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JPH07309785A - Squalane purification method from oil and fat - Google Patents

Squalane purification method from oil and fat

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Publication number
JPH07309785A
JPH07309785A JP13101494A JP13101494A JPH07309785A JP H07309785 A JPH07309785 A JP H07309785A JP 13101494 A JP13101494 A JP 13101494A JP 13101494 A JP13101494 A JP 13101494A JP H07309785 A JPH07309785 A JP H07309785A
Authority
JP
Japan
Prior art keywords
oil
squalane
squalene
treatment
fat
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
Application number
JP13101494A
Other languages
Japanese (ja)
Other versions
JP3484227B2 (en
Inventor
Yuzo Ikuta
祐三 生田
Kazunari Maeda
一成 前田
Eiichi Yamaguchi
栄一 山口
Mitsunori Shimura
光則 志村
Kunitomo Ishii
国友 石井
Masao Ota
正男 大田
Yoshimi Shirato
義美 白戸
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.)
Nisshin Oillio Group Ltd
Chiyoda Corp
Original Assignee
Nisshin Oil Mills Ltd
Chiyoda Chemical Engineering and Construction Co Ltd
Chiyoda 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 Nisshin Oil Mills Ltd, Chiyoda Chemical Engineering and Construction Co Ltd, Chiyoda Corp filed Critical Nisshin Oil Mills Ltd
Priority to JP13101494A priority Critical patent/JP3484227B2/en
Publication of JPH07309785A publication Critical patent/JPH07309785A/en
Application granted granted Critical
Publication of JP3484227B2 publication Critical patent/JP3484227B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Fats And Perfumes (AREA)

Abstract

(57)【要約】 【目的】 サメ肝油以外にスクワラン源を求め、新たな
原料油脂からのスクワラン精製法を確立し、スクワラン
の生産及び供給の安定化を図る。 【構成】 スクワレンを含有する油脂を、蒸留処理、精
留処理及び水素化処理の3工程で処理するスクワラン精
製方法。(1)第1工程でスクワレンを含有する油脂を
単蒸留処理してスクワレンを含む低沸点留分と高沸点留
分とに分離する第1工程、(2)前記精留処理及び水素
化処理のいずれか一で前記スクワレンを含む低沸点留分
を処理する第2工程(3)前記精留処理及び水素化処理
の他で第2工程の生成物を処理する第3工程からなる油
脂からスクワランを精製する方法。
(57) [Summary] [Purpose] In addition to shark liver oil, a squalane source will be sought, and a new method for refining squalane from raw fats and oils will be established to stabilize the production and supply of squalane. [Structure] A squalane purification method in which an oil and fat containing squalene is treated in three steps of distillation treatment, rectification treatment and hydrogenation treatment. (1) The first step in which the oil and fat containing squalene is subjected to simple distillation in the first step to separate into a low boiling fraction containing squalene and a high boiling fraction, (2) the rectification treatment and the hydrogenation treatment Second step of treating low boiling point fraction containing squalene by any one of (3) Squalane is obtained from the fat or oil comprising the third step of treating the product of the second step in addition to the rectification treatment and the hydrogenation treatment. How to purify.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は、スクワレンを含有する
油脂からスクワランを得る精製方法に関し、特に、熱分
解し易いグリセリドを含有する油脂からスクワレンを蒸
留、精留及び水素化処理を組合せてスクワランとして効
率よく得るためのスクワラン精製方法に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for purifying squalane from oils and fats containing squalene, and in particular, it is a combination of distillation, rectification and hydrogenation treatment of squalene from oils and fats containing glycerides which are easily decomposed by heat. The present invention relates to a squalane purification method for obtaining it efficiently.

【0002】[0002]

【従来の技術】近年、スクワランが皮膚の角層からの水
分喪失を防ぎ、皮膚を柔軟に且つ滑らかにする効果を有
するとして注目され、各種化粧品、例えば、各種クリー
ム、特に栄養及び薬用クリーム、乳液、化粧水、口紅、
ファンデーション、パウダー類等ほとんどすべての化粧
品に使用されている。また、高級石けんの過脂肪剤とし
て使用される他、薬剤を皮膚によく吸収させる目的で医
薬品軟膏、坐薬などにも使用されている。
2. Description of the Related Art In recent years, squalane has been attracting attention as having the effect of preventing water loss from the stratum corneum of the skin and making the skin soft and smooth, and various cosmetics such as various creams, especially nutritional and medicinal creams and emulsions. , Lotion, lipstick,
It is used in almost all cosmetics such as foundations and powders. Further, in addition to being used as a superfat agent for high-grade soap, it is also used in pharmaceutical ointments, suppositories, etc. for the purpose of absorbing the drug well into the skin.

【0003】スクワランは、6個の非共役二重結合を有
する炭素数30のイソプレノイド系不飽和炭化水素で高
沸点ではあるが蒸留により分解し易く、従来、サメの肝
油を原料として、ほぼ、次のような各工程を経て分離精
製されている。即ち、サメ肝油に、苛性ソーダを添加し
てケン化し、共存するグリセリド類をケン化物として除
去した後、減圧蒸留して不純物を残渣物として分離除去
し、留出物として得た粗スクワレンを水素化処理してス
クワランに転化した後、再び減圧蒸留して、同様に不純
物を残渣とし、精製スクワランを留出物として得てい
る。
[0003] Squalane is an isoprenoid unsaturated hydrocarbon having 6 non-conjugated double bonds and having 30 carbon atoms, which has a high boiling point but is easily decomposed by distillation. It has been separated and refined through each step. That is, shark liver oil was saponified by adding caustic soda to remove coexisting glycerides as a saponified product, and then distilled under reduced pressure to separate and remove impurities as a residue, and hydrogenate crude squalene obtained as a distillate. After processing and conversion to squalane, vacuum distillation was carried out again to obtain impurities as a residue and purified squalane as a distillate.

【0004】[0004]

【発明が解決しようとする課題】しかしながら、わが国
において、サメ肝油の殆どはフィリピン、インドネシ
ア、スペイン等海外からの輸入に頼り、その生産量及び
価格は需給のバランスと同時に、天然物特有の天候等の
自然環境にも左右される。更に、サメ肝油の生産地がい
わゆる発展途上国であり、生産をはじめそれらの出荷体
制等生産地の資金力や組織力の問題もあり、工業性及び
経済性の面で極めて不安定な環境下にあり、サメ肝油の
生産量と価格は、変動が著しい状況である。上記のよう
に、原料のサメ肝油の供給や価格が安定しない状況にあ
るため、スクワランの生産も、常に、不安定な状況にお
かれ、工業的に安定した原料の入手等が要望されつつあ
る。更に、サメ肝油中に含まれるプレスタンは皮膚に対
し刺激があり、その混入のおそれがあるサメ肝油からの
スクワランは好ましくないともいわれ、その点からも、
サメ肝油以外の、安全且つ安定的なスクワランの供給源
となる新たな原料の開発が望まれている。
However, in Japan, most of shark liver oil depends on imports from overseas such as the Philippines, Indonesia, and Spain, and its production volume and price balance supply and demand, as well as the weather peculiar to natural products. Also depends on the natural environment. Furthermore, shark liver oil is produced in a so-called developing country, and there are problems with the financial and organizational power of the production area such as production and their shipping system, making it extremely unstable in terms of industrial and economic conditions. The production amount and price of shark liver oil fluctuate significantly. As mentioned above, the supply and price of raw material shark liver oil is not stable, so squalane production is always in an unstable state, and it is demanded to obtain industrially stable raw materials. . Furthermore, prestan contained in shark liver oil is irritating to the skin, and squalane from shark liver oil, which may be mixed, is said to be unfavorable.
It is desired to develop new raw materials other than shark liver oil, which are a safe and stable source of squalane.

【0005】発明者らは、上記した産業上不安定なサメ
肝油入手の状況や、更に安全性の点等を鑑み、サメ肝油
以外のスクワラン源として、食用植物油等の通常の油脂
原料の精製工程の脱臭工程で少量ではあるがスクワレン
含有油脂類が副生し、しかも、従来、それらが利用され
ていないことに着目した。発明者らは、また、実際上、
サメ肝油には多い場合には90重量%以上のスクワレン
が含まれるのに対し、各種油脂類の精製工程で副生する
スクワレン含有物におけるスクワレン含有量はサメ肝油
に比し著しく少ないこと、更に、油脂精製工程からのグ
リセリド類の混入は避けられず数10重量%が含有され
ることを知見し、従来のさめ肝油からのスクワレン精製
処理とは全く異なる精製処理について鋭意検討した。即
ち、本発明は、新たなスクワラン供給源である油脂類精
製工程からの副生物等のスクワレン含有油脂類から効率
よくスクワランを精製する技術を確立し、スクワランの
精製分離方法の提供を目的とする。
In view of the above-mentioned industrially unstable availability of shark liver oil, safety, and the like, the inventors have used as a squalane source other than shark liver oil, a process for refining an ordinary fat and oil raw material such as edible vegetable oil. Attention was paid to the fact that a small amount of squalene-containing fats and oils were by-produced in the deodorizing step of 1. and they were not conventionally used. The inventors have also
When shark liver oil contains 90% by weight or more of squalene when it is large, the squalene content in the squalene-containing material by-produced in the refining process of various fats and oils is significantly lower than that of shark liver oil. It was found that mixing of glycerides from the oil and fat refining process is unavoidable, and tens of weight% is contained, and earnestly studied a refining treatment completely different from the conventional squalene refining treatment from same liver oil. That is, the present invention aims to provide a technique for efficiently purifying squalane from squalene-containing fats and oils such as by-products from the fats and oils refining step that is a new squalane supply source, and to provide a method for purifying and separating squalane. .

【0007】[0007]

【課題を解決するための手段】本発明によれば、蒸留処
理、精留処理及び水素化処理の3工程からなるスクワラ
ン精製であって、(1)第1工程でスクワレンを含有す
る油脂を単蒸留処理し、スクワレンを含む低沸点留分と
高沸点留分とに分離し、(2)第2工程が前記精留処理
及び水素化処理のいずれか一であって、前記スクワレン
を含む低沸点留分を処理し、(3)第3工程が前記精留
処理及び水素化処理の他であって、第2工程の生成物を
処理することを特徴とする油脂からのスクワラン精製方
法が提供される。
According to the present invention, there is provided a squalene refining process comprising three steps of distillation treatment, rectification treatment and hydrogenation treatment, wherein (1) a squalene-containing fat is used in the first step. Distillation is performed to separate a low boiling point fraction containing squalene and a high boiling point fraction, and (2) the second step is any one of the rectification treatment and the hydrogenation treatment, and the low boiling point fraction containing the squalene. A method for purifying squalane from fats and oils, characterized in that a distillate is treated, and (3) the third step is other than the rectification treatment and the hydrotreatment, and the product of the second step is treated. It

【0008】本発明のスクワラン精製方法において、上
記単蒸留処理が、減圧下で約350℃以下、1時間以下
で処理されることが好ましい。また、スクワレンを含有
する油脂として植物系油脂を用いるのが好ましく、特
に、コメヌカ油が好ましい。
In the squalane purification method of the present invention, it is preferable that the simple distillation treatment is performed under reduced pressure at about 350 ° C. or lower for 1 hour or less. Moreover, it is preferable to use a vegetable oil and fat as the oil and fat containing squalene, and especially rice bran oil is preferable.

【0009】[0009]

【作用】本発明は上記のように構成され、先ず、減圧、
低温及び短時間にて単蒸留処理により、油脂に含有する
大半のスクワレンを留出させることができ、また、分解
し易い不安定なグリセリドを残渣分として分離すること
ができる。最初の工程で不安定なグリセリドを分離する
ことができるため、その後は、スクワレンからスクワラ
ンへの水素化処理と、高濃度のスクワレンまたはスクワ
ランを得る精留処理とのいずれを先行させても、高濃縮
された精製スクワランを得ることができる。
The present invention is constructed as described above.
Most of the squalene contained in the fats and oils can be distilled off by simple distillation treatment at low temperature and for a short time, and unstable glycerides that are easily decomposed can be separated as a residue. Unstable glycerides can be separated in the first step, so that subsequent hydrotreating of squalene to squalene and rectification to obtain high concentrations of squalene or squalene are both highly efficient. A concentrated, purified squalane can be obtained.

【0010】以下、本発明について詳細に説明する。本
発明の方法で処理する油脂は、スクワレンを含有する油
脂であれば動物系、植物系のいずれでもよく、特に制限
されるものでない。通常、一般的油脂の精製工程で得ら
れる副生物の油脂類であって、スクワレンの含有量が約
1〜30重量%であるものが好適に用いられる。また、
油脂中に含有されるジグリセリド、トリグリセリド等の
グリセリド類の含有量にも特に制限されず、スクワレン
の含有量との兼ね合いにより工業的採算により選択すれ
ばよい。例えば、現在、コメヌカ油やオリーブ油等の油
脂の脱臭等の水蒸気蒸留精製工程で得られる副生成油を
用いることができる。これら副生成油には、通常、スク
ワレンが約1〜20重量%含まれ、グリセリド類は約数
十重量%含まれている。これらの副生成油を処理してス
クワランを得ることができる。
The present invention will be described in detail below. The oil and fat to be treated by the method of the present invention may be animal-based or vegetable-based as long as it is an oil and fat containing squalene, and is not particularly limited. Usually, by-products oils and fats obtained in a general oil and fat refining step and having a squalene content of about 1 to 30% by weight are preferably used. Also,
The content of glycerides such as diglyceride and triglyceride contained in fats and oils is not particularly limited, and may be selected by industrial profitability in consideration of the content of squalene. For example, at present, a by-product oil obtained in a steam distillation refining process such as deodorization of oils and fats such as rice bran oil and olive oil can be used. These by-produced oils usually contain about 1 to 20% by weight of squalene and about several tens% by weight of glycerides. Squalane can be obtained by processing these by-product oils.

【0011】本発明の第1工程は、上記スクワレン及び
グリセリドを含有する油脂を減圧下で単蒸留する。即
ち、還流することなく、減圧状態で単に加熱し、所定の
温度で留出した留分を採取すればよい。本発明におい
て、油脂中の各成分を濃縮分離するため、直接、精留処
理を行わないのは、油脂中に含有されるグリセリド類が
高沸点で熱的に非常に不安定であるためグリセリドの分
解が起こり、精留ができずスクワレンを濃縮分離するこ
とが困難なためである。本発明の単蒸留の温度、圧力等
条件は、油脂の種類、その組成比率等により適宜選択す
ることができる。通常、減圧下、例えば、約1〜5mm
Hgで、約350℃以下で、約1時間以下で行うのが好
ましい。本発明の第1工程の単蒸留では、グリセリド類
等の高沸点留分から分離されスクワレンが濃縮されて含
有する低沸点留分として、スクワレンを、通常約10〜
40重量%、好ましくは25〜40重量%含有するよう
に、蒸留カット温度を選択する。本発明において、減圧
下で単蒸留するのは常圧下蒸留ではスクワレンを含む留
分を留出してグリセリドと分離するために、高温を必要
としグリセリド類の分解が起こり、分離不能となるため
である。また、1時間を超えて単蒸留した場合は、グリ
セリドの分解量が多くなり好ましくない。
In the first step of the present invention, the oil and fat containing squalene and glyceride is subjected to simple distillation under reduced pressure. That is, it is only necessary to heat under reduced pressure without reflux and collect the fraction distilled at a predetermined temperature. In the present invention, in order to concentrate and separate each component in fats and oils, direct rectification is not performed because glycerides contained in fats and oils have high boiling points and are very unstable thermally, This is because decomposition occurs, rectification cannot be performed, and it is difficult to concentrate and separate squalene. Conditions such as temperature and pressure for simple distillation of the present invention can be appropriately selected depending on the type of fats and oils, composition ratio thereof, and the like. Usually under reduced pressure, for example, about 1-5 mm
It is preferably carried out at a Hg of less than about 350 ° C. and less than about 1 hour. In the simple distillation of the first step of the present invention, squalene is usually used as a low-boiling fraction separated from high-boiling fractions such as glycerides and concentrated to contain squalene.
The distillation cut temperature is selected so as to contain 40% by weight, preferably 25 to 40% by weight. In the present invention, simple distillation under reduced pressure is because distillation under normal pressure distills a squalene-containing fraction to separate it from glyceride, which requires a high temperature and causes decomposition of glycerides, which makes separation impossible. . In addition, simple distillation over 1 hour is not preferable because the amount of glyceride decomposed increases.

【0012】本発明の第2工程及び第3工程は、上記の
第1工程で留出した留分を、精留処理及び水素化処理の
いずれかを先行させて順次処理する。即ち、単蒸留−水
素化−精留の3工程、または、単蒸留−精留−水素化の
3工程のいずれかを選択することができる。好ましく
は、水素化処理に先立ち精留処理をするのがよい。水素
化を先行させる場合は、スクワレン以外に含有される不
飽和脂肪酸等が水素化されるため、水素消費量が増大す
るためである。しかし、精留処理に先行させて水素化処
理を行っても、水素消費量が著しく増加しない場合や、
処理する油脂の組成含有物の比率、各種環境等の条件に
より適宜選択することができる。
[0012] In the second step and the third step of the present invention, the fraction distilled in the above-mentioned first step is sequentially treated by either rectifying treatment or hydrotreating. That is, it is possible to select either the single distillation-hydrogenation-rectification three steps or the single distillation-rectification-hydrogenation three steps. Preferably, the rectification treatment is carried out prior to the hydrotreatment. This is because when the hydrogenation is preceded, the unsaturated fatty acid and the like contained other than squalene are hydrogenated, and the hydrogen consumption increases. However, even if hydrogenation is performed prior to rectification, the hydrogen consumption does not increase significantly,
It can be appropriately selected depending on the ratio of the composition content of fats and oils to be treated and conditions such as various environments.

【0013】本発明の水素化処理は、公知の水素化処理
と同様に行うことができる。例えば、アルミナ、シリ
カ、アルミナ・シリカ等の各種担体に、ニッケル、コバ
ルト等の水素化金属を担持させた公知の各種水素化触媒
の存在下で、水素圧1〜200kg/cm2 G、温度5
0〜300℃で行うことができる。
The hydrotreatment of the present invention can be carried out in the same manner as the known hydrotreatment. For example, in the presence of various known hydrogenation catalysts in which various carriers such as alumina, silica, alumina-silica and the like are loaded with a hydride metal such as nickel and cobalt, hydrogen pressure is 1 to 200 kg / cm 2 G and temperature is 5
It can be performed at 0 to 300 ° C.

【0014】本発明の精留は、通常よく知られている精
留塔、例えば、棚段塔、充填塔を用いて行うことができ
る。精留の温度、圧力、還流比、段数等の条件は、第1
工程で留出した留分の組成分、または、その留分を水素
化した後の組成分によって適宜選択することができる。
通常、1〜5mmHgの減圧下、温度200〜350℃
で、還流比1〜20で行うことができる。
The rectification of the present invention can be carried out using a well-known rectification column such as a plate column and a packed column. Conditions such as rectification temperature, pressure, reflux ratio, number of plates, etc.
It can be appropriately selected depending on the composition of the fraction distilled in the step or the composition after hydrogenating the fraction.
Usually, under reduced pressure of 1-5 mmHg, temperature 200-350 ℃
And a reflux ratio of 1-20.

【0015】本発明は、上記のようにスクワレンを含有
する各種油脂を、蒸留処理、精留処理及び水素化処理と
いう簡便な単位操作を組合せることにより、低含有量の
スクワレンを60重量%以上の高濃度に精製することが
できる。
According to the present invention, various fats and oils containing squalene as described above are combined in a simple unit operation such as a distillation treatment, a rectification treatment and a hydrogenation treatment to obtain a squalene having a low content of 60% by weight or more. Can be purified to a high concentration.

【0016】[0016]

【実施例】本発明について実施例に基づき、更に詳細に
説明する。但し、本発明は、下記の実施例に制限される
ものでない。 実施例1 コメヌカ油の水蒸気蒸留の精製工程から得られた副生成
油で、スクワレン19.5重量%、炭化水素類15.4
重量%、グリセリド類32.4重量%、脂肪酸27.3
重量%、その他5.4重量%をそれぞれ含有する油脂を
スクワラン原料として用いた。上記原料油脂1018g
を、2リットル容量の単蒸留塔に仕込み、圧力5mmH
gで蒸留し塔頂温度281℃で留出をカットして留分を
得た。得られた留出油は680gであった。留出油中の
スクワレン濃度は28.9重量%であった。
EXAMPLES The present invention will be described in more detail based on examples. However, the present invention is not limited to the following examples. Example 1 By-product oil obtained from the purification step of steam distillation of rice bran oil, 19.5% by weight of squalene, 15.4 hydrocarbons
% By weight, glycerides 32.4% by weight, fatty acid 27.3
Oils and fats containing respectively wt% and 5.4 wt% were used as squalane raw materials. The above-mentioned raw material oil and fat 1018g
Was charged into a single distillation column with a capacity of 2 liters and the pressure was 5 mmH.
Distillation was carried out at g and distillation was cut at a column top temperature of 281 ° C. to obtain a fraction. The obtained distillate oil was 680 g. The squalene concentration in the distillate oil was 28.9% by weight.

【0017】上記蒸留で得られた留出油約250gを、
5mmのマクマホンパッキングが充填された内径30m
m、高さ300mmの精留塔で、圧力5mmHg、還流
比1で精留処理した。その結果、スクワレン濃度70.
5重量%の精留留分を約81g得た。上記精留で得られ
たスクワレン濃縮留分液約50gをオートクレーブに仕
込み、ニッケル(Ni)担持の珪藻土触媒2gを添加し
て、温度300℃、水素圧力100kg/cm2 Gで、
約2時間反応させた。その結果、スクワラン濃度69.
3重量%の油分が得られた。
About 250 g of the distillate oil obtained by the above-mentioned distillation,
30m inner diameter filled with 5mm McMahon packing
A rectification column having a pressure of 5 mmHg and a reflux ratio of 1 was used for rectification in a rectification column having a height of m and a height of 300 mm. As a result, a squalene concentration of 70.
About 81 g of a 5% by weight rectification fraction was obtained. About 50 g of the squalene-enriched distillate obtained by the above rectification was charged into an autoclave, 2 g of a diatomaceous earth catalyst supporting nickel (Ni) was added, and the temperature was 300 ° C. and the hydrogen pressure was 100 kg / cm 2 G.
The reaction was performed for about 2 hours. As a result, the squalane concentration was 69.
An oil content of 3% by weight was obtained.

【0018】実施例2 実施例1で蒸留して得られたスクワレン濃度は28.9
重量%の留出油約100gを、オートクレーブに仕込
み、Ni担持の珪藻土触媒約5gを添加して、温度25
0℃、水素圧力150kg/cm2 Gで、約1.5時間
反応させた。上記で得られた水素化生成油約70gを3
mmのディクソンパッキングが充填された内径30m
m、高さ500mmの精留塔で圧力3mmHg、還流比
5で精製処理した。その結果、スクワラン濃度75.6
重量%の油分が約15g得られた。
Example 2 The concentration of squalene obtained by distillation in Example 1 was 28.9.
About 100 g of distillate oil of weight% was charged into an autoclave, about 5 g of Ni-supported diatomaceous earth catalyst was added, and the temperature was adjusted to 25
The reaction was carried out at 0 ° C. and hydrogen pressure of 150 kg / cm 2 G for about 1.5 hours. About 70 g of the hydrogenated product oil obtained above was mixed with 3
30m inner diameter filled with mm Dickson packing
Purification was performed in a rectification column having a height of m and a height of 500 mm at a pressure of 3 mmHg and a reflux ratio of 5. As a result, the squalane concentration was 75.6.
About 15 g of oil by weight was obtained.

【0019】比較例1 実施例1で用いた副生成油を、蒸留することなくそのま
ま、実施例1と同様に精留塔で精留した。その結果、分
解ガスの発生により圧力及び塔頂温度がみだれ精留でき
なかった。
Comparative Example 1 The by-product oil used in Example 1 was rectified in the rectification column in the same manner as in Example 1 without being distilled. As a result, the pressure and the temperature at the top of the column could not be rectified due to the generation of decomposition gas.

【0020】上記実施例及び比較例から、スクワレンが
低含有量の油脂のスクワレンを濃縮するためには、単な
る精留では濃縮分離できず、先ず単蒸留で高沸点留分と
を分離して処理することにより、次いで、精留処理及び
水素化処理するこによりスクワランを濃縮精製して得ら
れることが明らかである。
From the above Examples and Comparative Examples, in order to concentrate squalene, which is an oil and fat having a low content of squalene, it cannot be concentrated and separated by simple rectification, but first, it is treated by separating it from a high boiling fraction by simple distillation. Then, it is apparent that the squalene is obtained by concentrating and purifying the squalane by rectification treatment and hydrogenation treatment.

【0021】[0021]

【発明の効果】本発明は、油脂中の低含有量スクワレン
を効率的にスクワランとして濃縮精製することができ、
スクワラン源として各種油脂の適用が容易となる。ま
た、従来、サメ肝油に依存し、価格及び生産量が不安定
で、工業上不安定要因が大とされたスクワラン生産を安
定化することができ、本発明は工業上有用である。
INDUSTRIAL APPLICABILITY The present invention can efficiently concentrate and purify low-content squalene in fats and oils as squalane.
Various oils and fats can be easily applied as a squalane source. In addition, it is possible to stabilize squalane production, which has hitherto been dependent on shark liver oil, which is unstable in price and production amount, and which has caused a large industrial instability factor, and the present invention is industrially useful.

───────────────────────────────────────────────────── フロントページの続き (72)発明者 山口 栄一 神奈川県横浜市磯子区森6−27−9 (72)発明者 志村 光則 神奈川県横浜市神奈川区守屋町3丁目13番 地 千代田化工建設株式会社千代田リサー チパーク内 (72)発明者 石井 国友 神奈川県横浜市神奈川区守屋町3丁目13番 地 千代田化工建設株式会社千代田リサー チパーク内 (72)発明者 大田 正男 神奈川県横浜市神奈川区守屋町3丁目13番 地 千代田化工建設株式会社千代田リサー チパーク内 (72)発明者 白戸 義美 神奈川県横浜市神奈川区守屋町3丁目13番 地 千代田化工建設株式会社千代田リサー チパーク内 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Eiichi Yamaguchi 6-27-9 Mori, Isogo-ku, Yokohama-shi, Kanagawa Prefecture (72) Mitsunori Shimura 3-13 Moriya-cho, Kanagawa-ku, Yokohama-shi Chiyoda Corporation Company Chiyoda Research Park (72) Inventor Kunitomo Ishii, 13-13 Moriya-cho, Kanagawa-ku, Yokohama, Kanagawa Prefecture Chiyoda Chemical Co., Ltd. Inside Chiyoda Research Park (72) Masao Ota, 3 Moriya-cho, Kanagawa-ku, Yokohama 13th Street, Chiyoda Chemical Construction Co., Ltd. Chiyoda Research Park Co., Ltd. (72) Inventor Yoshimi Shirato 3-13 Moriyacho, Kanagawa-ku, Kanagawa Prefecture Chiyoda Chemical Construction Co., Ltd.

Claims (4)

【特許請求の範囲】[Claims] 【請求項1】 蒸留処理、精留処理及び水素化処理の3
工程からなるスクワラン精製であって、(1)第1工程
でスクワレンを含有する油脂を単蒸留処理し、スクワレ
ンを含む低沸点留分と高沸点留分とに分離し、(2)第
2工程が前記精留処理及び水素化処理のいずれか一であ
って、前記スクワレンを含む低沸点留分を処理し、
(3)第3工程が前記精留処理及び水素化処理の他であ
って、第2工程の生成物を処理することを特徴とする油
脂からのスクワラン精製方法。
1. A distillation treatment, a rectification treatment and a hydrogenation treatment.
Squalane refining consisting of the steps of (1) subjecting squalene-containing fats and oils to simple distillation in the first step to separate into low-boiling fractions containing squalene and high-boiling fractions; (2) second step Is any one of the rectification treatment and hydrotreatment, to treat the low boiling point fraction containing the squalene,
(3) A method for purifying squalane from fats and oils, characterized in that the product of the second step is treated in addition to the rectification treatment and the hydrogenation treatment in the third step.
【請求項2】 前記単蒸留が、減圧下で約350℃以下
で、1時間以下で処理される請求項1記載の油脂からの
スクワラン精製方法。
2. The method for purifying squalane from oil or fat according to claim 1, wherein the simple distillation is performed under reduced pressure at about 350 ° C. or less for 1 hour or less.
【請求項3】 前記スクワレンを含有する油脂が植物系
油脂である請求項1または2記載の油脂からのスクワラ
ン精製方法。
3. The method for purifying squalane from oil or fat according to claim 1, wherein the oil or fat containing squalene is a vegetable oil or fat.
【請求項4】 前記植物油脂がコメヌカ油である請求項
1〜3のいずれか記載の油脂からのスクワラン精製方
法。
4. The method for purifying squalane from oil or fat according to claim 1, wherein the vegetable oil or fat is rice bran oil.
JP13101494A 1994-05-20 1994-05-20 Method for purifying squalane from fats and oils Expired - Lifetime JP3484227B2 (en)

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Application Number Priority Date Filing Date Title
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JPH07309785A true JPH07309785A (en) 1995-11-28
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6165481A (en) * 1997-12-25 2000-12-26 Nippon Petrochemicals Company, Inc. Highly pure squalane, raw material for pharmaceuticals and cosmetics prepared by using the same and method for producing the same
JP2013530941A (en) * 2010-05-12 2013-08-01 ノバルティス アーゲー Improved method for preparing squalene

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6165481A (en) * 1997-12-25 2000-12-26 Nippon Petrochemicals Company, Inc. Highly pure squalane, raw material for pharmaceuticals and cosmetics prepared by using the same and method for producing the same
JP2013530941A (en) * 2010-05-12 2013-08-01 ノバルティス アーゲー Improved method for preparing squalene
US9199897B2 (en) 2010-05-12 2015-12-01 Novartis Ag Methods for preparing squalene
US9545440B2 (en) 2010-05-12 2017-01-17 Novartis Ag Methods for preparing squalene
US9867877B2 (en) 2010-05-12 2018-01-16 Novartis Ag Methods for preparing squalene
US10517947B2 (en) 2010-05-12 2019-12-31 Novartis Ag Methods for preparing squalene
US11077186B2 (en) 2010-05-12 2021-08-03 Novartis Ag Methods for preparing squalene

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