JPS6243477B2 - - Google Patents

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Publication number
JPS6243477B2
JPS6243477B2 JP6186779A JP6186779A JPS6243477B2 JP S6243477 B2 JPS6243477 B2 JP S6243477B2 JP 6186779 A JP6186779 A JP 6186779A JP 6186779 A JP6186779 A JP 6186779A JP S6243477 B2 JPS6243477 B2 JP S6243477B2
Authority
JP
Japan
Prior art keywords
soybean oil
refined soybean
oil
flavor
unsaponifiables
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
JP6186779A
Other languages
Japanese (ja)
Other versions
JPS55155095A (en
Inventor
Mamoru Komoda
Shigeru Fujiwara
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.)
HONEN SEIYU KK
Original Assignee
HONEN SEIYU 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 HONEN SEIYU KK filed Critical HONEN SEIYU KK
Priority to JP6186779A priority Critical patent/JPS55155095A/en
Publication of JPS55155095A publication Critical patent/JPS55155095A/en
Publication of JPS6243477B2 publication Critical patent/JPS6243477B2/ja
Granted legal-status Critical Current

Links

Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は精製大豆油の保存中、特に光による風
味の劣化を防止する方法に関するものである。 精製した大豆油は初めは無臭でも空気と接触し
た状態で長期間保存すると色々のにおいが発現し
て商品価値を低下させる。 この現象は大豆油に光線があたる場合には特に
促進される。 例えば、精製大豆油を精製直後に罐に詰め密封
して保存すると長期間風味の劣化を認めないが、
散光にあてると2〜3週間で、また直接日光にあ
てると2〜3時間で風味はかなり劣化する。 この精製大豆油の保存中に発現するにおいは戻
り臭等と呼ばれているが、この内、光による劣化
臭は枯草様の臭気で、大豆油特有の不快なにおい
である。 従来、戻り臭発現の原因物質としてリノレン
酸、リノール酸、リン脂質、不けん化物、酸化重
合物等があげられているが、未だ満足できる防止
対策は見出されていない。本発明者らは、これら
精製大豆油の保存中、特に光による風味の劣化現
象を防止する方法を種々検討した結果、精製大豆
油中に残存する不けん化物、主としてクロロフイ
ルおよびその関連物質が光による風味の劣化現象
をひき起こす前駆物質となつていること、このク
ロロフイルおよびその関連物質を大豆油の精製工
程において完全に取り除けば精製大豆油の光によ
る風味の劣化を防止し得ること、クロロフイルお
よびその関連物質を完全に除去するためには通常
の脱色工程では不可能であり、特別に不けん化物
を除去する工程を設けることにより精製大豆油中
の不けん化物含量を0.1重量%以下にする必要が
あること、特を見出し、本発明を完成した。 すなわち、本発明は、脱ガム、脱酸、脱色、脱
臭工程からなる通常の大豆油の精製工程に加え
て、脱ガム工程より後、脱臭工程より前に、活性
炭を用いて不けん化物を吸着除去する操作を少く
とも4回繰り返すことにより、精製大豆油中の不
けん化物含量を0.1重量%以下に減少せしめるこ
とを特徴とする精製大豆油の風味劣化防止方法で
ある。 大豆油を精製するためにこれまで広く実施され
てきた方法は、水または酸水溶液による脱ガム工
程、アルカリ水溶液による遊離脂肪酸の中和とそ
れによつて生成した石けんの温水による洗浄除去
とから成る脱酸工程、活性白土や活性炭等の吸着
剤による脱色工程、減圧下での水蒸気を用いた脱
臭工程等である。 この精製工程によつて大豆原油中に含まれる非
グリセリド不純物の一部分が除去されるが、な
お、トコフエロール、ステロール、色素等のごと
き不けん化物の一部は残存する。 この精製大豆油中に残存する不けん化物の量は
通常1重量%近辺である。 従来、不けん化物成分のトコフエロールは天然
抗酸化物質として油脂の安定性を保つ上で重要な
働きを持つものであるから、かえつて残存するこ
とが望ましいとされ、また、ステロールは無色で
熱に安定で不活性であるから極度に多くなければ
何の差支えもないとされており、従つて、これら
の不けん化物を除去する操作は特別に行なわれて
いない。 そのため、これらの不けん化物成分に包含され
て脱色工程を通過した微量のクロロフイルおよび
その関連物質のごとき色素成分が次の脱臭工程で
熱分解を受ける。 本発明者らは、このクロロフイルおよびその関
連物質の熱分解物が精製大豆油における枯草臭発
現の引き金役を果たすものと推測し、このクロロ
フイルおよびその関連物質を完全に除去するため
には油脂の精製工程において不けん化物を除去す
るための特別の操作を行なう必要があるとの結論
を得た。 本発明方法において、大豆油中の不けん化物を
吸着除去するために活性炭を使用した理由は、活
性炭が活性白土、酸性白土、活性アルミナ、クレ
イ等、他の吸着剤に比べて不けん化物を吸着する
能力が一段と優れているからである。 また、活性炭により大豆油中の不けん化物を吸
着除去する方法としては、大豆油に活性炭を加え
て撹拌処理後、廃活性炭を濾別または遠心分離法
等で除去する方法、活性炭を充填した塔中へ大豆
油を通過せしめる方法等がある。 本発明方法においては、この大豆油の活性炭に
よる処理を脱ガム工程より後、脱臭工程より前に
行ない、かつ、少なくとも4回繰り返すことによ
り精製大豆油中の不けん化物含量を0.1重量%以
下に減少せしめることを必要条件とするものであ
るが、これは、活性炭処理を脱ガム工程以前に行
なつた場合、活性炭がガス質を吸着してしまうた
め不けん化物に対する吸着能力を低下してしま
い、また、脱臭工程以後に行なつた場合、精製大
豆油ににおいを付与したり風味を悪くする恐れを
生ずること、活性炭処理により大豆油中の不けん
化物含量を0.1重量%以下に減少せしめるために
はこの処理を4回以上繰り返す必要があり、不け
ん化物含量を0.1重量%以下に減少せしめること
によつて初めてトコフエロール、ステロール等、
他の不けん化物と共存しているクロロフイル等の
微量成分をほぼ完全に除去することができ、もつ
て精製大豆油の光による風味の劣化すなわち枯草
臭の発現を防止することができること、等によ
る。 本発明方法によれば、精製大豆油の光による風
味の劣化を防止し得るので、ガラスやプラスチツ
ク等、光線透過性の容器に充填した大豆白絞油、
大豆サラダ油等の枯草臭発現防止に極めて有効で
ある。 本発明方法は、主として精製大豆油の光による
風味の劣化を防止する方法を提供するものである
が、さらに、本発明方法によつて得られる精製大
豆油にトコフエロールのごとき抗酸化物を500〜
1000ppm程度添加すれば、該大豆油の保存中の
自動酸化による風味の劣化をも防止することがで
きる。 次に本発明の実施例を示す。 実施例 1 原料大豆からn−ヘキサンを用いて抽出して得
られた大豆原油5Kgに80℃の温水100mlを加え、
85℃前後で30分間撹拌した後、遠心分離して脱ガ
ム油を得た。 この脱ガム油にリン酸5mlを加え室温で30分間
撹拌した後、濃度15%の苛性ソーダ水溶液を25ml
加え室温で45分間撹拌し、しかる後、上澄液を濾
過して脱酸油を得た。 この脱酸油3Kgに活性白土30gを加え100℃で
15分間撹拌した後、濾過して脱色油を得た。 この脱色油に活性炭100gを加え室温で1時間
撹拌した後、濾過する脱不けん化物処理を7回繰
り返した。得られた脱不けん化物油を温度260
℃、圧力約6mmHgの減圧下で1時間水蒸気を吹
込んで脱臭処理した。 得られた精製大豆油の不けん化物含量を日本油
化学協会編、基準油脂分析試験法によつて測定し
たところ0.05重量%であつた。 対照例 1 活性炭を用いた脱不けん化物処理を全く行なわ
なかつたほかは実施例1と同様にして不けん化物
含量0.72%の精製大豆油を得た。 本発明方法の効果を明らかにするために、前記
実施例および対照例により得た精製大豆油を、そ
れぞれ容量250mlの広口びんに150gづつ採取し、
螢光燈照射装置(詳しくは、油化学、第27巻、第
8号、昭和53年8月20日、社団法人日本油化学協
会発行、第31〜36頁、Effect of Citric Acid on
the Oxidative and Flavor Stability of Soybean
Oil参照)を用いて7000ルツクスの螢光燈照射に
よる風味の劣化促進試験を8時間行ない、その枯
草臭発現状況を官能試験によつて観察した。 官能試験は熟練した10名(20〜50才の男女各5
名)のパネルにより5段階の評点法で行なつた。 その結果を次表に示す。
The present invention relates to a method for preventing flavor deterioration during storage of refined soybean oil, particularly due to light. Refined soybean oil may initially be odorless, but if it is stored for a long time in contact with air, it develops various odors and reduces its commercial value. This phenomenon is particularly accelerated when soybean oil is exposed to light. For example, if refined soybean oil is sealed and stored in a can immediately after refining, the flavor will not deteriorate over a long period of time;
The flavor deteriorates considerably in 2 to 3 weeks when exposed to diffused light, and within 2 to 3 hours when exposed to direct sunlight. The odor that develops during storage of purified soybean oil is called a return odor, and among these, the odor of deterioration due to light is a hay-like odor, which is an unpleasant odor unique to soybean oil. Conventionally, linolenic acid, linoleic acid, phospholipids, unsaponifiable substances, oxidized polymers, etc. have been cited as causative substances for the development of returned odor, but no satisfactory preventive measures have been found yet. The present inventors investigated various ways to prevent the deterioration of flavor caused by light during the storage of refined soybean oil, and found that unsaponifiable substances remaining in refined soybean oil, mainly chlorophyll and related substances, were exposed to light. chlorophyll and its related substances can be completely removed in the soybean oil refining process to prevent the flavor deterioration of refined soybean oil caused by light. It is impossible to completely remove these related substances through normal decolorization processes, and a special process to remove unsaponifiables is required to reduce the unsaponifiables content in refined soybean oil to 0.1% by weight or less. They discovered the need and special features and completed the present invention. That is, in addition to the usual soybean oil refining process consisting of degumming, deacidification, decolorization, and deodorization processes, the present invention adsorbs unsaponifiables using activated carbon after the degumming process and before the deodorization process. This is a method for preventing flavor deterioration of refined soybean oil, characterized in that the content of unsaponifiables in refined soybean oil is reduced to 0.1% by weight or less by repeating the removal operation at least four times. The method widely practiced so far for refining soybean oil consists of a degumming step with water or an aqueous acid solution, neutralization of free fatty acids with an aqueous alkaline solution, and washing away of the resulting soap with warm water. These include an acid process, a decolorization process using an adsorbent such as activated clay or activated carbon, and a deodorization process using steam under reduced pressure. Although this refining step removes some of the non-glyceride impurities contained in soybean crude oil, some unsaponifiables such as tocopherols, sterols, pigments, etc. remain. The amount of unsaponifiables remaining in this refined soybean oil is usually around 1% by weight. Conventionally, tocopherols, which are unsaponifiable components, play an important role in maintaining the stability of fats and oils as natural antioxidants, so it has been considered desirable for them to remain. Since it is stable and inert, it is said that there is no problem unless it is in extremely large quantities, and therefore no special operation is carried out to remove these unsaponifiables. Therefore, trace amounts of pigment components such as chlorophyll and related substances that are included in these unsaponifiable components and passed through the decolorization step are thermally decomposed in the next deodorization step. The present inventors speculate that the thermal decomposition products of chlorophyll and its related substances play a role in triggering the appearance of haystack odor in refined soybean oil, and in order to completely remove this chlorophyll and its related substances, it is necessary to It was concluded that it is necessary to perform special operations to remove unsaponifiables during the purification process. The reason why activated carbon was used to adsorb and remove unsaponifiables in soybean oil in the method of the present invention is that activated carbon has a higher ability to absorb unsaponifiables than other adsorbents such as activated clay, acid clay, activated alumina, and clay. This is because the adsorption ability is even better. In addition, methods for adsorbing and removing unsaponifiables in soybean oil using activated carbon include adding activated carbon to soybean oil and stirring it, and then removing the waste activated carbon by filtration or centrifugation, and using a tower filled with activated carbon. There are methods such as allowing soybean oil to pass through. In the method of the present invention, the treatment of soybean oil with activated carbon is carried out after the degumming step and before the deodorizing step, and is repeated at least four times to reduce the unsaponifiables content of the refined soybean oil to 0.1% by weight or less. However, if activated carbon treatment is performed before the degumming step, the activated carbon will adsorb gaseous substances, reducing its ability to adsorb unsaponifiables. In addition, if it is carried out after the deodorization process, there is a risk of imparting odor or deteriorating the flavor to refined soybean oil, and activated carbon treatment reduces the content of unsaponifiables in soybean oil to 0.1% by weight or less. It is necessary to repeat this process four or more times, and only by reducing the unsaponifiable content to 0.1% by weight or less can tocopherols, sterols, etc.
It is possible to almost completely remove trace components such as chlorophyll that coexist with other unsaponifiable substances, and it is also possible to prevent the deterioration of flavor of refined soybean oil due to light, that is, the development of hay smell. . According to the method of the present invention, it is possible to prevent the deterioration of the flavor of refined soybean oil due to light.
It is extremely effective in preventing the appearance of hay smell in soybean salad oil, etc. The method of the present invention mainly provides a method for preventing the deterioration of flavor of refined soybean oil due to light, but it also provides a method for preventing deterioration of the flavor of refined soybean oil due to light.
Adding about 1000 ppm can also prevent flavor deterioration due to autoxidation during storage of the soybean oil. Next, examples of the present invention will be shown. Example 1 100 ml of 80°C warm water was added to 5 kg of soybean crude oil obtained by extracting raw soybeans with n-hexane,
After stirring at around 85°C for 30 minutes, the mixture was centrifuged to obtain degummed oil. Add 5 ml of phosphoric acid to this degummed oil and stir at room temperature for 30 minutes, then add 25 ml of a 15% aqueous solution of caustic soda.
The mixture was added and stirred at room temperature for 45 minutes, and then the supernatant was filtered to obtain a deacidified oil. Add 30g of activated clay to 3kg of this deoxidized oil and heat at 100℃.
After stirring for 15 minutes, the bleached oil was obtained by filtration. 100 g of activated carbon was added to this decolorized oil, stirred at room temperature for 1 hour, and filtered to remove unsaponifiables, which was repeated 7 times. The resulting desaponified oil was heated to a temperature of 260°C.
Deodorization treatment was carried out by blowing steam into the solution for 1 hour at a temperature of about 6 mmHg under a reduced pressure of about 6 mmHg. The unsaponifiable content of the obtained refined soybean oil was determined to be 0.05% by weight according to the Standard Oil and Fat Analysis Test Method compiled by the Japan Oil Chemists' Association. Control Example 1 Refined soybean oil having an unsaponifiable matter content of 0.72% was obtained in the same manner as in Example 1, except that no unsaponifiable matter removal treatment using activated carbon was performed. In order to clarify the effects of the method of the present invention, 150 g of the refined soybean oil obtained in the above Examples and Control Examples were collected into wide-mouthed bottles each having a capacity of 250 ml.
Fluorescent light irradiation device (For details, see Oil Chemistry, Vol. 27, No. 8, August 20, 1978, Published by Japan Oil Chemists' Association, pp. 31-36, Effect of Citric Acid on
the Oxidative and Flavor Stability of Soybean
A flavor deterioration acceleration test was conducted using 7,000 lux fluorescent light irradiation for 8 hours, and the development of the dried grass odor was observed through a sensory test. The sensory test was conducted by 10 experienced people (5 men and women aged 20 to 50).
The evaluation was conducted using a 5-point scoring system by a panel of researchers. The results are shown in the table below.

【表】 実施例 2 実施例1と同様な方法で得た精製大豆油にγ−
トコフエロールを700ppm添加、溶解した。 この精製大豆油および前記対照例1によつて得
た精製大豆油を、それぞれ容量250mlの広口びん
に150gづつ採取し、密封して直射日光の当たら
ない室内の机上に放置する保存試験を1カ月間行
ない、その劣化臭発現状況を官能試験によつて観
察した。 官能試験は熟練した10名(20〜50才の男女各5
名)のパネルにより5段階の評点法で行なつた。 その結果を次表に示す。
[Table] Example 2 γ-
700 ppm of tocopherol was added and dissolved. A storage test was conducted in which 150 g of this refined soybean oil and the refined soybean oil obtained in Comparative Example 1 were each taken into wide-mouthed bottles with a capacity of 250 ml, sealed, and left on a table in a room away from direct sunlight for one month. At some point, the development of the deterioration odor was observed through a sensory test. The sensory test was conducted by 10 experienced people (5 men and women aged 20 to 50).
The evaluation was conducted using a five-point scoring system by a panel of researchers. The results are shown in the table below.

【表】【table】

Claims (1)

【特許請求の範囲】 1 脱ガム、脱酸、脱色、脱臭工程からなる通常
の大豆油の精製工程に加えて、脱ガム工程より
後、脱臭工程より前に、活性炭を用いて不けん化
物を吸着除去する操作を少なくとも4回繰り返す
ことにより、精製大豆油中の不けん化物含量を
0.1重量%以下に減少せしめることを特徴とする
精製大豆油の風味劣化防止方法。 2 上記方法により得られる精製大豆油にトコフ
エロールを添加する特許請求の範囲第1項記載の
方法。
[Scope of Claims] 1. In addition to the usual soybean oil refining process consisting of degumming, deacidification, decolorization, and deodorization processes, activated carbon is used to remove unsaponifiables after the degumming process and before the deodorization process. By repeating the adsorption and removal operation at least four times, the unsaponifiable content in refined soybean oil can be reduced.
A method for preventing flavor deterioration of refined soybean oil, characterized by reducing the flavor to 0.1% by weight or less. 2. The method according to claim 1, wherein tocopherols are added to the refined soybean oil obtained by the above method.
JP6186779A 1979-05-19 1979-05-19 Purified soy bean oil flavor degredation preventing method Granted JPS55155095A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP6186779A JPS55155095A (en) 1979-05-19 1979-05-19 Purified soy bean oil flavor degredation preventing method

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP6186779A JPS55155095A (en) 1979-05-19 1979-05-19 Purified soy bean oil flavor degredation preventing method

Publications (2)

Publication Number Publication Date
JPS55155095A JPS55155095A (en) 1980-12-03
JPS6243477B2 true JPS6243477B2 (en) 1987-09-14

Family

ID=13183495

Family Applications (1)

Application Number Title Priority Date Filing Date
JP6186779A Granted JPS55155095A (en) 1979-05-19 1979-05-19 Purified soy bean oil flavor degredation preventing method

Country Status (1)

Country Link
JP (1) JPS55155095A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2019137747A (en) * 2018-02-08 2019-08-22 日清オイリオグループ株式会社 Manufacturing method of purified soybean oil, purified soybean oil, and method for improving full bodied flavor of purified soybean oil

Also Published As

Publication number Publication date
JPS55155095A (en) 1980-12-03

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