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JPH0453576B2 - - Google Patents
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JPH0453576B2 - - Google Patents

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Publication number
JPH0453576B2
JPH0453576B2 JP59184315A JP18431584A JPH0453576B2 JP H0453576 B2 JPH0453576 B2 JP H0453576B2 JP 59184315 A JP59184315 A JP 59184315A JP 18431584 A JP18431584 A JP 18431584A JP H0453576 B2 JPH0453576 B2 JP H0453576B2
Authority
JP
Japan
Prior art keywords
acid
higher fatty
mixing
melt
present
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
JP59184315A
Other languages
Japanese (ja)
Other versions
JPS6161626A (en
Inventor
Tetsuo Fukuda
Hajime Machida
Akifumi Juki
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.)
Mitsubishi Chemical Corp
Original Assignee
Mitsubishi Kasei 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 Mitsubishi Kasei Corp filed Critical Mitsubishi Kasei Corp
Priority to JP59184315A priority Critical patent/JPS6161626A/en
Publication of JPS6161626A publication Critical patent/JPS6161626A/en
Publication of JPH0453576B2 publication Critical patent/JPH0453576B2/ja
Granted legal-status Critical Current

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  • Confectionery (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は乳化剤組成物の製造方法に関するもの
であり、詳しくは、不飽和高級脂肪酸のシヨ糖モ
ノエステルと飽和高級脂肪酸のグリセリン又はソ
ルビタンエステルとなり成る乳化剤組成物の製造
方法に関するものである。
Detailed Description of the Invention [Field of Industrial Application] The present invention relates to a method for producing an emulsifier composition, and more specifically, the present invention relates to a method for producing an emulsifier composition. The present invention relates to a method for producing an emulsifier composition comprising:

高級脂肪酸のシヨ糖モノエステル(以下、
“SE”と略記する)は蛋白質を含む油脂乳化液に
大して解乳化作用を有する物質であり、また、飽
和高級脂肪酸のグリセリン又はソルビタンエステ
ル(以下、“GE”と略記する)は乳化安定化作用
を有する物質であつて、これらの組成物は、アイ
スクリーム類の製造における添加剤として用いら
れる。
Sucrose monoester of higher fatty acids (hereinafter referred to as
(hereinafter abbreviated as "SE") is a substance that has a significant demulsifying effect on oil-fat emulsions containing proteins, and glycerin or sorbitan ester of saturated higher fatty acids (hereinafter abbreviated as "GE") has an emulsion stabilizing effect. These compositions are used as additives in the production of ice creams.

〔従来の技術及びその問題点〕[Conventional technology and its problems]

ところで、SEの中でも飽和高級脂肪酸より成
るものは、流動性ある粉体として取扱うことが可
能であつて、粉体混合操作によりGEとの均一組
成物を容易に得ることが可能であるが、不飽和高
級脂肪酸より成るSEの場合は吸湿性であること
から、粉体として取扱うことが困難であり、前記
操作によつてGEとの均一組成物を得ることは質
的に不可能である。
By the way, among SEs, those made of saturated higher fatty acids can be handled as fluid powders, and a homogeneous composition with GEs can be easily obtained by powder mixing. Since SE made of saturated higher fatty acids is hygroscopic, it is difficult to handle it as a powder, and it is qualitatively impossible to obtain a homogeneous composition with GE by the above procedure.

このようなことから、不飽和高級脂肪酸のSE
とGEとより成る乳化剤組成物の製造においては、
両成分の均一化を図るために、例えば、溶液混合
法や溶融混合法が試みられる。
For this reason, the SE of unsaturated higher fatty acids
In the production of an emulsifier composition consisting of and GE,
In order to homogenize both components, for example, a solution mixing method or a melt mixing method is attempted.

しかしながら、溶液混合法は、エタノールや酢
酸エチルのように低沸点の蒸留容易な溶媒を用い
て混合処理を行うものであるが、混合物からの溶
媒の除去に当つては、蒸留の進行に伴つて該混合
物が粘稠性を帯び、それがため前記溶媒を十分に
蒸留分離することは困難である。
However, in the solution mixing method, mixing is performed using a low boiling point solvent that is easily distilled, such as ethanol or ethyl acetate, but when removing the solvent from the mixture, as the distillation progresses, The mixture becomes viscous, so that it is difficult to thoroughly distill off the solvent.

〔問題点を解決するための手段〕[Means for solving problems]

本発明者等は、上記事情に鑑み、溶融混合法に
ついて研究を進めた結果、不飽和高級脂肪酸の
SEとGEとの溶融混合の離易性および混合物の安
定性は溶融温度によつて著しく影響されるとの知
見を得た。
In view of the above circumstances, the present inventors conducted research on the melt-mixing method and found that unsaturated higher fatty acids
It was found that the ease of melt mixing of SE and GE and the stability of the mixture are significantly influenced by the melting temperature.

すなわち、SE及びGEの融点は構成脂肪酸の種
類等によつて異なるが、概ね50〜80℃である。そ
こで、両成分の加熱溶融混合を融点以上の種々の
温度で試みたところ、110〜120℃の融点近傍の温
度では攪拌時には両者は均一に混合されるけれど
も攪拌を停止すると直ちに相分離を起こし、それ
がため、冷却固化によつて両者の均一組成物を得
ることは困難である。ところが、溶融混合を更に
高温の特定範囲で実施するならば、このような相
分離は起こらずに安定な均一混合物が得られる。
更に、かかる安定な均一混合物は、これを冷却固
化して乳化剤組成物の粉末とした場合において
は、流動性において優れており、従つて、粉末状
の乳化剤組成物としての取扱いを可能にする特性
を有する。
That is, the melting points of SE and GE vary depending on the type of constituent fatty acids, but are approximately 50 to 80°C. Therefore, when heating and melting mixing of both components was attempted at various temperatures above the melting point, it was found that at temperatures near the melting point of 110 to 120°C, both were mixed uniformly during stirring, but phase separation occurred immediately when stirring was stopped. Therefore, it is difficult to obtain a uniform composition of both by cooling and solidifying. However, if melt mixing is carried out at a higher temperature within a specific range, such phase separation will not occur and a stable homogeneous mixture will be obtained.
Furthermore, such a stable homogeneous mixture has excellent fluidity when it is cooled and solidified to form a powder of an emulsifier composition, and therefore has a property that allows it to be handled as a powdered emulsifier composition. has.

本発明は、かかる新規な知見に基き達成された
ものであり、その目的は、不飽和高級脂肪酸の
SEとGEより成り、均一且つ安定な乳化剤組成物
を提供することにある。
The present invention was achieved based on this new knowledge, and its purpose is to improve the production of unsaturated higher fatty acids.
The purpose of the present invention is to provide a uniform and stable emulsifier composition consisting of SE and GE.

更にまた、本発明の他の目的は、粉末としての
取扱い可能な上記の乳化剤組成物の提供にある。
Furthermore, another object of the present invention is to provide the above-mentioned emulsifier composition which can be handled as a powder.

しかして、これらの目的は、本発明に従い、不
飽和高級脂肪酸のシヨ糖モノエステルと飽和高級
脂肪酸のグリセリン又はソルビタンエステルとを
130〜200℃で溶融混合することにより容易に達成
される。
According to the present invention, these objects are achieved by combining a sucrose monoester of an unsaturated higher fatty acid with a glycerin or sorbitan ester of a saturated higher fatty acid.
This is easily achieved by melt mixing at 130-200°C.

以下、本発明を詳細に説明する。 The present invention will be explained in detail below.

本発明で用いられるSEは不飽和高級脂肪酸の
モノエステルである。不飽和高級脂肪酸として
は、通常、炭素数14以上のモノ−、ジ−、トリエ
ン酸が用いられ、具体的には、ミリストレイン
酸、パルミトレイン酸、ペトロセリン酸、ペトロ
セエライジン酸、オレイン酸、エライジン酸、バ
セニン酸、ゴンドイン酸、ソルビン酸、リノール
酸、リノレン酸、リシノレン酸等が挙げられる
が、一般的には、パルミトレイン酸、オレイン酸
またはリノール酸のSEが用いられる。
The SE used in the present invention is a monoester of unsaturated higher fatty acids. As unsaturated higher fatty acids, mono-, di-, and trienoic acids having 14 or more carbon atoms are usually used, and specifically, myristoleic acid, palmitoleic acid, petroselic acid, petroselaidic acid, oleic acid, and elaidin. Examples include basenic acid, gondoinic acid, sorbic acid, linoleic acid, linolenic acid, ricinolenic acid, etc., but generally palmitoleic acid, oleic acid, or linoleic acid SE is used.

また、SEとしては、モノ−、ジ−、トリエス
テルがあるが、通常は、モノエステル含量、60重
量%以上のSEが用いられる。
Further, SE includes mono-, di-, and triester, and SE having a monoester content of 60% by weight or more is usually used.

本発明で用いられるGEを構成する高級脂肪酸
としては、通常、炭素数14以上のものが用いら
れ、具体的には、ミリスチン酸、パルミチン酸、
ステアリン酸、アラキン酸、ベヘンセン酸、リグ
ノセリン酸等が挙げられるが、一般的には前3者
が用いられる。
The higher fatty acids constituting the GE used in the present invention usually have 14 or more carbon atoms, and specifically include myristic acid, palmitic acid,
Examples include stearic acid, arachidic acid, behensenic acid, lignoceric acid, and the former three are generally used.

また、GEとしては、ソルビタン又はグリセリ
ンエステルのいずれの場合にもモノ−、ジ−、ト
リエステルがあるが、通常は、モノエステル含量
50重量%以上のGEが用いられる。
In addition, GE includes mono-, di-, and triester in either case of sorbitan or glycerin ester, but usually the monoester content is
GE of 50% or more by weight is used.

本発明の乳化剤組成物は、上記のようなSEと
GEとから成り、各成分の混合割合は、目的とす
る用途によつて異なるために一概には言えない
が、一般的には、SE:GEの重量比が1:1〜10
の範囲とされる。
The emulsifier composition of the present invention has the above-mentioned SE and
The mixing ratio of each component varies depending on the intended use, but in general, the weight ratio of SE:GE is 1:1 to 10.
The range of

本発明方法は、SEとGEとの溶融混合を130〜
200℃で行うことを骨子とする。
The method of the present invention melts and mixes SE and GE from 130 to
The main idea is to carry out the process at 200℃.

本発明で用いる不飽和高級脂肪酸より成るSE
は、飽和高級脂肪酸より成るSEに比し不飽和結
合の存在によつて親水性に富む。一方、本発明で
用いるGEは親油性である。従つて、両者は本来
的になじみが悪く、それが故に、攪拌によつて均
一混合を行つても攪拌を停止すると相分離を起こ
す傾向にある。ところが、溶融混合を130〜200℃
で行つた場合は、相分離の起こらない均一な混合
物となるのである。かかる原因については必ずし
も明らかではないが、130℃以上の高温で溶融混
合されたものは透明な混合物であるのに対し、そ
れより低温で溶融混合されたものは不透明な混合
物であることより、ミセル製造(分子会合体の構
造)の相違によるものと推定される。
SE composed of unsaturated higher fatty acids used in the present invention
is more hydrophilic than SE, which is composed of saturated higher fatty acids, due to the presence of unsaturated bonds. On the other hand, GE used in the present invention is lipophilic. Therefore, the two are inherently incompatible, and therefore, even if uniform mixing is achieved by stirring, phase separation tends to occur when stirring is stopped. However, melt mixing at 130~200℃
If this is done, a homogeneous mixture with no phase separation will be obtained. Although the reason for this is not necessarily clear, it is clear that those melted and mixed at a high temperature of 130°C or higher are transparent, while those that are melted and mixed at a lower temperature are opaque. It is presumed that this is due to differences in manufacturing (structure of molecular aggregates).

また、本発明で用いる不飽和高級脂肪酸より成
るSEは必ずしも高温で安定な物質と言えるもの
ではない。このことはGEについても同様である。
従つて、溶融混合を130℃以上の高温で行うこと
は、一般に熱分解が予想されるが、意外にも、
SEとGEとの混合系ではいずれの成分も比較的安
定であり、予想される程の熱分解は認められない
のである。しかしながら、必要以上の高温は経済
的ではなく、また、200℃を越えると熱分解の問
題をも生じるので、溶融温度は200℃以下とする
必要があり、好ましくは140〜170℃の範囲とする
のがよい。
Furthermore, the SE made of unsaturated higher fatty acids used in the present invention cannot necessarily be said to be a stable substance at high temperatures. The same applies to GE.
Therefore, thermal decomposition is generally expected when melt-mixing is performed at a high temperature of 130°C or higher, but surprisingly,
In a mixed system of SE and GE, both components are relatively stable, and thermal decomposition to the extent expected is not observed. However, higher temperatures than necessary are not economical, and exceeding 200°C may cause thermal decomposition problems, so the melting temperature must be below 200°C, preferably in the range of 140 to 170°C. It is better.

溶融混合は、公知の方法に従い、例えば、加熱
ジヤケツトを備えた攪拌槽を用いて行うことがで
きる。また、溶融混合の方法は、攪拌槽にGEを
仕込んで溶融された後、これにSEを添加して混
合溶融液とする方法、添加順序を前記の逆とした
方法あるいは予め両成分を混合したのち攪拌槽に
仕込んで溶融する方法のいずれの方法でもよく、
また、所定量の成分を分割仕込みする方法も採用
し得る。
Melt mixing can be carried out according to known methods, for example, using a stirring tank equipped with a heating jacket. In addition, the melt-mixing method is to charge GE in a stirring tank and melt it, then add SE to it to make a mixed melt, reverse the order of addition, or mix both components in advance. Any method of melting by later charging it into a stirring tank may be used.
Alternatively, a method of dividing a predetermined amount of components into portions may also be adopted.

溶融物の混合のための時間は特に制限されない
が、通例30〜60分間で十分である。
The time for mixing the melt is not particularly limited, but 30 to 60 minutes is usually sufficient.

溶融混合によつて透明な混合物となるが、それ
以降は温度を下げても相分離を起こして不透明と
なることはない。
A transparent mixture is obtained by melt mixing, but even if the temperature is lowered thereafter, phase separation will not occur and the mixture will not become opaque.

こうして得られた本発明の乳化剤組成物は、冷
却固化して各種の用途に供されるが、取扱を容易
にするために粉末化するのが好ましい。粉末化法
としては従来公知の各種方法を採用し得るが、所
謂スプレークリーニングによるのが簡便である。
スプレークリーニングは、例えば、溶融混合物を
溶融温度のまま或いは120〜130℃迄一旦低下させ
たのち、冷風に対向して配置されたノズルより溶
融混合物を噴霧させることにより行われる。こう
して得られた粉末状の乳化剤組成物は、吸湿性が
殆んどなく従つて、長期間に亘つて流動性ある粉
末として取扱い得る特性を有する。
The emulsifier composition of the present invention thus obtained is cooled and solidified for various purposes, but is preferably powdered for ease of handling. Although various conventionally known methods can be employed as the powdering method, so-called spray cleaning is convenient.
Spray cleaning is carried out, for example, by keeping the molten mixture at its melting temperature or once lowering the temperature to 120 to 130°C, and then spraying the molten mixture from a nozzle placed facing cold air. The powdered emulsifier composition thus obtained has almost no hygroscopicity and therefore has the property of being able to be handled as a fluid powder for a long period of time.

〔発明の効果〕〔Effect of the invention〕

以上説明した本発明方法によれば、簡単な操作
により、叙上のような優れた性質の乳化剤組成物
を容易に得ることができ、従つて、本発明は、乳
化剤の製造、用途分野に寄与するところが大であ
る。
According to the method of the present invention explained above, an emulsifier composition with excellent properties as described above can be easily obtained by simple operations, and therefore, the present invention contributes to the field of manufacturing and application of emulsifiers. It is important to do so.

〔実施例〕〔Example〕

以下、本発明を実施例により更に詳細に説明す
る。
Hereinafter, the present invention will be explained in more detail with reference to Examples.

実施例 1 ステアリン酸のグリセリンモノエステル(モノ
−:ジ−:トリエステル(重量比)が略60:30:
10の所謂中純度品)80重量部を加熱ジヤケツト付
の攪拌槽に仕込んで150℃の溶融状態とした。
Example 1 Glycerin monoester of stearic acid (mono:di-:triester (weight ratio) approximately 60:30:
80 parts by weight of the so-called medium-purity product (No. 10) was charged into a stirring tank equipped with a heating jacket and brought to a molten state at 150°C.

次いで、この溶融液にオレイン酸のシヨ糖モノ
エステル(オレイン酸分含量:80重量%以上、モ
ノエステル含量:70重量%以上)20重量部を攪拌
下に仕込み30分間攪拌を行つた。
Next, 20 parts by weight of sucrose monoester of oleic acid (oleic acid content: 80% by weight or more, monoester content: 70% by weight or more) was added to this melt under stirring, and the mixture was stirred for 30 minutes.

得られた透明な混合溶融液を130℃に冷却した
後、スプレークリーニング装置のノズルより噴霧
させて冷風と向流接触させて粉末化した。
The resulting transparent mixed melt was cooled to 130° C., and then sprayed from a nozzle of a spray cleaning device and brought into countercurrent contact with cold air to form a powder.

こうして得られた粉末状の乳化剤組成物はサラ
サラした流動性を呈し、この流動性は大気中に1
ケ月放置しても実質的変化は認められなかつた。
The powdered emulsifier composition thus obtained exhibits smooth fluidity, and this fluidity is 1% in the atmosphere.
No substantial change was observed even after leaving it for several months.

なお、粉末品の分析を行つたところ、分解生成
物のような物は検出されなかつた。
When the powder product was analyzed, no decomposition products were detected.

比較例 1 加熱溶融温度を120℃に変更した他は実施例1
と同様の方法により溶融混合処理を行つた。2時
間攪拌を続行しても溶融混合物は不透明のままで
あり透明にはならなかつた。この不透明な混合溶
融液を120℃のスプレー温度で実施例と同様の方
法に従つて粉末比を試みたところ、得られた粉末
は湿分を滞びたようなものであり、サラサラした
粉末品は得られなかつた。
Comparative example 1 Example 1 except that the heating melting temperature was changed to 120°C
The melt-mixing process was carried out in the same manner as described above. Even after continued stirring for 2 hours, the molten mixture remained opaque and did not become transparent. When this opaque mixed molten liquid was sprayed at a spray temperature of 120°C and the powder ratio was tried in the same manner as in the example, the resulting powder was like a stagnant moisture product and was a smooth powder product. I couldn't get it.

実施例 2 ステアリン酸のソルビタンモノエステル80重量
部を加熱ジヤケツト付の攪拌槽に仕込み140℃の
溶融状態とした。
Example 2 80 parts by weight of sorbitan monoester of stearic acid was charged into a stirring tank equipped with a heating jacket and brought to a molten state at 140°C.

次いでこの溶融液にオレイン酸のシヨ糖モノエ
ステル(実施例1と同等品)20重量部を攪拌下に
仕込み30分間攪拌を行なつた。
Next, 20 parts by weight of sucrose monoester of oleic acid (equivalent to Example 1) was added to this melt while stirring, and the mixture was stirred for 30 minutes.

得られた透明な混合溶融液を室温に放置冷却し
たところ冷却途中で相分離を起さずに固体の乳化
剤組成物を得た。
When the resulting transparent mixed melt was allowed to cool to room temperature, a solid emulsifier composition was obtained without phase separation occurring during cooling.

比較例 2 加熱溶融温度を110℃に変更した他は実施例2
と同様の方法により溶融混合処理を行なつた。2
時間攪拌を続行しても、オレイン酸のシヨ糖モノ
エステルのゲル状不溶物がなくならず、透明均一
液は得られなかつた。
Comparative Example 2 Example 2 except that the heating melting temperature was changed to 110°C
The melt-mixing process was carried out in the same manner as described above. 2
Even if the stirring was continued for hours, the gel-like insoluble matter of sucrose monoester of oleic acid did not disappear, and a transparent homogeneous liquid could not be obtained.

Claims (1)

【特許請求の範囲】 1 不飽和高級脂肪酸のシヨ糖モノエステルと飽
和高級脂肪酸のグリセリン又はソルビタンエステ
ルとを130〜200℃で溶融混合することを特徴とす
る乳化剤組成物の製造方法。 2 不飽和高級脂肪酸がオレイン酸であることを
特徴とする特許請求の範囲第1項記載の乳化剤組
成物の製造方法。 3 飽和高級脂肪酸がステアリン酸であることを
特徴とする特許請求の範囲第1項又は第2項記載
の乳化剤組成物の製造方法。
[Claims] 1. A method for producing an emulsifier composition, which comprises melt-mixing a sucrose monoester of an unsaturated higher fatty acid and a glycerin or sorbitan ester of a saturated higher fatty acid at 130 to 200°C. 2. The method for producing an emulsifier composition according to claim 1, wherein the unsaturated higher fatty acid is oleic acid. 3. The method for producing an emulsifier composition according to claim 1 or 2, wherein the saturated higher fatty acid is stearic acid.
JP59184315A 1984-09-03 1984-09-03 Manufacture of emulsifier composition Granted JPS6161626A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP59184315A JPS6161626A (en) 1984-09-03 1984-09-03 Manufacture of emulsifier composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP59184315A JPS6161626A (en) 1984-09-03 1984-09-03 Manufacture of emulsifier composition

Publications (2)

Publication Number Publication Date
JPS6161626A JPS6161626A (en) 1986-03-29
JPH0453576B2 true JPH0453576B2 (en) 1992-08-27

Family

ID=16151184

Family Applications (1)

Application Number Title Priority Date Filing Date
JP59184315A Granted JPS6161626A (en) 1984-09-03 1984-09-03 Manufacture of emulsifier composition

Country Status (1)

Country Link
JP (1) JPS6161626A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012081534A1 (en) * 2010-12-15 2012-06-21 三井金属鉱業株式会社 Negative electrode for nonaqueous electrolyte secondary battery

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2549073B2 (en) * 1987-06-26 1996-10-30 四日市合成株式会社 Process for producing alkylene oxide adduct of halogenated phenols
JP2008301814A (en) * 2007-05-10 2008-12-18 Ezaki Glico Co Ltd Frozen dessert mix containing chocolate

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012081534A1 (en) * 2010-12-15 2012-06-21 三井金属鉱業株式会社 Negative electrode for nonaqueous electrolyte secondary battery

Also Published As

Publication number Publication date
JPS6161626A (en) 1986-03-29

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