 4 is a graph showing the solubilized region of a mixture of 10 fatty acids and a partial ester of hexaglycerin or decaglycerin.

───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 昭61−137810（ＪＰ，Ａ) 特開 昭61−234920（ＪＰ，Ａ) 特開 昭61−263937（ＪＰ，Ａ) 特開 昭62−106837（ＪＰ，Ａ) 特開 昭62−250941（ＪＰ，Ａ) (58)調査した分野(Int.Cl.6，ＤＢ名) C07C 69/30,69/33 C07C 67/48 A61K 7/00 A23L 1/035 B01F 17/00──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-61-137810 (JP, A) JP-A-61-234920 (JP, A) JP-A-61-263937 (JP, A) JP-A-62 106837 (JP, A) JP-A-62-250941 (JP, A) (58) Fields investigated (Int. Cl. 6 , DB name) C07C 69/30, 69/33 C07C 67/48 A61K 7/00 A23L 1/035 B01F 17/00

Claims (1)

(57)【特許請求の範囲】(57) [Claims] 【請求項１】炭素原子数６〜10の脂肪酸とソルビタンま
たはグリセリンとの部分エステルからなる水に難溶性の
脂肪酸エステルを水に可溶化するに際し、炭素原子数６
〜10の脂肪酸とソルビタンまたはグリセリンとの部分エ
ステル及び水からなる組成物（Ｉ）に対して、炭素原子
数６〜10の飽和脂肪酸とヘキサグリセリンまたはデカグ
リセリンとの部分エステル（II）を、第１図の領域Ａで
示される量だけ加えることを特徴とする、水に難溶性の
脂肪酸エステルの可溶化方法。1. A water-soluble fatty acid ester comprising a partial ester of a fatty acid having 6 to 10 carbon atoms and sorbitan or glycerin is solubilized in water.
With respect to the composition (I) consisting of a partial ester of a fatty acid of 10 and sorbitan or glycerin and water, a partial ester (II) of a saturated fatty acid having a carbon number of 6 to 10 and hexaglycerin or decaglycerin, 1. A method for solubilizing a water-insoluble fatty acid ester, which is added in an amount indicated by region A in FIG.
JP63219786A 1988-09-02 1988-09-02 Method of solubilizing fatty acid esters that are hardly soluble in water Expired - Lifetime JP2848830B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP63219786A JP2848830B2 (en) 1988-09-02 1988-09-02 Method of solubilizing fatty acid esters that are hardly soluble in water

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP63219786A JP2848830B2 (en) 1988-09-02 1988-09-02 Method of solubilizing fatty acid esters that are hardly soluble in water

Publications (2)

Publication Number Publication Date
JPH0267247A JPH0267247A (en) 1990-03-07
JP2848830B2 true JP2848830B2 (en) 1999-01-20

Family

ID=16740991

Family Applications (1)

Application Number Title Priority Date Filing Date
JP63219786A Expired - Lifetime JP2848830B2 (en) 1988-09-02 1988-09-02 Method of solubilizing fatty acid esters that are hardly soluble in water

Country Status (1)

Country Link
JP (1) JP2848830B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20230346681A1 (en) * 2022-04-28 2023-11-02 L'oreal Compositions comprising a polyphenol and a glycerolated compound

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0716561B2 (en) * 1990-12-28 1995-03-01 ティーポール株式会社 Hard surface dry finish
WO2004000333A1 (en) * 2002-06-20 2003-12-31 Astion Dermatology A/S Novel complexes of fatty acid esters of polyhydroxyalkanes and pyridine carboxy derivatives
DE102009001748A1 (en) * 2009-03-23 2010-09-30 Evonik Goldschmidt Gmbh Formulations containing sorbitan carboxylic acid ester
ES2562958T3 (en) * 2010-03-05 2016-03-09 Dr. Straetmans Chemische Produkte Gmbh Solubilizer Preparation
EP3021816A1 (en) 2013-07-15 2016-05-25 The Procter & Gamble Company Cleansing composition having a preservative system and a wet wipe comprising the cleansing composition
US10765613B2 (en) * 2014-09-30 2020-09-08 The Procter & Gamble Company Stable lotion emulsion composition and wet wipe

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0693996B2 (en) * 1984-12-03 1994-11-24 武田薬品工業株式会社 Emulsified composition
JPS61137810A (en) * 1984-12-07 1986-06-25 Nonogawa Shoji:Kk Cosmetic
JPH0636862B2 (en) * 1985-04-08 1994-05-18 理研ビタミン株式会社 Solubilized composition of oil-soluble substance
IT1184408B (en) * 1985-04-09 1987-10-28 Telettra Lab Telefon Forming printed circuit boards
JP2551755B2 (en) * 1986-04-23 1996-11-06 太陽化学株式会社 Method for producing solubilized liquid

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20230346681A1 (en) * 2022-04-28 2023-11-02 L'oreal Compositions comprising a polyphenol and a glycerolated compound

Also Published As

Publication number Publication date
JPH0267247A (en) 1990-03-07

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