JPS6115650A - Oil-soluble liquid composition - Google Patents

Oil-soluble liquid composition

Info

Publication number
JPS6115650A
JPS6115650A JP59136981A JP13698184A JPS6115650A JP S6115650 A JPS6115650 A JP S6115650A JP 59136981 A JP59136981 A JP 59136981A JP 13698184 A JP13698184 A JP 13698184A JP S6115650 A JPS6115650 A JP S6115650A
Authority
JP
Japan
Prior art keywords
lecithin
oil
weight
acetone
fish oil
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.)
Pending
Application number
JP59136981A
Other languages
Japanese (ja)
Inventor
Hidehiko Hibino
日比野 英彦
Nobuo Fukuda
信雄 福田
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.)
NOF Corp
Original Assignee
NOF Corp
Nippon Oil and Fats Co Ltd
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 NOF Corp, Nippon Oil and Fats Co Ltd filed Critical NOF Corp
Priority to JP59136981A priority Critical patent/JPS6115650A/en
Publication of JPS6115650A publication Critical patent/JPS6115650A/en
Pending legal-status Critical Current

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  • Edible Oils And Fats (AREA)

Abstract

PURPOSE:To obtain an oil-soluble liquid composition capable of dissolving a large amount of lecithin in a fish oil, by compounding refined lecithin together with a vegetable oil or tocopherol in a fish oil. CONSTITUTION:Crude lecithin such as soybean lecithin is defatted with acetone or a hydrated acetone having a water-content of 10wt% and extracted with a 1-3C alcohol, and the alcohol is removed from the product to obtain refined lecithin. The objective composition contains (A) 20-70(wt)%, preferably 25-50% refined lecithin, (B) 10-60%, preferably 15-50% fish oil containing eicosapentaenoic acid or docosahexaenoic acid and (C) 20-60%, preferably 20-50% vegetable oil or tocopherol.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 この発明はレシチンおよび魚油を含有し、栄養食品とし
て利用される液状油溶組成物に関するものである。
DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] This invention relates to a liquid oil-soluble composition containing lecithin and fish oil and used as a nutritional food.

〔従来の技術〕[Conventional technology]

大豆レシチン等のレシチンはその生理活性、薬理作用、
界面活性などを有するため、可食性の添加物として注目
されている。一方、エイコサペンタエン酸(以下、EP
Aと記す)やドコサヘキサエン酸(以下、DHAと記す
)などの高度不飽和脂肪酸も生理活性が注目され、これ
らを含む魚油とレシチンとを配合した食品が提案されて
いる(例えば特開昭59−82070号)。
Lecithin such as soybean lecithin has its physiological activity, pharmacological action,
Because it has surface activity, it is attracting attention as an edible additive. On the other hand, eicosapentaenoic acid (hereinafter referred to as EP
Polyunsaturated fatty acids such as A) and docosahexaenoic acid (hereinafter referred to as DHA) have also attracted attention for their physiological activity, and foods containing lecithin and fish oil containing these have been proposed (for example, in Japanese Patent Application Laid-Open No. 1983-1982). No. 82070).

〔発明が解決しようとする問題点〕[Problem that the invention seeks to solve]

しかしながら、レシチンの魚油に対する溶解性は低く、
大量のレシチンを魚油に配合すると透明な液状油溶組成
物が得られないため、従来はレシチンの配合割合は組成
物中3〜20重量%しか配合できないという問題点があ
った。
However, the solubility of lecithin in fish oil is low;
If a large amount of lecithin is blended with fish oil, a transparent liquid oil-soluble composition cannot be obtained, so there has conventionally been a problem that the proportion of lecithin in the composition can only be blended at 3 to 20% by weight.

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

この発明は上記問題点を解決するためのもので、精製レ
シチンを植物油またはトコフェロールとともに魚油に配
合することにより、大量のレシチンを魚油に溶解するこ
とができる液状油溶組成物を提供するものである。
This invention is intended to solve the above problems, and provides a liquid oil-soluble composition that can dissolve a large amount of lecithin in fish oil by blending purified lecithin with vegetable oil or tocopherol in fish oil. .

この発明は粗レシチンをアセトンを含む溶媒で脱脂した
のち、01〜C3のアルコールで抽出した精製レシチン
20〜70重量%と、エイコサペンタエン酸またはドコ
サヘキサエン酸を含む魚油10〜60重量%と、植物油
またはトコフェロール20〜60重量%とを含有するこ
とを特徴とする液状油溶組成物である。
This invention consists of 20-70% by weight of purified lecithin extracted with 01-C3 alcohol after defatting crude lecithin with a solvent containing acetone, 10-60% by weight of fish oil containing eicosapentaenoic acid or docosahexaenoic acid, and vegetable oil or This is a liquid oil-soluble composition characterized by containing 20 to 60% by weight of tocopherol.

精製レシチンは、市販の大豆レシチン等の粗レシチンを
、アセトンを含む溶媒で脱脂した後、01〜C3のアル
コールで抽出した可溶性部を脱アルコールした抽出物で
ある。アセトンを含む溶媒としてはアセトン単独でもよ
いが、10重量%以下の水を含むアセトン含水系溶媒な
どでもよい。
Purified lecithin is an extract obtained by degreasing crude lecithin such as commercially available soybean lecithin with a solvent containing acetone, and then dealcoholizing the soluble portion extracted with 01-C3 alcohol. The acetone-containing solvent may be acetone alone, or an acetone-containing solvent containing 10% by weight or less of water.

脱脂方法は粗レシチンを0〜15℃でアセ]・ンを含む
溶媒と接触させ、脂肪分を溶媒側に可溶化し、残留固形
物として脱脂レシチンを得る。脱脂は完全に行う必要は
なく、10重量%以下の脂肪分が残留していてもよい。
In the defatting method, crude lecithin is brought into contact with a solvent containing acetin at 0 to 15[deg.] C., the fat content is solubilized in the solvent, and defatted lecithin is obtained as a residual solid. It is not necessary to completely defatte, and a fat content of 10% by weight or less may remain.

アセトンを含む溶媒に接触させる粗レシチンの量は20
〜40重量%が好ましい。このような脱脂を行うことに
より、次のアルコールによる抽出が可能になる。
The amount of crude lecithin brought into contact with the solvent containing acetone was 20
~40% by weight is preferred. By performing such degreasing, the next extraction with alcohol becomes possible.

脱脂レシチンを処理するアルコールとしては、メタノー
ル、エタノール、n−プロパツール、1so−プロパツ
ールなどが使用できる。アルコールによる処理は、脱脂
レシチンを室温ないし50℃でアルコールと接触させ、
可溶性成分をアルコール側に抽出し、抽出物を脱アルコ
ールして精製レシチンとする。アルコールに接触させる
脱脂レシチンの量は5〜20重量%が好ましい。
As the alcohol for treating defatted lecithin, methanol, ethanol, n-propatool, 1so-propatool, etc. can be used. Treatment with alcohol involves contacting defatted lecithin with alcohol at room temperature to 50°C,
Soluble components are extracted into alcohol, and the extract is dealcoholized to produce purified lecithin. The amount of defatted lecithin brought into contact with alcohol is preferably 5 to 20% by weight.

上記抽出により脱脂レシチン中のフォスファチジルコジ
ルコリン(以下、PCと記す)等の生理活性物質は溶液
側に抽出され、魚油に配合したときに不溶解分となる成
分は固形分として残るので、抽出物を脱アルコールした
精製レシチンは魚油に対し可溶性で、活性成分を濃縮状
態で含むことになる。ただし、この精製レシチンは固い
ペース1へ状で、高粘稠性であるため、そのまま魚油に
溶解するのは困難であるので、後述の植物油またはトコ
フェロールに溶解して魚油に配合される。
By the above extraction, physiologically active substances such as phosphatidylcodylcholine (hereinafter referred to as PC) in defatted lecithin are extracted to the solution side, and components that become insoluble when blended with fish oil remain as solid components. Purified lecithin obtained by dealcoholizing the extract is soluble in fish oil and contains active ingredients in a concentrated state. However, since this purified lecithin is in the form of a hard paste 1 and has a high viscosity, it is difficult to dissolve it directly in fish oil, so it is dissolved in vegetable oil or tocopherol, which will be described later, and then incorporated into fish oil.

上記の精製レシチンの配合割合は20〜70重量%、好
ましくは25〜50重量%である。20重星%未満では
レシチンの効果が小さくなり、70重量%を超えると魚
油の効果が小さくなるとともに、粘度が高くなりすぎて
作業性が悪化する。
The blending ratio of the purified lecithin described above is 20 to 70% by weight, preferably 25 to 50% by weight. If it is less than 20% by weight, the effect of lecithin will be reduced, and if it exceeds 70% by weight, the effect of fish oil will be reduced and the viscosity will become too high, resulting in poor workability.

魚油はEPAまたは(および)DHAを含むものであり
、特にEPAIO重量%以上およびDHA7重景%以上
を含むものが好ましい。またこの魚油には、魚油そのも
ののほかに、魚油をウィンタリング、溶剤分別、カラム
分別、分別蒸留などにより濃縮してEPAまたはDHA
濃度を高くした濃縮油が含まれる。
The fish oil contains EPA or (and) DHA, and particularly preferably contains EPAIO by weight or more and DHA by weight % or more. In addition to the fish oil itself, this fish oil also contains EPA or DHA, which is concentrated by wintering, solvent fractionation, column fractionation, fractional distillation, etc.
Contains highly concentrated oils.

魚油の配合割合は10〜60重量%、好ましくは15〜
50重量%である。10重量%未満では魚油の効果が小
さくなり、60重量%を超えるとレシチンの効果が小さ
くなる。
The mixing ratio of fish oil is 10 to 60% by weight, preferably 15 to 60% by weight.
It is 50% by weight. If it is less than 10% by weight, the effect of fish oil will be reduced, and if it exceeds 60% by weight, the effect of lecithin will be reduced.

植物油は植物性の液体油であり、リノール酸を35重量
%以上含むものが好ましく、例えば小麦胚芽油、オリー
ブ油、サフラワー油、大豆油などが使用できる。トコフ
ェロールは天然トコフェロールが使用できる。市販の天
然トコフェロールは通常植物油を含みかっこのトコフェ
ロールは精製レシチンをよく溶解するので、この場合、
別に植物油を配合しなくてもよい。植物油またはトコフ
ェロールの配合割合は20〜60重量%、好ましくは2
0〜50重量%である。20重量%未満ではレシチンお
よび魚油を透明に可溶化できず、60重量%を超えると
活性成分の効果が小さくなる。
The vegetable oil is a vegetable liquid oil that preferably contains linoleic acid in an amount of 35% by weight or more, and examples of usable oil include wheat germ oil, olive oil, safflower oil, and soybean oil. Natural tocopherol can be used as tocopherol. Commercially available natural tocopherols usually contain vegetable oil and the parenthesized tocopherols dissolve purified lecithin well, so in this case,
There is no need to add vegetable oil separately. The blending ratio of vegetable oil or tocopherol is 20 to 60% by weight, preferably 2
It is 0 to 50% by weight. If it is less than 20% by weight, lecithin and fish oil cannot be transparently solubilized, and if it exceeds 60% by weight, the effect of the active ingredient will be reduced.

本発明の液状油溶組成物は上記必須成分のほかに、その
他の成分を40重量%以下配合することができる。
In addition to the above-mentioned essential components, the liquid oil-soluble composition of the present invention may contain up to 40% by weight of other components.

本発明の液状油溶組成物は精製レシチンを植物油または
トコフェロールに溶解し、これを魚油と混合して均一に
可溶化して製造される。得られる組成物は透明な液状を
呈し、濁りはなく、耐寒性も優れており、そのまままた
はカプセル化して食品とされる。
The liquid oil-soluble composition of the present invention is produced by dissolving purified lecithin in vegetable oil or tocopherol, and mixing this with fish oil to uniformly solubilize it. The resulting composition is a transparent liquid, has no turbidity, and has excellent cold resistance, and can be used as a food as it is or in encapsulation.

〔発明の効果〕〔Effect of the invention〕

本発明によれば、精製レシチン、魚油および植物油また
はトコフェロールを配合したので、多量のレシチンを魚
油に配合して可溶化させ、透明で濁りがなく、かつ生理
活性の高い液状油溶組成物を得ることができる。
According to the present invention, since purified lecithin, fish oil, and vegetable oil or tocopherol are blended, a large amount of lecithin is blended with fish oil to solubilize it, thereby obtaining a liquid oil-soluble composition that is transparent, free of turbidity, and highly physiologically active. be able to.

〔実施例〕〔Example〕

以下、実験例および実施例について説明する。 Experimental examples and examples will be described below.

各国中、%は重量%である。Within each country, percentages are percentages by weight.

実験例 市販大豆レシチンをアセトンで脱脂した脱脂レシチン(
PC23%、その他の成分74%〔このうち油脂分8%
〕)をアルコールと接触させ、室温で攪拌したのち、3
0分間40〜50℃に加熱し、−昼夜静置した後、デカ
ンテーションと遠心分離(3000rpm)によって、
可溶部と沈殿部に分けた結果を表1に示す。
Experimental example Defatted lecithin obtained by defatting commercially available soybean lecithin with acetone (
PC 23%, other ingredients 74% (of which oil and fat 8%)
]) was brought into contact with alcohol and stirred at room temperature, and then
After heating to 40-50°C for 0 min and standing overnight, decantation and centrifugation (3000 rpm)
Table 1 shows the results divided into a soluble part and a precipitated part.

表1の結果より、pcの大部分は可溶部に抽出され、そ
の他の成分の不溶性のものは沈殿部に残ることがわかる
。またブタノールは可溶部の収率が悪く、四〜C3のア
ルコール、特にメタノールとエタノールが好ましいこと
がわかる。
From the results in Table 1, it can be seen that most of the PC was extracted into the soluble part, and the other insoluble components remained in the precipitated part. It is also understood that butanol has a poor yield of soluble parts, and 4 to C3 alcohols, particularly methanol and ethanol, are preferable.

(以イ奪会) 実施例 市販大豆レシチン200gに対してアセトン300m1
2を接触させて脱脂を行う工程を4回くり返えした後、
脱脂レシチン80gに対してエタノール1800m1l
lを接触させて室温で抽出を行い、抽出物を脱アルコー
ルして精製レシチンを得た。
Example: 300ml of acetone for 200g of commercially available soybean lecithin
After repeating the process of contacting 2 and degreasing 4 times,
1800 ml of ethanol for 80 g of defatted lecithin
Extraction was carried out at room temperature by contacting the lecithin with 100% alcohol, and the extract was dealcoholized to obtain purified lecithin.

上記精製レシチンを小麦胚芽油(リノール酸50%含有
)または市販天然トコフェロール(トコフェロール80
%、植物油20%含有)に溶解し、これをマイワシ油(
EPA25%、DHA12%、リノール酸0.8%含有
)またはその濃縮油(EPA2S%、DHA13%、リ
ノール酸1%含有)に配合して液状油溶組成物を製造し
た。
The above purified lecithin was added to wheat germ oil (containing 50% linoleic acid) or commercially available natural tocopherol (tocopherol 80%).
%, containing 20% vegetable oil), and this was dissolved in sardine oil (containing 20% vegetable oil).
A liquid oil-soluble composition was prepared by blending the composition with 25% EPA, 12% DHA, and 0.8% linoleic acid) or its concentrated oil (containing 2S% EPA, 13% DHA, and 1% linoleic acid).

得られた組成物の成分、ならびに20℃で1力月静置後
の外観を表2に示す。
Table 2 shows the components of the obtained composition and its appearance after being left at 20° C. for one month.

表2のN[13の組成物の粘度は60℃で190cPs
、No、4は104cPsで、いずれもカプセル化に適
した粘度であり、これらの組成物を300mg入オパー
ル型ゼラチンカプセルに封入し、50mQ褐色ビンに6
0粒づつ乾燥剤とともに入れて、−5°C,O℃、5℃
、10℃、20℃、40℃で2力月間保存したが、カプ
セルの透明性は一定であり、組成物の過酸化物価は3.
2〜4.1meq/kg、EPA、リノール酸、トコフ
ェロールの内容量の変化は測定誤差範囲内であった。
The viscosity of the composition of N[13 in Table 2 is 190 cPs at 60°C
, No., and No. 4 have a viscosity of 104 cPs, which is suitable for encapsulation. These compositions were encapsulated in 300 mg opal-type gelatin capsules and placed in a 50 mQ amber bottle.
Add 0 grains at a time with desiccant and heat at -5°C, O°C, 5°C.
The capsules were stored at 10°C, 20°C, and 40°C for 2 months, but the transparency of the capsules remained constant and the peroxide value of the composition was 3.
Changes in the content of EPA, linoleic acid, and tocopherol were within the measurement error range, ranging from 2 to 4.1 meq/kg.

(重書1) 以上の結果より精製レシチンを使用したちのNα1〜7
はいずれも透明な外観を維持するが、粗レシチン(Nα
8)および脱脂レシチン(Nα9)を使用したもの、な
らびに植物油を使用しないもの(Nα10)はいずれも
透明な液状油溶組成物が得られないことがわかる。
(Overview 1) From the above results, Nα1-7 using purified lecithin
Both maintain a transparent appearance, but crude lecithin (Nα
8), the one using defatted lecithin (Nα9), and the one using no vegetable oil (Nα10), it can be seen that a transparent liquid oil-soluble composition cannot be obtained.

代理人 弁理士 柳 原   成 手続・補正書 1、事件の表示 昭和59年特許願第136981号 2、発明の名称 液状油溶組成物 3、補正をする者 事件との関係  特許出願人 住 所  東京都千代田区有楽町1丁目10番1号名称
 (434)日本油脂株式会社 代表者小川照次 4、代  理  人 〒105  電話436−470
0住 所  東京都港区西新橋3丁目15番8号6、補
正により増加する発明の数  07、補正の対象  明
細書の発明の詳細な説明の欄88補正の内容 (1)明細書第4頁下から第5行、「ジルコジルコリン
」を「ジルコリンjに訂正する。
Agent: Patent Attorney Yanagi Hara Compiled Procedures/Written Amendment 1, Indication of the Case: Patent Application No. 136981 of 1982, 2, Name of the Invention: Liquid Oil-Soluble Composition 3, Relationship with the Person Making the Amendment: Address of Patent Applicant: Tokyo 1-10-1 Yurakucho, Chiyoda-ku, Tokyo Name (434) Nippon Oil & Fats Co., Ltd. Representative Teruji Ogawa 4, Agent Address: 105 Phone: 436-470
0 Address 3-15-8-6 Nishi-Shinbashi, Minato-ku, Tokyo Number of inventions increased by amendment 07 Target of amendment Column 88 for detailed explanation of the invention in the specification Contents of the amendment (1) Specification No. 4 In the fifth line from the bottom of the page, "zircozylcholine" is corrected to "zircoline j.

(2)同第5頁第3行、「困難であ」を、「作業性の面
で困難であり長時間を要す」に訂正する。
(2) On page 5, line 3, "difficult" is corrected to "difficult in terms of workability and requires a long time."

(3)同第5頁第12行、「この」を「ここで使用する
」に訂正する。
(3) On page 5, line 12, "this" is corrected to "used here."

Claims (4)

【特許請求の範囲】[Claims] (1)粗レシチンをアセトンを含む溶媒で脱脂したのち
、C_1〜C_3のアルコールで抽出した精製レシチン
20〜70重量%と、エイコサペンタエン酸またはドコ
サヘキサエン酸を含む魚油10〜60重量%と、植物油
またはトコフェロール20〜60重量%とを含有するこ
とを特徴とする液状油溶組成物。
(1) After defatting crude lecithin with a solvent containing acetone, 20 to 70% by weight of purified lecithin extracted with C_1 to C_3 alcohol, 10 to 60% by weight of fish oil containing eicosapentaenoic acid or docosahexaenoic acid, and vegetable oil or A liquid oil-soluble composition containing 20 to 60% by weight of tocopherol.
(2)アセトンを含む溶媒がアセトンまたはアセトン含
水系溶媒である特許請求の範囲第1項記載の液状油溶組
成物。
(2) The liquid oil-soluble composition according to claim 1, wherein the acetone-containing solvent is acetone or an acetone water-containing solvent.
(3)粗レシチンが大豆レシチンである特許請求の範囲
第1項または第2項記載の液状油溶組成物。
(3) The liquid oil-soluble composition according to claim 1 or 2, wherein the crude lecithin is soybean lecithin.
(4)精製レシチンが抽出物を脱アルコールしたもので
ある特許請求の範囲第1項ないし第3項のいずれかに記
載の液状油溶組成物。
(4) The liquid oil-soluble composition according to any one of claims 1 to 3, wherein the purified lecithin is obtained by dealcoholizing an extract.
JP59136981A 1984-07-02 1984-07-02 Oil-soluble liquid composition Pending JPS6115650A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP59136981A JPS6115650A (en) 1984-07-02 1984-07-02 Oil-soluble liquid composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP59136981A JPS6115650A (en) 1984-07-02 1984-07-02 Oil-soluble liquid composition

Publications (1)

Publication Number Publication Date
JPS6115650A true JPS6115650A (en) 1986-01-23

Family

ID=15187978

Family Applications (1)

Application Number Title Priority Date Filing Date
JP59136981A Pending JPS6115650A (en) 1984-07-02 1984-07-02 Oil-soluble liquid composition

Country Status (1)

Country Link
JP (1) JPS6115650A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2673513A1 (en) * 1991-03-05 1992-09-11 Inst Rech Biolog Sa NOVEL DIETETIC COMPOSITIONS BASED ON PHOSPHORYL LIPIDS AND THEIR USE IN IMPROVING VISION DISORDERS.
JPH08173035A (en) * 1994-12-22 1996-07-09 Kao Corp Stabilized tocopherol-containing oil and fat composition
KR100343664B1 (en) * 1993-12-20 2002-11-27 산에이겐 에후.에후. 아이. 가부시키가이샤 Stable emulsified compositions and foods containing the same

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2673513A1 (en) * 1991-03-05 1992-09-11 Inst Rech Biolog Sa NOVEL DIETETIC COMPOSITIONS BASED ON PHOSPHORYL LIPIDS AND THEIR USE IN IMPROVING VISION DISORDERS.
KR100343664B1 (en) * 1993-12-20 2002-11-27 산에이겐 에후.에후. 아이. 가부시키가이샤 Stable emulsified compositions and foods containing the same
JPH08173035A (en) * 1994-12-22 1996-07-09 Kao Corp Stabilized tocopherol-containing oil and fat composition

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