JPS6120275B2 - - Google Patents

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Publication number
JPS6120275B2
JPS6120275B2 JP53001561A JP156178A JPS6120275B2 JP S6120275 B2 JPS6120275 B2 JP S6120275B2 JP 53001561 A JP53001561 A JP 53001561A JP 156178 A JP156178 A JP 156178A JP S6120275 B2 JPS6120275 B2 JP S6120275B2
Authority
JP
Japan
Prior art keywords
oils
fats
alkaline
soap
lipase
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
Application number
JP53001561A
Other languages
Japanese (ja)
Other versions
JPS5495607A (en
Inventor
Sumitaka Kokusho
Haruo Machida
Shinjiro Iwasaki
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.)
Meito Sangyo KK
Original Assignee
Meito Sangyo 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 Meito Sangyo KK filed Critical Meito Sangyo KK
Priority to JP156178A priority Critical patent/JPS5495607A/en
Publication of JPS5495607A publication Critical patent/JPS5495607A/en
Publication of JPS6120275B2 publication Critical patent/JPS6120275B2/ja
Granted legal-status Critical Current

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Description

【発明の詳細な説明】 本発明はアルカリ性リパーゼを用いて油脂を分
解し金属石ケンを製造する方法に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing metal soap by decomposing fats and oils using alkaline lipase.

リパーゼを用いて油脂を分解してグリセリンと
脂肪酸を得る方法は古くから知られているが、近
年、アルカリ性に作用最適PHを示すようなアルカ
リ性リパーゼが見出され、ナトリウムやカリウム
の水酸化物、燐酸塩、炭酸塩、珪酸塩などを用い
てアルカリ性にした水とアリカリ性リパーゼと油
脂とを混合して油脂を分解することが試みられて
いる。しかし、これらの化合物を用いてアルカリ
性にしてアルカリ性リパーゼで油脂分解を行なう
と、分解速度は非常に遅く、従つて分理率も高く
ならない。
The method of using lipase to decompose fats and oils to obtain glycerin and fatty acids has been known for a long time, but in recent years, alkaline lipases have been discovered that act on alkalinity and exhibit an optimal pH, and have been used to decompose sodium and potassium hydroxides, Attempts have been made to decompose fats and oils by mixing water made alkaline using phosphates, carbonates, silicates, etc., alkaline lipase, and fats and oils. However, when these compounds are used to make the oil alkaline and decompose fats and oils using alkaline lipase, the decomposition rate is very slow and the separation rate is therefore not high.

そこで本発明者等は、NaOHやKOHの代りに
水に難溶の2価以上の金属の水酸化物を添加し
て、アルカリ性リパーゼで油脂分解を行なつたと
ころ、分解速度は著しく早く、ほぼ完全に分解
し、分解された脂肪酸の殆んどすべてが添加せる
金属塩と結合して金属石ケンになることを見出し
た。このように水に殆んど溶けない2価以上の金
属の水酸化物の存在下で水と油脂とアルカリ性リ
パーゼを混合して油脂分解を行ない金属石ケンを
製造することは今迄に全く試みられておらず、こ
のような金属の水酸化物の存在下でアルカリ性リ
パーゼで油脂分解を行なうと、分解速度が著しく
早く、ほぼ完全に金属石ケンとグリセリンになる
ことは全く新しい発見である。
Therefore, the present inventors added hydroxides of divalent or higher valent metals that are poorly soluble in water instead of NaOH or KOH and decomposed fats and oils using alkaline lipase. It was found that almost all of the decomposed fatty acids were completely decomposed and combined with the metal salts added to form metal soap. Thus far, no attempt has been made to produce metal soap by mixing water, fats and oils, and alkaline lipase to decompose fats and oils in the presence of hydroxides of divalent or higher metals that are almost insoluble in water. It is a completely new discovery that when fats and oils are decomposed using alkaline lipase in the presence of such metal hydroxides, the decomposition rate is extremely fast and almost all of the oils and fats are converted into metal soap and glycerin.

本発明はこれらの見知に基いて完成されたもの
であつて、本発明は油脂を、油脂より生成する脂
肪酸に対し100〜200%(当量比)の2価以上の金
属の水酸化物の存在のもとでアルカリ性リパーゼ
で分解し、分解物より金属石ケンを得ることを特
徴とする金属石ケンの製造であり、油脂をアルカ
リ性リパーゼで高分解率で迅速に分解し品質の高
い各種金属石ケンを簡単に製造する方法を提供す
ることを目的とするものである。
The present invention has been completed based on these findings, and the present invention is based on the above findings. The production of metal soap is characterized by decomposing oil with alkaline lipase in the presence of oil and obtaining metal soap from the decomposed product. The purpose is to provide a method for easily manufacturing soap.

本発明において用いられる油脂としては、例え
ばオリーブ油、大豆油、アマニ油、ナタネ油、ヒ
マシ油などの植物性油脂、あるいは例えば牛脂、
豚脂、魚油などの動物性油脂があげられる。
Examples of the oils and fats used in the present invention include vegetable oils such as olive oil, soybean oil, linseed oil, rapeseed oil, and castor oil, or beef tallow,
Examples include animal fats and oils such as pork fat and fish oil.

本発明において用いられるアルカリ性リパーゼ
としてはアルカリ性において油脂分解力の強いも
のであれば微生物により生産されたものでも、あ
るいは動物の臓器や植物の種子などより得られた
ものでも、いずれも使用することができる。その
具体例として、例えばアルカリゲネス属に属する
各糖PL−679号(微工研歯寄第3783号)や名糖
PL−266号(微工研菌寄第3187号)の生産するリ
パーゼおよびパンクレアチツクリパーゼなどが挙
げられる。これらのアルカリ性のリパーゼは精製
した酵素標品ばかりでなく、これらのアルカリ性
のリパーゼを含む培養液や抽出液をそのまま用い
ることもできる。アルカリ性リパーゼの添加量は
その標品の油脂分解力の強弱により適宜増減すれ
ばよいが、油脂1gに対し5〜1000単位を添加す
るのが望ましい。
As the alkaline lipase used in the present invention, any lipase that has a strong ability to decompose fats and oils in alkaline conditions may be used, including those produced by microorganisms or those obtained from animal organs or plant seeds. can. Specific examples include various sugars belonging to the genus Alcaligenes PL-679 (Feikoken Higashiyori No. 3783) and famous sugars.
Examples include lipase and pancreatic lipase produced by PL-266 (Feikoken Bibori No. 3187). These alkaline lipases can be used not only as purified enzyme preparations, but also as culture solutions and extracts containing these alkaline lipases. The amount of alkaline lipase added may be increased or decreased as appropriate depending on the strength of the fat-decomposing power of the standard product, but it is desirable to add 5 to 1000 units per gram of fat or oil.

本発明においては、上記した存在量の2価以上
の金属の水酸化物の存在のもとで油脂に水とアル
カリ性リパーゼを加えて油脂分解を行なうのであ
るが、油脂に加える水の量は油脂に対し5〜200
%位とするのが好適である。分解の温度は使用す
る油脂とアルカリ性リパーゼによつて適当な温度
を選択し、必要に応じて撹拌を行なうのがよい。
In the present invention, fats and oils are decomposed by adding water and alkaline lipase to fats and oils in the presence of divalent or higher metal hydroxides in the amount described above, but the amount of water added to fats and oils is 5-200 for
It is preferable to set it as %. It is preferable to select an appropriate temperature for decomposition depending on the fats and oils and alkaline lipase used, and to stir if necessary.

本発明において油脂分解の際に存在させる2価
以上の金属の水酸化物としては、例えばCa
(OH)2、Mg(OH)2、Ba(OH)2、Al(OH)3
Cd(OH)2、Mn(OH)2、CO(OH)2、Pb
(OH)2、Zn(OH)2、Cr(CH)2などが挙げられ、
これらの水酸化物の存在量は生成する脂肪酸に対
し100〜200%(当量比)であるようにする。
In the present invention, the hydroxide of divalent or higher-valent metal to be present during fat and oil decomposition includes, for example, Ca
(OH) 2 , Mg(OH) 2 , Ba(OH) 2 , Al(OH) 3 ,
Cd(OH) 2 , Mn(OH) 2 , CO(OH) 2 , Pb
(OH) 2 , Zn(OH) 2 , Cr(CH) 2 etc.
The amount of these hydroxides is adjusted to be 100 to 200% (equivalent ratio) to the fatty acids produced.

また上記の水酸化物を存在させるには、反応の
最初からこれらの水酸化物を添加してもよいし、
あるいは先ずこれらの金属の塩酸塩、硫酸塩など
の水溶性の塩を添加した後、苛性ソーダなどでア
ルカリ性にして水酸化物を作ることもできる。ま
た、これらの金属の水酸化物は添加量の全部を最
初に加えてもよいし、または一部を反応途中に分
割して添加してもよい。
In addition, in order to make the above hydroxides exist, these hydroxides may be added from the beginning of the reaction, or
Alternatively, hydroxides can also be produced by first adding water-soluble salts of these metals, such as hydrochlorides and sulfates, and then making the mixture alkaline with caustic soda or the like. Further, the total amount of these metal hydroxides may be added at the beginning, or a portion may be added in portions during the reaction.

分解率の測定は次の通りに行なつた。分解物を
塩酸酸性にした後、エーテルで油分を抽出した。
水洗、脱水後、エーテルを除去して油分を採取し
た。この油分の酸価とケン化価を求め、ここで得
られた酸価を酸価()とした。酸化()とケ
ン化価の比を百分率で表わして分解率とした。
The decomposition rate was measured as follows. After the decomposed product was acidified with hydrochloric acid, the oil was extracted with ether.
After washing with water and dehydration, ether was removed and oil was collected. The acid value and saponification value of this oil were determined, and the acid value obtained here was defined as the acid value (). The ratio of oxidation () and saponification value was expressed as a percentage and was defined as the decomposition rate.

また各種金属石ケン生成率の測定は次の通りに
行なつた。分解物試料約0.5〜1.0gを三角フラス
コに精秤、採取し、金属石ケンの種類に応じて金
属石ケン自体は出来るだけ溶かさず、遊離脂肪酸
のみを抽出する溶剤、例えばエタノール、エーテ
ル混液やアセトンなどを選択してその溶剤30mlを
加え、よく振りまぜた後30分間放置した。次にこ
れをホワツトマン(Whatman)lps紙で過
し、同一溶剤10mlを用いて紙上から3回洗う。
液と洗液を合せてこれにフエノールフタレイン
を指示薬とし、0.05Nエタノール性苛性加里溶液
で滴定し、金属と結合していない遊離脂肪酸の酸
価()を求め、次式により金属石ケン生成率を
求めた。
In addition, measurements of various metal soap production rates were performed as follows. Accurately weigh and collect approximately 0.5 to 1.0 g of a sample of the decomposed product into an Erlenmeyer flask. Acetone or the like was selected and 30 ml of the solvent was added to it, and after shaking well, it was left for 30 minutes. This is then passed through Whatman lps paper and washed three times with 10 ml of the same solvent.
The liquid and washing liquid were combined, titrated with 0.05N ethanolic caustic potassium solution using phenolphthalein as an indicator, and the acid value () of the free fatty acid not bound to the metal was determined, and the metal soap was produced using the following formula. The rate was calculated.

金属石ケン生成率(%)= 酸価()−酸価()/ケン化価×100 本発明において、分解物より金属石ケンは次の
ようにして得る。例えば分解物に水、アセトン、
エタノールなどの溶剤を加えグリセリンを抽出、
除去して金属石ケンを得る。
Metal soap production rate (%) = acid value () - acid value ()/saponification value x 100 In the present invention, metal soap is obtained from the decomposition product as follows. For example, water, acetone,
Add a solvent such as ethanol to extract glycerin,
Remove it to get Metal Soap.

かくして本発明によればアルカリ性パーゼによ
り油脂を高分解率で迅速に分解して金属石ケンと
グリセリンを得ることができるので、本発明は油
脂から安価に金属石ケンを製造する方法として非
常に有利な方法である。
Thus, according to the present invention, metal soap and glycerin can be obtained by rapidly decomposing fats and oils at a high decomposition rate using alkaline pase, so the present invention is very advantageous as a method for producing metal soaps from fats and oils at low cost. This is a great method.

次に本発明の実施例を示して本発明をさらに具
体的に説明する。
Next, the present invention will be explained in more detail by showing examples of the present invention.

実施例 1 牛脂50gに水19mlとCa(OH)28.2gを加え、30
℃にて撹拌した。これに、アルカリゲネス属に属
するリパーゼ生産菌名糖PL−679号(微工研菌寄
第3783号)の培養液より得たアルカリ性リパーゼ
含有アセトン沈殿粉末36.5mg〔15000FIP単位:
ジヤーナル・モンデイアル・ド・フアルマシエ
(Journal Mondial de Pharmacie)第3号、349
頁〜352頁、1968年参照〕を添加して撹拌を続け
た。分解が進行すると粘性が増して撹拌ができな
くなるので、撹拌を中止し、そのまま30℃で放置
した。アルカリ性リパーゼを添加後、24時間目に
分解率及びカルシウム石ケン生成率はそれぞれ
99.0%と98.5%に達し、48時間目にはそれぞれ
100%と99.5%に達した。
Example 1 Add 19 ml of water and 8.2 g of Ca(OH) 2 to 50 g of beef tallow,
Stir at ℃. To this, 36.5 mg of alkaline lipase-containing acetone precipitated powder [15,000 FIP units:
Journal Mondial de Pharmacie No. 3, 349
Pages 352, 1968] was added and stirring continued. As the decomposition progressed, the viscosity increased and stirring became impossible, so stirring was stopped and the mixture was left at 30°C. 24 hours after adding alkaline lipase, the decomposition rate and calcium soap production rate were respectively
reaching 99.0% and 98.5%, respectively, at 48 hours.
Reached 100% and 99.5%.

上記の如く牛脂にCa(OH)2を加えて分解した
2日目の分解物20gにエタノール:エチルエーテ
ル=1:1混液100mlを加え、30分間振盪後、
過しカルシウム石ケンを分離した。これを乾燥し
て溶剤を留去し、カルシウム石ケン12.6gを得
た。
Add 100 ml of a 1:1 mixture of ethanol and ethyl ether to 20 g of the decomposed product obtained on the second day by adding Ca(OH) 2 to beef tallow as described above, and after shaking for 30 minutes,
Calcium soap was separated by filtration. This was dried and the solvent was distilled off to obtain 12.6 g of calcium soap.

実施例 2 オリーブ油50gに水15.25mlとCa(OH)28.75g
を加え、37℃で撹拌した。これにパンクレアチツ
クリパーゼ(ウイルソン社製:Wilson
Pharmaceutical&Chemical Corp.)323mg
(10000FIP単位)を加え、撹拌を続けた。分解が
進行すると粘性が生じ撹拌ができなくなるので、
撹拌を中止し、そのまま37℃で放置した。6日目
に分解率は100%に、カルシウム石ケン生成率は
98.7%に達した。
Example 2 50g of olive oil, 15.25ml of water and 8.75g of Ca(OH) 2
was added and stirred at 37°C. This is combined with pancreatic lipase (manufactured by Wilson).
Pharmaceutical & Chemical Corp.) 323mg
(10000 FIP units) and continued stirring. As decomposition progresses, it becomes viscous and cannot be stirred.
Stirring was stopped and the mixture was left at 37°C. On the 6th day, the decomposition rate was 100%, and the calcium soap production rate was
It reached 98.7%.

6日目の分解物20gに水40mlを加えて1時間撹
拌後、過してカルシウム石ケンを分離し、次に
メタノール20mlを加え過し、再びカルシウム石
ケンを分離した。これを乾燥してメタノールを留
去し、カルシウム石ケン13.2gを得た。
40 ml of water was added to 20 g of the decomposed product on the 6th day, and after stirring for 1 hour, the mixture was filtered to separate the calcium soap. Next, 20 ml of methanol was added and filtered to separate the calcium soap again. This was dried and methanol was distilled off to obtain 13.2 g of calcium soap.

実施例 3 オリーブ油50gに水12.2mlとCd(OH)214gを
加え、30℃で撹拌した。これにアルカリゲネス属
に属するリパーゼ生産菌名糖PL−266号(微工研
菌寄第3187号)の培養液より得たアルカリ性リパ
ーゼ含有アセトン沈殿粉末417mg(10000FIP単
位)を添加して撹拌を続けた。2日目に分解率は
99%、またカドミウム石ケン生成率は98.5%に達
した。
Example 3 12.2 ml of water and 14 g of Cd(OH) 2 were added to 50 g of olive oil and stirred at 30°C. To this was added 417 mg (10,000 FIP units) of alkaline lipase-containing acetone precipitated powder obtained from a culture solution of a lipase-producing bacterium Meito PL-266 (Feikoken Bibori No. 3187) belonging to the genus Alcaligenes, and stirring was continued. . On the second day, the decomposition rate was
99%, and the cadmium soap production rate reached 98.5%.

2日目の分解物20gにアセトン100mlを加えて
撹拌過し、カドミウム石ケンを分離した。これ
を乾燥してアセトンを留去しカドミウム石ケン
16.7gを得た。
100 ml of acetone was added to 20 g of the decomposition product from the second day, and the mixture was stirred and filtered to separate cadmium soap. Dry this, distill off the acetone, and use cadmium soap.
16.7g was obtained.

実施例 4 大豆油50gに水10.3mlとMg(OH)25.9gを加
え、30℃で撹拌した。これにアルカリゲネス属に
属するリパーゼ生産菌名糖PL−679号(微工研菌
寄第3783号)の培養液(アルカリ性リパーゼ含
有)8ml〔1875FIP単位/1ml〕を添加して撹拌
を続けた。分解が進行すると粘性が増して撹拌が
できなくなるので、撹拌を中止し、そのまま30℃
で放置した。上記培養液添加後、24時間目に分
解率は92%、マグネシウム石ケン生成率は90%で
あり、48時間目にはそれぞれ100%と98.5%に達
した。
Example 4 10.3 ml of water and 5.9 g of Mg(OH) 2 were added to 50 g of soybean oil and stirred at 30°C. To this was added 8 ml (containing alkaline lipase) of a culture solution (containing alkaline lipase) of a lipase-producing microorganism belonging to the genus Alcaligenes, Meito PL-679 (Feikoken Bibori No. 3783), and stirring was continued. As decomposition progresses, the viscosity increases and stirring becomes impossible, so stop stirring and leave the mixture at 30°C.
I left it there. After adding the above culture solution, the decomposition rate was 92% and the magnesium soap production rate was 90% at 24 hours, and reached 100% and 98.5%, respectively, at 48 hours.

2日目の分解物20gにアセトン100mlを加えて
30分撹拌後、過してマグネシウム石ケンを分離
し、乾燥してマグネシウム石ケン12.4gを得た。
Add 100ml of acetone to 20g of the decomposition product from the second day.
After stirring for 30 minutes, the magnesium soap was separated by filtration and dried to obtain 12.4 g of magnesium soap.

Claims (1)

【特許請求の範囲】[Claims] 1 油脂を、油脂より生成する脂肪酸に対し100
〜200%(当量比)の2価以上の金属の水酸化物
の存在のもとでアルカリ性リパーゼで分解し、分
解物より金属石ケンを得ることを特徴とする金属
石ケンの製造法。
1 Fats and oils are 100% of the fatty acids produced from fats and oils.
A method for producing metal soap, which comprises decomposing it with alkaline lipase in the presence of ~200% (equivalent ratio) of divalent or higher metal hydroxide, and obtaining metal soap from the decomposition product.
JP156178A 1978-01-12 1978-01-12 Method of making metal soap Granted JPS5495607A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP156178A JPS5495607A (en) 1978-01-12 1978-01-12 Method of making metal soap

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP156178A JPS5495607A (en) 1978-01-12 1978-01-12 Method of making metal soap

Publications (2)

Publication Number Publication Date
JPS5495607A JPS5495607A (en) 1979-07-28
JPS6120275B2 true JPS6120275B2 (en) 1986-05-21

Family

ID=11504927

Family Applications (1)

Application Number Title Priority Date Filing Date
JP156178A Granted JPS5495607A (en) 1978-01-12 1978-01-12 Method of making metal soap

Country Status (1)

Country Link
JP (1) JPS5495607A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62147480U (en) * 1986-03-13 1987-09-17

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2278439T3 (en) * 1998-03-23 2007-08-01 THE PROCTER & GAMBLE COMPANY IMPROVED PROCESSES TO SYNTHEIZE AND PURIFY NON-DIGERABLE FATS.
EP1925673A1 (en) * 2006-11-20 2008-05-28 Cognis Oleochemicals GmbH Process for the preparation of zinc ricinoleate

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62147480U (en) * 1986-03-13 1987-09-17

Also Published As

Publication number Publication date
JPS5495607A (en) 1979-07-28

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