JPH0881692A - Production of oil and fat - Google Patents

Production of oil and fat

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Publication number
JPH0881692A
JPH0881692A JP24488294A JP24488294A JPH0881692A JP H0881692 A JPH0881692 A JP H0881692A JP 24488294 A JP24488294 A JP 24488294A JP 24488294 A JP24488294 A JP 24488294A JP H0881692 A JPH0881692 A JP H0881692A
Authority
JP
Japan
Prior art keywords
fats
oils
oil
fat
phosphate
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.)
Withdrawn
Application number
JP24488294A
Other languages
Japanese (ja)
Inventor
Shigeyuki Imamura
茂行 今村
Toshio Shimizu
俊雄 清水
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.)
Asahi Chemical Industry Co Ltd
Original Assignee
Asahi Chemical Industry 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 Asahi Chemical Industry Co Ltd filed Critical Asahi Chemical Industry Co Ltd
Priority to JP24488294A priority Critical patent/JPH0881692A/en
Publication of JPH0881692A publication Critical patent/JPH0881692A/en
Withdrawn legal-status Critical Current

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Abstract

PURPOSE: To efficiently deacidify an oil and fat containing a free fatty acid by simple operations and obtain the oil and fat of good quality by dissolving an oil and fat containing a free fatty acid in a polar organic solvent and then mixing an aqueous solution of a specific salt with the resultant solution. CONSTITUTION: This method for producing an oil and fat is to dissolve an oil and fat containing a free fatty acid, preferably at 5-15% concentration in a polar organic solvent, then mix an aqueous solution of a carbonate or a phosphate with the resultant solution and usually separate the hydrous organic solvent containing the fatty acid and fat and oil by centrifugation. Furthermore, the concentration of the carbonate or the phosphate is preferably 0.1-0.3% and the ratio of the solution of the oil and fat in the polar organic solvent to the aqueous solution of the salts is preferably (10:5) to (10:12). When an edible oil and fat is produced, ethyl alcohol or acetone is preferably used as the polar organic solvent and sodium carbonate or disodium hydrogenphosphate is preferably used as the carbonate or phosphate.

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、遊離脂肪酸を含む油脂
から効率良く油脂を製造する方法に関するものである。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for efficiently producing fats and oils from fats and oils containing free fatty acids.

【0002】[0002]

【従来の技術】食用に供せられる油脂は、全て動植物由
来の天然物である。この天然物として抽出された油脂中
には、多くの場合、遊離の脂肪酸が含まれる。また、リ
パーゼ反応を利用して油脂を加水分解あるいは油脂を構
成する脂肪酸をエステル交換反応等により、新規な機能
を有する油脂への改質が行われる場合が多い。天然油脂
には、含量の差はあっても遊離の脂肪酸が存在する。ま
た、リパーゼで処理した油脂には、大量の遊離脂肪酸が
含まれる。油脂の品質を表すものとして、この遊離脂肪
酸の含量いわゆる酸価があり、油脂中に規定量以下の脂
肪酸含量まで低減させる必要がある。この目的で、天然
油脂あるいは酵素反応によって生成した脂肪酸を油脂か
ら分離除去する工程が行われる。この工程は脱酸工程と
呼ばれるが、一般には遊離脂肪酸を含む油脂に直接アル
カリ水溶液を添加攪拌後、遠心分離により脂肪酸をセッ
ケンとして除去する方法や、遊離脂肪酸を含む油脂をヘ
キサン等の非極性有機溶剤に溶解し、これにアルコール
やアセトン等の含水極性有機溶剤を添加、さらに水酸化
ナトリウムや水酸化カリウム等のアルカリを添加混合
し、遠心分離して遊離脂肪酸が除去されたヘキサン層を
回収し、減圧濃縮により油脂を製造する等のいわゆるア
ルカリ脱酸法が一般に行われている。
2. Description of the Related Art Oils and fats used for food are all natural products derived from animals and plants. The fats and oils extracted as the natural products often contain free fatty acids. In many cases, a lipase reaction is used to hydrolyze fats or oils or fatty acids constituting fats and oils are subjected to transesterification reaction to be reformed into fats and oils having a novel function. Natural fats and oils contain free fatty acids even though their contents differ. The fat and oil treated with lipase contains a large amount of free fatty acids. The content of this free fatty acid, so-called acid value, represents the quality of fats and oils, and it is necessary to reduce the content of fatty acids in fats and oils to below a specified amount. For this purpose, a step of separating and removing natural fats and oils or fatty acids produced by enzymatic reaction from fats and oils is performed. This step is called a deoxidation step, but generally, an alkaline aqueous solution is directly added to oils and fats containing free fatty acids and stirred, and then fatty acids are removed as soap by centrifugation, or oils and fats containing free fatty acids are mixed with non-polar organic compounds such as hexane. Dissolve in a solvent, add a water-containing polar organic solvent such as alcohol or acetone to this, add and mix an alkali such as sodium hydroxide or potassium hydroxide, and centrifuge to collect the hexane layer from which free fatty acids have been removed. The so-called alkaline deoxidation method, such as the production of fats and oils by vacuum concentration, is generally performed.

【0003】[0003]

【発明が解決しようとする課題】油脂に混入している脂
肪酸量が微量の場合には、水酸化ナトリウムや水酸化カ
リウム等のアルカリで脂肪酸をナトリウム塩にした後、
遠心分離等の手段で油脂と分離する方法で、規定量以下
の酸価を示す油脂を製造することができるが、強アルカ
リを使用するために、油脂中にアルカリが残存しないよ
うに油脂を十分に水洗する等煩雑であった。また、リパ
ーゼ処理油脂のように酸価の極めて大きい油脂の場合に
は、前述の脱酸方法では、脂肪酸がセッケンとして油脂
中に分散するために全体が乳化し、遠心分離によっても
油脂と脂肪酸との分離が極めて困難であった。このよう
な場合に、n−ヘキサン等の非極性有機溶剤に遊離脂肪
酸を含む油脂を溶解し、水酸化ナトリウムや水酸化カリ
ウム等のアルカリを添加して、ヘキサン層から遊離脂肪
酸を含水アルコールにセッケンとして移行させる工程的
にも煩雑で、多種類の溶剤を使用しなければならなかっ
た。この方法においても脱酸効率が不十分であったり、
アルカリによる着色やエステル体で存在する油脂中の脂
肪酸がエチルエステルに変換されることや、残存するア
ルカリを水洗除去する工程上煩雑である等の問題があっ
た。本発明は、遊離脂肪酸を含む油脂から、効率良く脱
酸を行い、品質の良好な油脂を製造することを目的とす
る。
When the amount of fatty acid mixed in fats and oils is very small, after converting the fatty acid to sodium salt with an alkali such as sodium hydroxide or potassium hydroxide,
By the method of separating from fats and oils by means such as centrifugation, fats and oils having an acid value of not more than a specified amount can be produced, but since a strong alkali is used, the fats and oils should be sufficient so that the alkalis do not remain in the fats and oils. It was complicated to wash with water. Further, in the case of fats and oils having an extremely large acid value such as lipase-treated fats and oils, in the above-mentioned deoxidation method, the whole fatty acid is emulsified because it is dispersed in the fats and oils as soap, and the fats and fatty acids are also separated by centrifugation. Was extremely difficult to separate. In such a case, a fat or oil containing a free fatty acid is dissolved in a non-polar organic solvent such as n-hexane, an alkali such as sodium hydroxide or potassium hydroxide is added, and the free fatty acid is soaped from the hexane layer into a hydrous alcohol. Since the process of shifting to (1) was complicated, it was necessary to use many kinds of solvents. Even in this method deoxidation efficiency is insufficient,
There are problems such as coloring due to alkalis, conversion of fatty acids in fats and oils present in the form of esters into ethyl esters, and a complicated process of washing and removing remaining alkalis. An object of the present invention is to efficiently deoxidize fats and oils containing free fatty acids to produce high-quality fats and oils.

【0004】[0004]

【課題を解決するための手段】本発明者らは、油脂と遊
離の脂肪酸とを効率良く分離する方法に関して鋭意研究
した結果、極性有機溶剤に遊離脂肪酸を含む油脂を溶解
し、これに炭酸塩あるいは燐酸塩の水溶液を添加する簡
便な操作で、油脂と脂肪酸とを効率良く分離できること
を見い出し、本発明を完成するに至った。
Means for Solving the Problems As a result of earnest studies on a method for efficiently separating fats and oils from free fatty acids, the present inventors have dissolved fats and oils containing free fatty acids in a polar organic solvent, and then added carbonate Alternatively, they have found that oils and fats and fatty acids can be efficiently separated by a simple operation of adding an aqueous solution of phosphate, and have completed the present invention.

【0005】本発明は、遊離脂肪酸を含む油脂から遊離
脂肪酸を除去する工程において、遊離脂肪酸を含む油脂
を極性有機溶剤に溶解した溶液に炭酸塩あるいは燐酸塩
の水溶液を添加混合し、脂肪酸を含む含水有機溶剤と油
脂とを分離することを特徴とする油脂の製造方法であ
る。
According to the present invention, in the step of removing free fatty acids from fats and oils containing free fatty acids, a solution of the fats and oils containing free fatty acids in a polar organic solvent is mixed with an aqueous solution of carbonate or phosphate to contain fatty acids. A method for producing fats and oils, characterized in that a water-containing organic solvent and fats and oils are separated.

【0006】以下、本発明をさらに詳細に説明する。本
発明で用いられる遊離脂肪酸を含んだ油脂を溶解する極
性有機溶剤としては、各種アルコール類やケトン類を使
用することができるが、食用油脂の製造にはエチルアル
コールやアセトンが好ましい。遊離脂肪酸を含む油脂の
種類としては、動物・植物・微生物由来の天然油脂や、
これらの油脂をリパーゼを用いて加水分解あるいはエス
テル交換反応を行った後の遊離脂肪酸を含む油脂であっ
てもよい。リパーゼとしては、動植物,微生物由来のリ
パーゼが使用される。例えば、膵リパーゼ、クロモバク
テリウム属、シュードモナス属、ペニシリウム属、リゾ
プス属、またはキャンディダ属の産生するリパーゼ等が
ある。
The present invention will be described in more detail below. Although various alcohols and ketones can be used as the polar organic solvent that dissolves the fats and oils containing free fatty acids used in the present invention, ethyl alcohol and acetone are preferred for the production of edible fats and oils. The types of fats and oils containing free fatty acids include natural fats and oils derived from animals, plants and microorganisms,
It may be an oil or fat containing free fatty acids after hydrolysis or transesterification of these oils or fats with lipase. As the lipase, lipase derived from plants and animals and microorganisms is used. For example, there are lipases produced by pancreatic lipase, Chromobacterium, Pseudomonas, Penicillium, Rhizopus, or Candida.

【0007】遊離脂肪酸を含んだ油脂の濃度は、1〜3
0%の範囲で使用できるが、好ましくは5〜15%であ
る。リパーゼ反応系に塩化カルシウムのような二価の金
属イオンを添加して酵素反応を行うと、酵素反応によっ
て生成される脂肪酸は、カルシウム塩を形成する。反応
物からアセトンやエチルアルコール等で油脂の抽出を行
う際に、この脂肪酸のカルシウム塩は、これらの極性有
機溶剤に不溶性であるために、予め濾過か遠心分離によ
り除去するのが好ましい。
The concentration of fats and oils containing free fatty acids is 1 to 3.
It can be used in the range of 0%, but is preferably 5 to 15%. When a divalent metal ion such as calcium chloride is added to the lipase reaction system to carry out an enzymatic reaction, fatty acids produced by the enzymatic reaction form calcium salts. When the oil or fat is extracted from the reaction product with acetone or ethyl alcohol, the calcium salt of this fatty acid is insoluble in these polar organic solvents, and therefore it is preferable to remove it by filtration or centrifugation in advance.

【0008】次いで、上記操作により得られた油脂溶液
に炭酸塩や燐酸塩の水溶液を添加し、混合攪拌を行う。
炭酸塩や燐酸塩の濃度は、油脂の濃度にもよるが0.0
5〜1%の範囲で使用することができ、好ましくは0.
1〜0.3%である。脱酸効果を有する炭酸塩として
は、炭酸ナトリウム、炭酸水素ナトリウム、炭酸カリウ
ム、炭酸水素カリウム等が、燐酸塩としては、燐酸水素
二ナトリウム、燐酸水素二カリウム、燐酸二水素アンモ
ニウム、燐酸三ナトリウム、燐酸三カリウム等の塩等で
ある。対象とする油脂が食用油脂の場合には、炭酸ナト
リウムや燐酸水素二ナトリウムが好ましい。また、これ
らの塩は、単独使用でも組み合わせ併用してもよい。該
油脂溶液と塩類の水溶液との比率は、10:1から1
0:20の範囲で使用することができるが、好ましくは
10:5から10:12である。
Next, an aqueous solution of carbonate or phosphate is added to the oil / fat solution obtained by the above operation, and mixed and stirred.
The concentration of carbonates and phosphates is 0.0, depending on the concentration of fats and oils.
It can be used in the range of 5 to 1%, preferably 0.
It is 1 to 0.3%. Carbonates having a deoxidizing effect include sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, and the like, and phosphates include disodium hydrogen phosphate, dipotassium hydrogen phosphate, ammonium dihydrogen phosphate, trisodium phosphate, and the like. Examples thereof include salts such as tripotassium phosphate. When the target oil and fat is edible oil and fat, sodium carbonate and disodium hydrogen phosphate are preferable. Moreover, these salts may be used alone or in combination. The ratio of the oil solution to the salt solution is 10: 1 to 1
It can be used in the range of 0:20, but is preferably 10: 5 to 10:12.

【0009】該油脂溶液と塩の水溶液との混合は、対象
とする油脂が固化しない温度範囲(0〜50℃)で行え
ばよい。温度制御を行ってもよいが、室温で攪拌混合し
てもよい。十分に攪拌した混合液を遠心分離にかける
と、油脂は上層に、脂肪酸は下層に分離することができ
る。遠心分離はバッチ形式でもよいが、大量処理の場合
には連続遠心分離の方が好ましい。上層の油脂成分には
少量の極性溶媒を含むので、減圧濃縮等の操作によって
これを除去すれば、脂肪酸を含まない油脂を得ることが
できる。
The mixing of the oil / fat solution and the aqueous salt solution may be carried out within a temperature range (0 to 50 ° C.) at which the target oil / fat does not solidify. Although temperature control may be performed, stirring and mixing may be performed at room temperature. When the sufficiently stirred mixture is subjected to centrifugation, the oil and fat can be separated into the upper layer and the fatty acid can be separated into the lower layer. Centrifugation may be performed in a batch format, but continuous centrifugation is preferred in the case of large-scale processing. Since the oil and fat component in the upper layer contains a small amount of a polar solvent, a fatty acid-free oil and fat can be obtained by removing it by an operation such as concentration under reduced pressure.

【0010】[0010]

【発明の効果】本発明の方法によれば、大量の遊離脂肪
酸を含む油脂からでも効率よく脱酸を行うことができ、
品質の良好な油脂を製造することができる。
EFFECTS OF THE INVENTION According to the method of the present invention, it is possible to efficiently deoxidize fats and oils containing a large amount of free fatty acids.
It is possible to produce high-quality fats and oils.

【0011】[0011]

【実施例】以下に、実施例を挙げて本発明をさらに詳細
に説明するが、本発明はこれにより何ら限定されるもの
でない。 (実施例1)酸価2.6のオリーブ油10グラムを12
0mlのアセトンに溶解し、この油脂溶液に100ml
の0.25%の表1に記載した炭酸塩、燐酸塩の水溶液
を添加して、室温で2時間攪拌した。次いで、この混合
液を3,000回転、5分間遠心分離した。上層の油脂
層を回収し、減圧下で油脂に含まれる少量のアセトンを
除去して油脂を得た。得られた油脂の酸価を測定した結
果を表1に示した。
The present invention will be described in more detail with reference to examples, but the present invention is not limited thereto. (Example 1) 12 grams of 10 grams of olive oil having an acid value of 2.6
Dissolve in 0 ml of acetone and add 100 ml to this oil solution.
0.25% of an aqueous solution of carbonate and phosphate shown in Table 1 was added, and the mixture was stirred at room temperature for 2 hours. Then, this mixed solution was centrifuged at 3,000 rotations for 5 minutes. The upper oil and fat layer was recovered, and a small amount of acetone contained in the oil and fat was removed under reduced pressure to obtain an oil and fat. The results of measuring the acid value of the obtained fats and oils are shown in Table 1.

【0012】[0012]

【表1】 [Table 1]

【0013】(実施例2)0.005Mトリス−塩酸緩
衝液(pH8.2)、0.2M塩化カルシウム、および
5%アラビアゴムから構成される反応液500mlに、
12,500ユニット(U)のキャンディダ・リポリテ
ィカ由来のリパーゼを溶解し、さらに、魚油(DHA含
量:22.4%,EPA:7.0%)50gを混合し、
25℃でpHを8.2に調整し、攪拌しながら15時間
加水分解反応を行った(加水分解率:72%)。分解油
を濾過によって集め、これに750mlのエチルアルコ
ールを加え、室温で攪拌後、3,000回転、10分間
の遠心分離で抽出液を得た。次いで、この抽出液に0.
2%の燐酸水素二ナトリウムの水溶液750mlを加
え、遠心分離(3,000回転、10分間)後、上層を
集め、減圧濃縮して油脂12.4gを得た。エチルアル
コール抽出液の酸価は38.5であり、脱酸後の油脂の
酸価は0.08であった。
Example 2 500 ml of a reaction solution composed of 0.005 M Tris-hydrochloric acid buffer (pH 8.2), 0.2 M calcium chloride, and 5% gum arabic was added,
12,500 units (U) of lipase derived from Candida lipolytica was dissolved, and 50 g of fish oil (DHA content: 22.4%, EPA: 7.0%) was mixed,
The pH was adjusted to 8.2 at 25 ° C, and the hydrolysis reaction was performed for 15 hours with stirring (hydrolysis rate: 72%). The decomposed oil was collected by filtration, 750 ml of ethyl alcohol was added thereto, stirred at room temperature, and then centrifuged at 3,000 rpm for 10 minutes to obtain an extract. Then, the extract was mixed with 0.
After adding 750 ml of a 2% aqueous solution of disodium hydrogen phosphate and centrifuging (3,000 rpm, 10 minutes), the upper layers were collected and concentrated under reduced pressure to obtain 12.4 g of oil and fat. The ethyl alcohol extract had an acid value of 38.5, and the fat and oil after deoxidation had an acid value of 0.08.

【0014】(比較例1)0.005Mトリス−塩酸緩
衝液(pH8.2)、0.2M塩化カルシウム、および
5%アラビアゴムから構成される反応液500mlに、
12,500ユニット(U)のキャンディダ・リポリテ
ィカ由来のリパーゼを溶解し、さらに魚油(DHA含
量:22.4%,EPA:7.0%)50gを混合し、
25℃でpHを8.2に調整し、攪拌しながら15時間
加水分解反応を行った(加水分解率:72%)。分解油
を濾過によって集め、これに600mlのアセトンを加
え、室温で攪拌後、3,000回転、10分間の遠心分
離で抽出液を得た。次いで、この抽出液を減圧下で濃縮
を行い、13.7gの溶媒を含まない遊離脂肪酸を含む
油脂(酸価:36.3)を得た。この油脂に攪拌しなが
ら0.43mlの20%水酸化ナトリウム水溶液を添加
した。室温で1時間攪拌した後、3,000回転、30
分間遠心分離した。油脂層を回収した後、十分量の水で
洗浄を行い、11.7gの油脂を得た。この油脂の酸価
は1.8であった。
(Comparative Example 1) 500 ml of a reaction solution composed of 0.005 M Tris-hydrochloric acid buffer (pH 8.2), 0.2 M calcium chloride, and 5% gum arabic,
12,500 units (U) of Candida lipolytica-derived lipase were dissolved, and 50 g of fish oil (DHA content: 22.4%, EPA: 7.0%) was mixed,
The pH was adjusted to 8.2 at 25 ° C, and the hydrolysis reaction was performed for 15 hours with stirring (hydrolysis rate: 72%). The decomposed oil was collected by filtration, 600 ml of acetone was added thereto, and the mixture was stirred at room temperature and then centrifuged at 3,000 rpm for 10 minutes to obtain an extract. Next, this extract was concentrated under reduced pressure to obtain 13.7 g of a solvent-free fat and oil containing free fatty acid (acid value: 36.3). 0.43 ml of 20% sodium hydroxide aqueous solution was added to this oil and fat while stirring. After stirring at room temperature for 1 hour, 3,000 rpm, 30
Centrifuge for minutes. After recovering the oil / fat layer, the oil / fat was washed with a sufficient amount of water to obtain 11.7 g of an oil / fat. The acid value of this fat was 1.8.

Claims (4)

【特許請求の範囲】[Claims] 【請求項1】 遊離脂肪酸を含む油脂から遊離脂肪酸を
除去する工程において、遊離脂肪酸を含む油脂を極性有
機溶剤に溶解した溶液に炭酸塩あるいは燐酸塩の水溶液
を添加混合し、脂肪酸を含む含水有機溶剤と油脂とを分
離することを特徴とする油脂の製造方法。
1. In the step of removing free fatty acids from fats and oils containing free fatty acids, an aqueous solution of carbonate or phosphate is added to and mixed with a solution of fats and oils containing free fatty acids in a polar organic solvent, and a water-containing organic substance containing fatty acids is mixed. A method for producing fats and oils, characterized in that a solvent and fats and oils are separated.
【請求項2】 炭酸塩,燐酸塩が、炭酸ナトリウム、炭
酸水素ナトリウム、炭酸カリウム、炭酸水素カリウム、
燐酸水素二ナトリウム、燐酸水素二カリウム、燐酸二水
素アンモニウム、燐酸三ナトリウム、燐酸三カリウムの
何れかまたは混合した塩である、請求項1記載の油脂の
製造方法。
2. The carbonate or phosphate is sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate,
The method for producing fats and oils according to claim 1, which is a salt of any of disodium hydrogen phosphate, dipotassium hydrogen phosphate, ammonium dihydrogen phosphate, trisodium phosphate, tripotassium phosphate, or a mixture thereof.
【請求項3】 極性有機溶剤がエチルアルコールまたは
アセトンである、請求項1記載の油脂の製造方法。
3. The method for producing fats and oils according to claim 1, wherein the polar organic solvent is ethyl alcohol or acetone.
【請求項4】 遊離脂肪酸を含む油脂が天然油脂にリパ
ーゼを作用させ処理したものである、請求項1記載の油
脂の製造方法。
4. The method for producing fats and oils according to claim 1, wherein the fats and oils containing free fatty acids are natural fats and oils treated with lipase.
JP24488294A 1994-09-14 1994-09-14 Production of oil and fat Withdrawn JPH0881692A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP24488294A JPH0881692A (en) 1994-09-14 1994-09-14 Production of oil and fat

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP24488294A JPH0881692A (en) 1994-09-14 1994-09-14 Production of oil and fat

Publications (1)

Publication Number Publication Date
JPH0881692A true JPH0881692A (en) 1996-03-26

Family

ID=17125396

Family Applications (1)

Application Number Title Priority Date Filing Date
JP24488294A Withdrawn JPH0881692A (en) 1994-09-14 1994-09-14 Production of oil and fat

Country Status (1)

Country Link
JP (1) JPH0881692A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016069301A (en) * 2014-09-29 2016-05-09 株式会社Ihi Organic compound production process

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016069301A (en) * 2014-09-29 2016-05-09 株式会社Ihi Organic compound production process

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