JPS6233277B2 - - Google Patents
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- Publication number
- JPS6233277B2 JPS6233277B2 JP13255679A JP13255679A JPS6233277B2 JP S6233277 B2 JPS6233277 B2 JP S6233277B2 JP 13255679 A JP13255679 A JP 13255679A JP 13255679 A JP13255679 A JP 13255679A JP S6233277 B2 JPS6233277 B2 JP S6233277B2
- Authority
- JP
- Japan
- Prior art keywords
- oil
- color tone
- hydrogenation
- oils
- catalyst
- 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
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Description
【発明の詳細な説明】
本発明は油脂の水素添加方法に関するものであ
る。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for hydrogenating fats and oils.
更に詳しくは、本発明は油脂を水素添加して色
調の良いかつトランス体高含量油脂を製造する方
法に関するものである。 More specifically, the present invention relates to a method of hydrogenating fats and oils to produce fats and oils with good color tone and high content of trans isomers.
従来からトランス体高含量油脂を製造する方法
としてイオウ被毒ニツケル触媒を用いて油脂を水
素添加する方法が用いられてきた。更には被毒さ
れていない還元ニツケル触媒を用いてメチオニン
等の含硫アミノ酸を添加し、被毒しつつ水素添加
する方法があるが、この方法ではアミノ酸特有の
いやな臭いが水素添加中に発生し、作業環境上好
ましくない。 Conventionally, a method of hydrogenating fats and oils using a sulfur-poisoned nickel catalyst has been used as a method for producing fats and oils with a high content of trans isomers. Furthermore, there is a method in which sulfur-containing amino acids such as methionine are added using a reduced nickel catalyst that is not poisoned, and hydrogenation is performed while being poisoned, but this method produces an unpleasant odor characteristic of amino acids during hydrogenation. However, it is not favorable for the working environment.
また硬化油の色調の改善がほとんどなされない
欠点があつた。 Another drawback was that the color tone of the hardened oil was hardly improved.
本発明の目的は、作業環境上好ましくない添加
物を使用せず、油脂を水素添加し非常に簡単な操
作で水添油の色調及び風味の良好なかつ油脂の異
性化度を任意にばらつき少なくコントロール出き
る異性化水添方法、すなわち、油脂を水素添加し
て色調の良いかつトランス高含量硬化油脂を製造
する方法を提供することにある。 The purpose of the present invention is to hydrogenate fats and oils without using additives that are undesirable in terms of the working environment, to produce hydrogenated oils with good color tone and flavor, and to control the degree of isomerization of fats and oils arbitrarily with little variation through very simple operations. The object of the present invention is to provide an isomerization-hydrogenation method that can hydrogenate fats and oils to produce hydrogenated fats and oils with good color tone and high trans content.
すなわち本発明は、ヨウ素価50〜150の油脂
を、通常の水素添加触媒及び該油脂に対し50〜
1000ppmのメタ重亜硫酸ナトリウムまたはメタ
重亜硫酸カリウムの存在下に温度160〜220℃で水
素添加することを特徴とする色調の良いかつトラ
ンス高含量油脂の製造方法である。 That is, the present invention uses an oil with an iodine value of 50 to 150 to a normal hydrogenation catalyst and the oil with an iodine value of 50 to 150.
This is a method for producing fats and oils with good color and high trans content, which is characterized by hydrogenation at a temperature of 160 to 220°C in the presence of 1000 ppm of sodium metabisulfite or potassium metabisulfite.
本発明の原料油脂としては、例えば天然(動)
植物油脂又はその混合油および水素添加、分別、
エステル交換、アシツドリシス、アルコリシス、
ウインタリング等の処理を施こされた加工油脂が
挙げられる。又、原料油脂は結合脂肪酸として不
飽和脂肪酸を含んでいることが当然必要であり、
そのヨウ素価は50〜150程度のものが好ましい。 The raw material fats and oils of the present invention include, for example, natural (animated)
Vegetable oil or mixed oil and hydrogenation, fractionation,
transesterification, acidolysis, alcoholysis,
Examples include processed oils and fats that have been subjected to treatments such as wintering. In addition, it is naturally necessary that the raw material fats and oils contain unsaturated fatty acids as bound fatty acids.
The iodine value is preferably about 50 to 150.
本発明に使用されるメタ重亜硫酸ナトリウムま
たはメタ重亜硫酸カリウムは原料油脂に対して通
常50〜1000ppmの範囲内であり、触媒添加量、
水素添加条件、製品に望まれる異性化度によつて
上記範囲内で適宜変えられるが好ましくは60〜
500ppmの範囲が望ましい。 The amount of sodium metabisulfite or potassium metabisulfite used in the present invention is usually within the range of 50 to 1000 ppm based on the raw material oil, and the amount of catalyst added is
It can be changed as appropriate within the above range depending on the hydrogenation conditions and the degree of isomerization desired for the product, but preferably 60~
A range of 500ppm is desirable.
本発明の水素添加は例えばニツケル触媒、銅―
ニツケル触媒、銅クロムマンガン触媒等の公知の
水素添加触媒を使用し温度160〜220℃で水素を常
圧下又は加圧下に原料油脂と接触せしめて行う事
が出来る。 The hydrogenation of the present invention can be carried out using, for example, a nickel catalyst, copper-
It can be carried out by using a known hydrogenation catalyst such as a nickel catalyst or a copper chromium manganese catalyst and bringing hydrogen into contact with the raw material oil or fat at a temperature of 160 to 220°C under normal pressure or under pressure.
本発明の方法によれば原料の種類、触媒の種
類、触媒の添加量、水素添加条件が一定であれ
ば、メタ重亜硫酸ナトリウム又はメタ重亜硫酸カ
リウムを定量的にコントロールすることが出来、
特定のトランス体含量の水素添加油脂を得ようと
する場合、非常に簡単な操作でばらつき少なく目
的物を製造することが出きかつ非常に色調が良好
なものが得られるという効果を有している。 According to the method of the present invention, if the type of raw material, type of catalyst, amount of catalyst added, and hydrogenation conditions are constant, sodium metabisulfite or potassium metabisulfite can be quantitatively controlled.
When trying to obtain hydrogenated fats and oils with a specific trans-isomer content, it is possible to produce the desired product with very simple operations with little variation, and it has the effect of obtaining a product with a very good color tone. There is.
又、本発明において添加使用されるメタ重亜硫
酸カリウムは食品添加物であり、一方メタ重亜硫
酸ナトリウム自体は、食品添加物である亜硫酸水
素ナトリウムの規定により93%以上のメタ重亜硫
酸ナトリウムを含む混合物である。 Further, the potassium metabisulfite used in the present invention is a food additive, and the sodium metabisulfite itself is a mixture containing 93% or more of sodium metabisulfite according to the regulations for sodium bisulfite, which is a food additive. It is.
本発明の方法によつて得られた水素添加油脂
は、色調が非常に良好でありその後の脱色工程の
白土量が少なくすむ、また、トランス体高含量油
脂であるため口溶けが良く、そのまま例えばカカ
オ代用脂、ヤシ代用脂等の用途に供され、又、更
にこの水素添加油脂は溶剤分別等の分別処理或い
はエステル交換等の処理を施こして上記の如き用
途の外、様々の用途に供される。 The hydrogenated oil and fat obtained by the method of the present invention has a very good color tone, and the amount of clay required in the subsequent decolorization step is small, and since it is an oil and fat with a high content of trans-isomer, it melts well in the mouth, and can be used as it is, for example, as a cacao substitute. It is used for uses such as oil and coconut substitute fat, and this hydrogenated oil and fat is further subjected to fractionation treatment such as solvent separation or treatment such as transesterification, and is used for various purposes in addition to the above-mentioned uses. .
本発明の実施例を示すが、本発明はこれらの実
施例に限定されるものでは無い。 Examples of the present invention will be shown, but the present invention is not limited to these examples.
実施例 1
パーム軟部油(ヨウ素価56.6)900g(色調
2.3/24ロビボンド2″セル)市販ニツケル触媒
(ニツケル含有量23%)2.7g、メタ重亜硫酸ナト
リウム200mgを1.5のオートクレーブ中に入れ温
度210℃水素圧力3Kg/cm2(ゲージ圧力)、撹拌速
度800rpmで水素添加を行なつた。Example 1 Palm soft part oil (iodine value 56.6) 900g (color tone
2.3/24 Lovibond 2″ Cell) 2.7 g of commercially available nickel catalyst (nickel content 23%) and 200 mg of sodium metabisulfite were placed in a 1.5 autoclave at a temperature of 210°C, hydrogen pressure of 3 Kg/cm 2 (gauge pressure), and stirring speed of 800 rpm. Hydrogenation was carried out at
得られた水素添加油脂は、ヨウ素価48.0トラン
ス体(全グリセライドに対するトリエライジンの
含量を言う、以下同じ)30.0%であり、触媒過
油の色調は0.5/4.0(ロビボンド2″セル)であつ
た。 The obtained hydrogenated oil had an iodine value of 48.0 and trans isomer (referring to the content of trielaidine relative to the total glyceride, the same applies hereinafter) of 30.0%, and the color tone of the catalyst-permeable oil was 0.5/4.0 (Lovibond 2″ cell). .
実施例 2
米白絞油(ヨウ素価104.0)900g(色調1.1/
1.3ロビボンド2″セル)、市販ニツケル触媒2.7g
メタ重亜硫酸ナトリウム90mgを1.5のオートク
レーブに入れ温度210℃、水素圧力3Kg/cm2(ゲ
ージ圧)、撹拌速度800rpmで水素添加を行なつ
た。Example 2 Rice white squeezed oil (iodine value 104.0) 900g (color tone 1.1/
1.3 Lovibond 2″ cell), commercially available nickel catalyst 2.7g
90 mg of sodium metabisulfite was placed in a 1.5 autoclave, and hydrogenation was carried out at a temperature of 210° C., a hydrogen pressure of 3 Kg/cm 2 (gauge pressure), and a stirring speed of 800 rpm.
得られた水素添加油脂は、ヨウ素価72.3トラン
ス体57.8%触媒過油の色調は0.3/3.0(ロビボ
ンド2″セル)であつた。 The obtained hydrogenated oil had an iodine value of 72.3, a trans isomer of 57.8%, and a color tone of 0.3/3.0 (Lovibond 2″ cell).
実施例 3
なたね油(ヨウ素価117.0)900g(色調0.5/
4.7ロビボンド51/4″セル)市販ニツケル触媒2.7
g、メタ重亜硫酸カリウム250mgを1.5のオート
クレーブに入れ、温度210℃水素圧力3Kg/cm2
(ゲージ圧)撹拌速度800rpmで水素添加を行なつ
た。Example 3 Rapeseed oil (iodine value 117.0) 900g (color tone 0.5/
4.7 Lovibond 5 1/4″ cell) Commercially available nickel catalyst 2.7
Put 250 mg of potassium metabisulfite into a 1.5 autoclave at a temperature of 210℃ and a hydrogen pressure of 3Kg/cm 2
(Gauge pressure) Hydrogenation was performed at a stirring speed of 800 rpm.
得られた水素添加油脂はヨウ素価81.5、トラン
ス体65.4%触媒過油の色調0.3/2.0(ロビボン
ド51/4″セル)であつた。 The obtained hydrogenated oil had an iodine value of 81.5 and a color tone of 0.3/2.0 (Lovibond 51/4'' cell) of 65.4% trans-catalyzed oil.
実施例 4
パーム蒸留脂肪酸(ヨウ素価52.5)900g(色
調2.0/25.0ロビボンド1″セル)、市販ニツケル触
媒2.7g、メタ重亜硫酸ナトリウム200ppmを1.5
オートクレーブに入れ温度180℃、水素圧力3
Kg/cm2(ゲージ圧)撹拌速度800rpmで水素添加
を行なつた。得られた水添脂肪酸はヨウ素価45.0
トランス体29.0であり、触媒過油の色調は
1.4/8.2(ロビボンド1″セル)であつた。Example 4 Palm distilled fatty acid (iodine value 52.5) 900 g (color tone 2.0/25.0 Lovibond 1″ cell), commercially available nickel catalyst 2.7 g, sodium metabisulfite 200 ppm at 1.5
Place in an autoclave at a temperature of 180℃ and hydrogen pressure of 3.
Hydrogenation was carried out at Kg/cm 2 (gauge pressure) and stirring speed of 800 rpm. The obtained hydrogenated fatty acid has an iodine value of 45.0
The trans form is 29.0, and the color tone of the catalyst oil is
It was 1.4/8.2 (Lovibond 1″ cell).
比較例 1
メタ重亜硫酸ナトリウムを添加せずそれ以外は
実施例1と全く同様に水素添加を行つたところヨ
ウ素価47.0トランス体12.5%、触媒過油の色調
は1.3/10.0(ロビボンド2″セル)であつた。Comparative Example 1 Hydrogenation was carried out in exactly the same manner as in Example 1 without adding sodium metabisulfite, and the iodine value was 47.0, the trans form was 12.5%, and the color tone of the catalyst oil was 1.3/10.0 (Lovibond 2″ cell). It was hot.
比較例 2
メタ重亜硫酸ナトリウム200mgの代わりにメチ
オニン200mgを使用する以外は実施例1と全く同
様に水素添加を行つたところ、ヨウ素価49.0トラ
ンス体28.0%、触媒過油の色調1.0/8.5(ロビ
ボンド2″セル)であつた。Comparative Example 2 Hydrogenation was carried out in exactly the same manner as in Example 1 except that 200 mg of methionine was used instead of 200 mg of sodium metabisulfite. The iodine value was 49.0%, the trans isomer was 28.0%, and the color tone of the catalyst oil was 1.0/8.5 (Lovibond). 2″ cell).
比較例 3
メタ重亜硫酸ナトリウム90mgと市販ニツケル触
媒2.7gの代わりにイオウ被毒ニツケル触媒(イ
オウ含量4%)2.7gを使用する以外は、実施例
2と全く同様の水素添加を行なつたところヨウ素
価71.8トランス体58.3%触媒過油の色調0.8/
7.0(ロビボンド2″セル)であつた。Comparative Example 3 Hydrogenation was carried out in exactly the same manner as in Example 2, except that 2.7 g of sulfur-poisoned nickel catalyst (sulfur content 4%) was used instead of 90 mg of sodium metabisulfite and 2.7 g of commercially available nickel catalyst. Iodine value 71.8 Trans isomer 58.3% Catalyst oil color tone 0.8/
It was 7.0 (Lovibond 2″ cell).
比較例 4
メタ重亜硫酸カリウムを全く添加せず実施例3
と全く同様に水素添加を行なつたところ、ヨウ素
価75.0トランス体49.3%触媒過油の色調0.4/
3.9(ロビボンド51/4″セル)であつた。Comparative Example 4 Example 3 without adding potassium metabisulfite at all
When hydrogenation was carried out in exactly the same manner as above, the color tone of the iodine number 75.0, trans isomer 49.3% catalyst oil, 0.4/
It was 3.9 (Lovibond 51/4″ cell).
Claims (1)
トリウム又はメタ重亜硫酸カリウム50〜
1000ppmを、通常の水素添加触媒と共に添加し
て温度160〜220℃で水素添加を行なうことを特徴
とする色調の改善されたトランス体高含量硬化油
脂の製造法。1. Sodium metabisulfite or potassium metabisulfite 50 to 150 to fats and oils with an iodine value of 50 to 150.
1. A method for producing a hydrogenated fat and oil having a high trans-isomer content with improved color tone, which comprises adding 1,000 ppm together with a conventional hydrogenation catalyst and carrying out hydrogenation at a temperature of 160 to 220°C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13255679A JPS5655496A (en) | 1979-10-15 | 1979-10-15 | Manufacture of color tone improved trans body high quantity fat |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13255679A JPS5655496A (en) | 1979-10-15 | 1979-10-15 | Manufacture of color tone improved trans body high quantity fat |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5655496A JPS5655496A (en) | 1981-05-16 |
| JPS6233277B2 true JPS6233277B2 (en) | 1987-07-20 |
Family
ID=15084043
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13255679A Granted JPS5655496A (en) | 1979-10-15 | 1979-10-15 | Manufacture of color tone improved trans body high quantity fat |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5655496A (en) |
-
1979
- 1979-10-15 JP JP13255679A patent/JPS5655496A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5655496A (en) | 1981-05-16 |
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