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JPH0322396B2 - - Google Patents
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JPH0322396B2 - - Google Patents

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Publication number
JPH0322396B2
JPH0322396B2 JP57157874A JP15787482A JPH0322396B2 JP H0322396 B2 JPH0322396 B2 JP H0322396B2 JP 57157874 A JP57157874 A JP 57157874A JP 15787482 A JP15787482 A JP 15787482A JP H0322396 B2 JPH0322396 B2 JP H0322396B2
Authority
JP
Japan
Prior art keywords
water
layer
oil
phospholipids
phospholipid
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
JP57157874A
Other languages
Japanese (ja)
Other versions
JPS5948492A (en
Inventor
Yoichi Shirakawa
Makoto Ito
Keiji Koyama
Yoshio Minowa
Goro Yamamoto
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 JP15787482A priority Critical patent/JPS5948492A/en
Publication of JPS5948492A publication Critical patent/JPS5948492A/en
Publication of JPH0322396B2 publication Critical patent/JPH0322396B2/ja
Granted legal-status Critical Current

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Description

【発明の詳細な説明】 本発明は油脂含量の低いリン脂質の製法に関す
るものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing phospholipids having a low fat and oil content.

リン脂質として、大豆レシチン、卵黄レシチン
が食品、医薬品、化粧品等で広く用いられてお
り、その形態も油脂を含有する油状のものから、
油脂分を除去した粉末状のもの、又、それらを賦
形剤と共に粉末にしたもの等、種々市販されてい
る。
As phospholipids, soybean lecithin and egg yolk lecithin are widely used in foods, medicines, cosmetics, etc., and their forms range from oily ones containing fats and oils.
Various products are commercially available, including powdered products from which oil and fat have been removed, and powdered products with excipients.

いわゆる大豆レシチンは安価な点から、広く食
品業界で用いられているが、味、臭気の点から問
題があり、卵黄レシチンは抽出法、価格に問題が
あるので、限定された用途しかない。更に共存す
る油分を除去して高純度のリン脂質を得る場合に
は、一般にはアセトンを溶剤として用いなければ
ならないが、このような溶剤を使用することは本
質的に好ましくない。
So-called soybean lecithin is widely used in the food industry because it is inexpensive, but it has problems with taste and odor, and egg yolk lecithin has problems with its extraction method and price, so it has only limited uses. Furthermore, in order to obtain a highly pure phospholipid by removing coexisting oil, acetone must generally be used as a solvent, but the use of such a solvent is essentially undesirable.

また、特開昭57−26548号公報には油脂を含む
リン脂質を濃アルコールで抽出して一旦アルコー
ル溶液とし、このアルコール溶液に若干量の水を
添加して油脂を沈降除去しホスフアチジルコリン
を得る方法が記載されているが、この方法では溶
剤を多量に使用しなければならない反面、リン脂
質回収率が悪く、又、手間のかかる方法で、工業
的に有利な方法ではない。
In addition, JP-A No. 57-26548 discloses that phospholipids containing oils and fats are extracted with concentrated alcohol to form an alcohol solution, and a small amount of water is added to this alcohol solution to precipitate and remove the oils and phosphatidylcholine. However, this method requires the use of a large amount of solvent, has a poor recovery rate of phospholipids, and is a labor-intensive method, which is not industrially advantageous.

本発明の目的は、人体に有害な溶剤を用いずに
かつ簡単にリン脂質中に含まれる油脂を除去する
方法を提供する事にある。
An object of the present invention is to provide a method for easily removing fats and oils contained in phospholipids without using solvents harmful to the human body.

本発明の構成要件は、油脂を含有するリン脂質
を、重量比率が水/エタノール=90/10〜60/40
又は水/プロピレングリコール=90/10〜50/50
の水混和性アルコール類と混合し、上層に油層、
下層にリン脂質含有の水性層を生ずる様に相分離
させ、油層を除去して油脂含量の低いリン脂質を
得る事にある。
The constituent requirements of the present invention are that phospholipids containing oil and fat are mixed in a weight ratio of water/ethanol = 90/10 to 60/40.
Or water/propylene glycol = 90/10 to 50/50
mixed with water-miscible alcohols, with an oil layer on the top layer,
The purpose is to perform phase separation to produce a phospholipid-containing aqueous layer in the lower layer, and remove the oil layer to obtain phospholipids with a low oil and fat content.

リン脂質を水−アルコール類溶液として用いる
場合はこのまま使用すればよく、そうでない場合
には適当な方法で脱溶媒を行なえばリン脂質を取
り出す事ができる。
If the phospholipid is used as a water-alcohol solution, it can be used as is; otherwise, the phospholipid can be removed by removing the solvent by an appropriate method.

本発明の対象となる油脂を含有するリン脂質と
しては大豆レシチン、大豆ガム質、卵黄等の天然
物由来のリン脂質含有物が挙げられるが、これら
に限定されるものではない。
Phospholipids containing fats and oils that are the object of the present invention include, but are not limited to, phospholipid-containing products derived from natural products such as soybean lecithin, soybean gum, and egg yolk.

本発明において用いる水混和性アルコール類の
アルコール類と水の量は、油脂を含有するリン脂
質に対して、各々10〜200重量%、40〜300重量%
で、且つ水混和性アルコール類として60重量%以
上の範囲で適当に選び得る。水混和性アルコール
類の量が60重量%未満では系の粘度が上昇し、相
分離しなくなつてしまう。一方、使用量の上限は
主に経済性によつて定まるものである。又、用い
るアルコール類は、エタノール又はプロピレング
リコールが好ましい。
The amounts of alcohol and water in the water-miscible alcohol used in the present invention are 10 to 200% by weight and 40 to 300% by weight, respectively, based on the phospholipids containing oil and fat.
and can be appropriately selected in the range of 60% by weight or more as water-miscible alcohols. If the amount of water-miscible alcohol is less than 60% by weight, the viscosity of the system will increase and phase separation will not occur. On the other hand, the upper limit of the usage amount is determined mainly by economic efficiency. Moreover, the alcohol used is preferably ethanol or propylene glycol.

本発明の最も重要な点は、油脂を含有するリン
脂質と水混和性アルコール類を混合した後静置し
て上層に油層、下層に水−アルコール−リン脂質
から成る水性層を生じせしめる様な比率で水とア
ルコール類を使用する事である。
The most important point of the present invention is to mix phospholipids containing oil and fats and water-miscible alcohols and then let them stand to form an oil layer on the upper layer and an aqueous layer consisting of water-alcohol-phospholipids on the lower layer. The key is to use water and alcohol in the same proportions.

この比率はアルコール類の種類によつて異な
り、例えば、エタノールの場合は重量比で、水/
エタノール=90/10〜60/40、プロピレングリコ
ールの場合は重量比で、水/プロピレングリコー
ル=90/10〜50/50、好ましくは80/20〜60/40
である。
This ratio varies depending on the type of alcohol; for example, in the case of ethanol, it is a weight ratio of water/
Ethanol = 90/10 to 60/40, in the case of propylene glycol, water/propylene glycol = 90/10 to 50/50, preferably 80/20 to 60/40
It is.

上記割合よりも水が多すぎると三成分の混合中
に系全体がエマルジヨン化してしまい、本発明の
目的を達成出来ず、一方上記割合よりも水が少な
すぎるとリン脂質の1部が沈澱し、しかも油層が
下層になるのでリン脂質の回収率が極度に低下す
る。
If the amount of water is too much than the above ratio, the entire system will turn into an emulsion during the mixing of the three components, making it impossible to achieve the purpose of the present invention. On the other hand, if the amount of water is too less than the above ratio, part of the phospholipids will precipitate. Moreover, since the oil layer is the lower layer, the recovery rate of phospholipids is extremely reduced.

尚、水性層は乳化していない方が好ましいが、
系の粘度を低下させる為に水混和性アルコール類
の使用量を増加させる必要のある場合に水性層の
全部又は1部が乳化していてもよい(油層が上部
に形成されれば充分である)。
In addition, it is preferable that the aqueous layer is not emulsified, but
If it is necessary to increase the amount of water-miscible alcohol used to reduce the viscosity of the system, all or part of the aqueous layer may be emulsified (it is sufficient if an oil layer forms on top). ).

油脂を含有するリン脂質、アルコール類及び水
の三成分の混合方法としては、水混和性アルコー
ル類に油脂を含有するリン脂質を入れても、又は
その逆でも良く、任意に選べる。
The method of mixing the three components, phospholipids containing fats and oils, alcohols, and water, can be arbitrarily selected, such as adding the phospholipids containing fats and oils to the water-miscible alcohols, or vice versa.

撹拌方法も低速撹拌から、ホモミキサーを用い
る高速撹拌まで用い得る。
Stirring methods can range from low-speed stirring to high-speed stirring using a homomixer.

本発明では上記三成分を適当に混合することに
より、例えば大豆レシチンの場合、系中に油滴の
析出が見られるようになり、これを静置すれば上
層に油脂層、下層に透明な流動性のあるリン脂質
含有の水性層が得られる。相分離を早める為に60
〜80℃に加温してもよい。
In the present invention, by appropriately mixing the three components mentioned above, for example, in the case of soybean lecithin, oil droplets can be seen deposited in the system, and if this is allowed to stand still, an oil layer will form on the upper layer and a transparent fluid will form on the lower layer. A phospholipid-containing aqueous layer is obtained. 60 to accelerate phase separation
May be heated to ~80°C.

分離法としては、単なる分液、遠心分離等、通
常の方法でよく、得られた下層より水、アルコー
ル類を除去すれば油脂含量の低いリン脂質が得ら
れる。
As for the separation method, ordinary methods such as simple liquid separation and centrifugation may be used, and by removing water and alcohol from the obtained lower layer, phospholipids with a low fat and oil content can be obtained.

本発明の効果は、油脂分の低下のみならず、色
調、味、臭気の改善にもあらわれる。又、本発明
で得られる水性層は自己乳化性を有するので液剤
としても利用出来る。
The effects of the present invention are manifested not only in the reduction of fat and oil content, but also in the improvement of color tone, taste, and odor. Furthermore, since the aqueous layer obtained in the present invention has self-emulsifying properties, it can also be used as a liquid preparation.

本発明を以下の実施例で説明するが、本発明は
これらに限定されるものではない。
The present invention will be explained by the following examples, but the present invention is not limited thereto.

実施例 1 アセトン不溶分65%の市販大豆レシチン100g
を、20%エタノール水溶液100gに撹拌下混合し、
10分間撹拌する。やや粘性のある混合液を放置す
ると、油滴が粗大化して分離を始める。2時間放
置すると上層に濃赤色の油層、中間にわずかの水
層、下層に透明、黄赤色の水性層が分離する。こ
れを分液して上層28g、下層172gを得た。
Example 1 100g of commercially available soybean lecithin with 65% acetone insoluble content
was mixed with 100 g of 20% ethanol aqueous solution under stirring,
Stir for 10 minutes. If a slightly viscous liquid mixture is left undisturbed, the oil droplets will become coarse and begin to separate. When left to stand for 2 hours, a dark red oil layer will separate in the upper layer, a slight aqueous layer in the middle, and a transparent, yellow-red aqueous layer in the lower layer. This was separated to obtain 28 g of an upper layer and 172 g of a lower layer.

下層より揮発分を減圧下除去して72.5gの淡黄
色大豆レシチンを得た。このもののアセトン不溶
分は89%であり、色調、味、臭気も非常に改善さ
れていた。
Volatile components were removed from the lower layer under reduced pressure to obtain 72.5 g of pale yellow soybean lecithin. The acetone insoluble content of this product was 89%, and the color tone, taste, and odor were also greatly improved.

実施例 2 実施例1で用いた20%エタノール水溶液の代り
に、30%プロピレングリコール水溶液を用いた以
外は実施例1と同様に処理して下層175gを得た。
Example 2 175 g of the lower layer was obtained in the same manner as in Example 1 except that a 30% propylene glycol aqueous solution was used instead of the 20% ethanol aqueous solution used in Example 1.

これをn−ヘキサン抽出し、溶媒を除去してア
セトン不溶分87%のリン脂質74gを得た。
This was extracted with n-hexane, and the solvent was removed to obtain 74 g of phospholipid with an acetone insoluble content of 87%.

実施例 3 リン脂質40%、大豆油20%及び水分40%からな
る大豆ガム質200gに、50%エタノール溶液100g
を混合し、混合物を2000rpmで5分間遠心分離す
ると、上から黄褐色の油層、ゴミを含んだ中間
相、流動性のある黄色の水性層が得られた。
Example 3 Add 100g of 50% ethanol solution to 200g of soybean gum consisting of 40% phospholipids, 20% soybean oil, and 40% water.
were mixed and the mixture was centrifuged at 2000 rpm for 5 minutes, resulting in a yellow-brown oil layer on top, a dusty interphase, and a mobile yellow aqueous layer.

この水性層より揮発分を除去して、淡黄色のア
セトン不溶分90%の大豆リン脂質87gが得られ
た。
Volatile components were removed from this aqueous layer to obtain 87 g of pale yellow soybean phospholipid containing 90% acetone-insoluble matter.

実施例−4 生卵黄100gにエタノール20gを混合し10分放
置後、更に20%エタノール溶液を120g加えて撹
拌する。これを2000rpm、5分間遠心分離する
と、上から黄色透明な卵黄油層、黄白色のレシチ
ン乳化層、ほとんど白色の卵黄蛋白からなる沈澱
物に別れる。卵黄油層と乳化層を別け、沈澱物を
20%エタノール溶液50gで抽出し、同様に遠心分
離して、上澄を前記乳化層と合せて減圧下濃縮す
ると黄色の卵黄レシチン11.5g(アセトン不溶部
80%)が得られ、一方上層(卵黄油層)からは卵
黄油が17g得られた。
Example 4 100 g of raw egg yolk was mixed with 20 g of ethanol, left for 10 minutes, and then 120 g of 20% ethanol solution was added and stirred. When this is centrifuged at 2000 rpm for 5 minutes, it is separated into a precipitate consisting of a yellow transparent egg yolk oil layer, a yellowish white lecithin emulsion layer, and an almost white egg yolk protein from the top. Separate the egg yolk oil layer and emulsified layer and remove the sediment.
Extracted with 50g of 20% ethanol solution, centrifuged in the same way, and combined the supernatant with the emulsified layer and concentrated under reduced pressure to obtain 11.5g of yellow egg yolk lecithin (acetone insoluble part).
80%) was obtained, while 17 g of egg yolk oil was obtained from the upper layer (egg yolk oil layer).

比較例 1 アセトン不溶分65%の市販大豆レシチン100g
を4%エタノール水溶液100gに撹拌下混合する
と粘度のある乳化状態となり、相分離は起きなか
つた。
Comparative example 1 100g of commercially available soybean lecithin with 65% acetone insoluble content
When mixed with 100 g of a 4% ethanol aqueous solution under stirring, a viscous emulsified state was obtained, and no phase separation occurred.

比較例 2 比較例1で用いた4%エタノール水溶液の代り
に65%エタノール水溶液100gを用いて比較例1
と同様に混合すると、上部に黄白色の乳化層、下
部に油脂とリン脂質からなる層に分離した。
Comparative Example 2 Comparative Example 1 was performed using 100 g of 65% ethanol aqueous solution instead of the 4% ethanol aqueous solution used in Comparative Example 1.
When mixed in the same manner as above, the mixture separated into a yellow-white emulsified layer at the top and a layer consisting of fats and phospholipids at the bottom.

上部の乳化層を減圧下濃縮したところリン脂質
の収量は6gしか得られなかつた。
When the upper emulsified layer was concentrated under reduced pressure, only 6 g of phospholipid was obtained.

比較例 3 比較例1で用いた4%エタノール水溶液の代わ
りに95%エタノール水溶液100gを用いて比較例
1と同様に混合すると、油層と水層が混合し分離
できなかつた。
Comparative Example 3 When 100 g of a 95% ethanol aqueous solution was used instead of the 4% ethanol aqueous solution used in Comparative Example 1 and mixed in the same manner as in Comparative Example 1, the oil layer and water layer were mixed and could not be separated.

Claims (1)

【特許請求の範囲】 1 油脂を含有するリン脂質を、重量比率が水/
エタノール=90/10〜60/40又は水/プロピレン
グリコール=90/10〜50/50の水混和性アルコー
ル類と混合し、上層に油層、下層にリン脂質含有
の水性層を生ずる様に相分離させ、油層を除去す
る事を特徴とする油脂含量の低いリン脂質の製
法。 2 リン脂質が大豆リン脂質、大豆ガム質、卵黄
その他の天然物由来のリン脂質含有物である特許
請求の範囲第1項記載の油脂含量の低いリン脂質
の製法。 3 原料リン脂質に対して、水混和性アルコール
類のアルコール類として10〜200重量%、水混和
性アルコール類の水として40〜300重量%使用し、
且つ水混和性アルコール類として60重量%以上使
用する特許請求の範囲第1項記載の油脂含量の低
いリン脂質の製法。
[Scope of Claims] 1. Phospholipids containing fats and oils in a weight ratio of water/fat.
Mix with water-miscible alcohols of ethanol = 90/10 to 60/40 or water/propylene glycol = 90/10 to 50/50, and phase separate to form an oil layer in the upper layer and an aqueous layer containing phospholipids in the lower layer. A method for producing phospholipids with a low oil and fat content, which is characterized by removing the oil layer. 2. The method for producing a phospholipid with a low fat/oil content according to claim 1, wherein the phospholipid is a phospholipid-containing substance derived from a natural product such as soybean phospholipid, soybean gum, egg yolk, or other natural product. 3. Using 10 to 200% by weight as alcohol in water-miscible alcohols and 40 to 300% by weight as water in water-miscible alcohols, based on the raw material phospholipids,
The method for producing a phospholipid with a low fat/oil content according to claim 1, wherein the water-miscible alcohol is used in an amount of 60% by weight or more.
JP15787482A 1982-09-10 1982-09-10 Preparation of phospholipid with low content of fat and oil Granted JPS5948492A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP15787482A JPS5948492A (en) 1982-09-10 1982-09-10 Preparation of phospholipid with low content of fat and oil

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP15787482A JPS5948492A (en) 1982-09-10 1982-09-10 Preparation of phospholipid with low content of fat and oil

Publications (2)

Publication Number Publication Date
JPS5948492A JPS5948492A (en) 1984-03-19
JPH0322396B2 true JPH0322396B2 (en) 1991-03-26

Family

ID=15659291

Family Applications (1)

Application Number Title Priority Date Filing Date
JP15787482A Granted JPS5948492A (en) 1982-09-10 1982-09-10 Preparation of phospholipid with low content of fat and oil

Country Status (1)

Country Link
JP (1) JPS5948492A (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6293294A (en) * 1985-10-21 1987-04-28 Hokuren Nogyo Kyodo Kumiai Rengokai Procution of phosphpolipid of egg yolk
DE19713096A1 (en) * 1997-03-27 1998-10-01 Sueddeutsche Kalkstickstoff Oil-free glycerophospholipid formulations and process for their preparation
WO2004014144A1 (en) * 2002-07-23 2004-02-19 Solae, Llc Process for removing sugar and/or oil from lecithin
PL2912044T3 (en) * 2012-10-24 2018-10-31 Cargill, Incorporated Method for the fractionation of phospholipids from phospholipid-containing material
CN111548861B (en) * 2020-05-26 2022-02-08 内蒙古铂贝曼科技有限公司 Hydration method powder phospholipid
CN111484898B (en) * 2020-05-26 2021-11-23 内蒙古铂贝曼科技有限公司 Yellow solid phospholipid

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3023814A1 (en) * 1980-06-25 1982-01-14 A. Nattermann & Cie GmbH, 5000 Köln METHOD FOR OBTAINING OIL-FREE PHOSPHATIDYLCHOLINE

Also Published As

Publication number Publication date
JPS5948492A (en) 1984-03-19

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