JPS62181398A - Purification of fish oil or marine animal oils and fats - Google Patents
Purification of fish oil or marine animal oils and fatsInfo
- Publication number
- JPS62181398A JPS62181398A JP2466786A JP2466786A JPS62181398A JP S62181398 A JPS62181398 A JP S62181398A JP 2466786 A JP2466786 A JP 2466786A JP 2466786 A JP2466786 A JP 2466786A JP S62181398 A JPS62181398 A JP S62181398A
- Authority
- JP
- Japan
- Prior art keywords
- fish oil
- fats
- purification
- marine animal
- silica gel
- 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.)
- Pending
Links
- 235000021323 fish oil Nutrition 0.000 title claims description 21
- 238000000746 purification Methods 0.000 title description 6
- 235000014593 oils and fats Nutrition 0.000 title description 3
- 239000010775 animal oil Substances 0.000 title 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 11
- 239000000741 silica gel Substances 0.000 claims description 11
- 229910002027 silica gel Inorganic materials 0.000 claims description 11
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- 238000007670 refining Methods 0.000 claims description 5
- 235000019737 Animal fat Nutrition 0.000 claims description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 239000003925 fat Substances 0.000 description 4
- 235000019197 fats Nutrition 0.000 description 4
- 125000005456 glyceride group Chemical group 0.000 description 4
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 description 3
- 239000004927 clay Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 238000004042 decolorization Methods 0.000 description 3
- 238000004332 deodorization Methods 0.000 description 3
- 235000019688 fish Nutrition 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 230000009965 odorless effect Effects 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 241000251468 Actinopterygii Species 0.000 description 2
- 241000283203 Otariidae Species 0.000 description 2
- 241000283216 Phocidae Species 0.000 description 2
- 241000269821 Scombridae Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 235000020669 docosahexaenoic acid Nutrition 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 235000020640 mackerel Nutrition 0.000 description 2
- 239000011325 microbead Substances 0.000 description 2
- 239000004005 microsphere Substances 0.000 description 2
- 235000019512 sardine Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 241000972773 Aulopiformes Species 0.000 description 1
- 241000283254 Balaenoptera acutorostrata Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 206010008132 Cerebral thrombosis Diseases 0.000 description 1
- 241000555825 Clupeidae Species 0.000 description 1
- 241001454694 Clupeiformes Species 0.000 description 1
- 241000239366 Euphausiacea Species 0.000 description 1
- 241000276438 Gadus morhua Species 0.000 description 1
- 201000001429 Intracranial Thrombosis Diseases 0.000 description 1
- 241001417902 Mallotus villosus Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000283201 Odobenidae Species 0.000 description 1
- 241001125046 Sardina pilchardus Species 0.000 description 1
- 241001274979 Selenotoca multifasciata Species 0.000 description 1
- 208000007536 Thrombosis Diseases 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000019513 anchovy Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- AGYPDMBPXLMXEL-UHFFFAOYSA-N caberine Natural products COc1ccc2c(c1)N(C)C3C4CC5C(C(=O)O)C23CCN4CC56OC6C AGYPDMBPXLMXEL-UHFFFAOYSA-N 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229940090949 docosahexaenoic acid Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 208000010125 myocardial infarction Diseases 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000019515 salmon Nutrition 0.000 description 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
(al産業上の利用分野
本発明は多価不飽和脂肪酸、特にエイコサペンクエン酸
(以下EPAという)およびドコサヘキサエン酸(以下
D HAという)などの比較的分子量が大きく不飽和度
の高い脂肪酸を含有する魚油または海産動物油脂(以下
両者を総称して単に魚油という)中の有色成分、有臭成
分を除去し、精製する方法に関する。DETAILED DESCRIPTION OF THE INVENTION (AlIndustrial Field of Application) The present invention is directed to polyunsaturated fatty acids, particularly polyunsaturated fatty acids with relatively large molecular weights such as eicosapencitric acid (hereinafter referred to as EPA) and docosahexaenoic acid (hereinafter referred to as DHA). The present invention relates to a method for removing and refining colored components and odorous components in fish oil or marine animal fat (hereinafter both are collectively referred to simply as fish oil) containing highly unsaturated fatty acids.
(bl従来の技術
前記多価不飽和脂肪酸、特にU!、PAおよびD HA
は血小板の凝集を抑制し、血栓の生成を防ぐ働きがあり
、心筋梗塞、脳血栓の予防上有効な物質として知られて
いる。(bl PRIOR ART) The polyunsaturated fatty acids, especially U!, PA and D HA
has the function of suppressing platelet aggregation and preventing the formation of blood clots, and is known as an effective substance in preventing myocardial infarction and cerebral thrombosis.
このことから、最近では食品、化粧品、医薬品工業への
使用が増えている。For this reason, its use in the food, cosmetics, and pharmaceutical industries has recently increased.
このような多価不飽和脂肪酸はイワシ、サバ。Such polyunsaturated fatty acids are found in sardines and mackerel.
マグロ、バタバタ、タラ、シシャモ、サケ、カベリン、
アンチョビなどの魚類、アシカ、アザラシ。Tuna, butterfish, cod, capelin, salmon, caberin,
Fish such as anchovies, sea lions, and seals.
トド、オットセイ、セイウチ、ミンククジラなどの海産
動物、オキアミなどの動物性プランクトン類の脂や肉か
ら得られる油脂中に数」−%程度含まれている。It is contained in approximately several percent of fats and oils obtained from the fat and meat of marine animals such as sea lions, fur seals, walruses, and minke whales, and zooplankton such as krill.
然るに、これらの二重結合を4個以上有する多価不飽和
脂肪酸のグリセリドを含む油脂は極めて不安定である。However, fats and oils containing glycerides of polyunsaturated fatty acids having four or more double bonds are extremely unstable.
また、この油脂は魚臭といわれる不快な臭が強く、低級
脂肪酸、低級アルデヒド。In addition, this oil has a strong unpleasant odor called fishy odor, and is composed of lower fatty acids and lower aldehydes.
低級アミンなどの悪臭成分を多く含んでおり、色も濃色
である。It contains many malodorous components such as lower amines and is dark in color.
これらの油脂は、従来、常法の水圀気蒸留1分子蒸留、
活性炭処理、酸性白土処理などによる精製が行なわれて
きた。Conventionally, these oils and fats are produced by single molecule distillation using conventional methods such as hydro-steam distillation,
Purification has been carried out by activated carbon treatment, acid clay treatment, etc.
(C)発明が解決しようとする問題点
しかしながら、多価不飽和脂肪酸のグリセリドを含有す
る魚油は前記の如く不安定であるため従来の精製法のよ
うに加熱工程を経るものでは、二重結合が消失し、EP
Aなどの含有量が減るという難点がある。しかも魚臭の
強いものであるため、従来の精製法では魚臭の残存がみ
られ、完全な脱臭が達成できない。また、有色成分にお
いても残存がみられ、完全に無色にすることは困難であ
る。(C) Problems to be Solved by the Invention However, since fish oil containing glycerides of polyunsaturated fatty acids is unstable as described above, it is difficult to bond double disappeared, EP
There is a drawback that the content of A and the like decreases. Moreover, since it has a strong fish odor, conventional purification methods leave a residual fish odor and cannot achieve complete deodorization. In addition, residual colored components are also observed, making it difficult to make them completely colorless.
このことから従来の精製法では高い精製度の要求される
食品、化粧品、医薬品工業への使用は難しいのが実情で
あった。For this reason, it has been difficult to use conventional purification methods in the food, cosmetics, and pharmaceutical industries, which require a high degree of purification.
本発明の目的は、従って上記のような用途へも適するよ
うな、無色、無臭の魚油を得ることができる精製法を提
供することにある。Therefore, an object of the present invention is to provide a purification method capable of obtaining colorless and odorless fish oil, which is also suitable for the above-mentioned uses.
fd1問題点を解決するための手段
本発明者らは、かかる目的を達成すべく鋭意研究の結果
、これらの油脂をシリカゲルと接触させると、有色およ
び有臭成分が選択的にシリカゲルに吸着し、しかも油脂
は吸着されにくいことを見出した。Means for Solving the FD1 Problem The inventors of the present invention have conducted extensive research to achieve the above objective, and have found that when these oils and fats are brought into contact with silica gel, colored and odorous components are selectively adsorbed to the silica gel. Moreover, it was discovered that fats and oils are difficult to adsorb.
本発明は、このような知見に基づいて完成されたもので
、多価不飽和脂肪酸台■の高い魚油に溶剤を加え、シリ
カゲルと接触させて有色成分および有臭成分を除去する
ことを特徴とする前記魚油の精製法である。The present invention was completed based on such knowledge, and is characterized by adding a solvent to fish oil with a high polyunsaturated fatty acid content and bringing it into contact with silica gel to remove colored components and odor components. This is a method for refining the fish oil.
本発明で使用するシリカゲルの粒子の形状は、180〜
500μmの球状のものが好ましい。市販のものとして
は、マイクロビーズ4B(富士デヴイソン(株)製)、
マイクロスフエヤーゲル(旭硝子(株)製)などのシリ
カゲルが挙げられる。The shape of the silica gel particles used in the present invention is 180~
Preferably, it has a spherical shape of 500 μm. Commercially available products include Microbeads 4B (manufactured by Fuji Davison Co., Ltd.);
Examples include silica gel such as Microsphere Gel (manufactured by Asahi Glass Co., Ltd.).
本発明で使用する溶剤としては、石油エーテル。The solvent used in the present invention is petroleum ether.
ヘキサンなどの炭化水素系溶剤が望ましく、これらの混
合物を用いることもできる。これらの溶剤の使用量は、
前記魚油に対して1〜10倍量が好ましい。接触温度に
は特に制限はないが、溶剤の沸点以下であることが必要
である。また前記魚油と溶剤の混合物をシリカゲルと接
触させる時間としては0.5〜4時間の範囲が好ましい
。Hydrocarbon solvents such as hexane are preferred, and mixtures thereof can also be used. The amount of these solvents used is
The amount is preferably 1 to 10 times the amount of the fish oil. There are no particular restrictions on the contact temperature, but it must be below the boiling point of the solvent. Further, the time for contacting the mixture of fish oil and solvent with silica gel is preferably in the range of 0.5 to 4 hours.
本発明の精製法は、未精製の原油に対して適用されるほ
か、従来法により精製された魚油に対して適用すれば、
さらに品質の優れた精製油が得られる。The refining method of the present invention can be applied not only to unrefined crude oil but also to fish oil refined by conventional methods.
Furthermore, refined oil of superior quality can be obtained.
(e)実施例
実施例I
EPAのグリセリドを含有する主成分がイワシ油である
魚油500gを2.51のヘキサンに溶解し、シリカゲ
ル(マイクロビーズ4B、富士デヴイソン(株)製)1
000gを加えて30’Cの条件下で2時間攪拌し、脱
色、脱臭処理を行う。得られた処理液からシリカゲルの
除去、およびヘキサンの蒸留を行い、無色・無臭の精製
魚油425gを得た。(e) Examples Example I 500 g of fish oil containing EPA glycerides and whose main component is sardine oil was dissolved in 2.51 g of hexane, and 1 ml of silica gel (Microbeads 4B, manufactured by Fuji Davison Co., Ltd.) was dissolved.
000g was added and stirred for 2 hours at 30'C to perform decolorization and deodorization treatment. The silica gel was removed from the resulting treatment liquid, and hexane was distilled to obtain 425 g of colorless and odorless purified fish oil.
実施例2
EPAのグリセリドを含有する主成分がサバ油である魚
油1 kgを51の石油エーテルに溶解し、シリカゲル
(マイクロスフエヤーゲル・旭硝子(株)製)2kgを
加えて20℃の条件下で3時間攪拌し、脱色、脱臭処理
を行う。得られた処理液からシリカゲルの除去および石
油エーテルの留去を行い、無色、無臭の精製魚油860
gを得た。Example 2 1 kg of fish oil containing EPA glyceride and whose main component is mackerel oil was dissolved in 51 petroleum ether, 2 kg of silica gel (Microsphere Gel, manufactured by Asahi Glass Co., Ltd.) was added, and the mixture was heated at 20°C. Stir for 3 hours for decolorization and deodorization. The silica gel was removed and the petroleum ether was distilled off from the resulting treated solution, resulting in colorless and odorless purified fish oil 860.
I got g.
比較例1
実施例1の魚油500gに白土:活性炭−2=1(7)
混合物2%を加え、100−110℃テ30分間加熱、
攪拌した後、セライH,2%を用いて白土を除去し、脱
色を行った。次いで減圧下に水薫気を吹き込みながら、
140〜150’Cで30分間加熱して脱臭し、精製魚
油450gを得た。Comparative Example 1 500g of fish oil from Example 1 and white clay: activated carbon -2 = 1 (7)
Add 2% of the mixture and heat at 100-110℃ for 30 minutes.
After stirring, the white clay was removed using Cerai H, 2%, and decolorization was performed. Next, while blowing water fumes under reduced pressure,
The mixture was deodorized by heating at 140-150'C for 30 minutes to obtain 450 g of purified fish oil.
比較例2
実施例2の魚油1 kgに対し、比較例1と同様の処理
を施し、精製魚油900gを得た。Comparative Example 2 1 kg of the fish oil of Example 2 was treated in the same manner as in Comparative Example 1 to obtain 900 g of purified fish oil.
以上の各精製油の色度およびにおいを測定した結果を表
−1に示す。Table 1 shows the results of measuring the chromaticity and odor of each of the above refined oils.
表−1
(「)発明の効果
本発明によれば、従来の精製法では得ることが困難であ
った無色で魚臭のない、多価不飽和脂肪酸含量の高い魚
油を製造することができ、このものは食品、化粧品、医
薬品などの分野に使用することができる。Table 1 (') Effects of the Invention According to the present invention, it is possible to produce fish oil with a high content of polyunsaturated fatty acids, which is colorless and has no fishy odor, which was difficult to obtain using conventional refining methods. This product can be used in fields such as food, cosmetics, and medicine.
Claims (1)
油脂に溶剤を加え、シリカゲルと接触させて有色成分お
よび有臭成分を除去することを特徴とする前記魚油また
は海産動物油脂の精製法。(1) A method for refining fish oil or marine animal fat that is characterized by adding a solvent to fish oil or marine animal fat with a high content of polyunsaturated fatty acids, and bringing the mixture into contact with silica gel to remove colored components and odorous components.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2466786A JPS62181398A (en) | 1986-02-06 | 1986-02-06 | Purification of fish oil or marine animal oils and fats |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2466786A JPS62181398A (en) | 1986-02-06 | 1986-02-06 | Purification of fish oil or marine animal oils and fats |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS62181398A true JPS62181398A (en) | 1987-08-08 |
Family
ID=12144491
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2466786A Pending JPS62181398A (en) | 1986-02-06 | 1986-02-06 | Purification of fish oil or marine animal oils and fats |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS62181398A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0216195A (en) * | 1988-05-02 | 1990-01-19 | Kabivitrum Ab | Purification of fish oil |
US5013443A (en) * | 1989-01-23 | 1991-05-07 | Nihon Bunko Kogyo Kabushiki Kaisha | Extraction and separation method and apparatus using supercritical fluid |
JPH04306295A (en) * | 1991-04-03 | 1992-10-29 | Takeo Yoshimura | Separation of docosahexaenoic acid(dha) and eicosapentaenoic acid(epa) from skin of tuna |
JP2017006123A (en) * | 2015-06-19 | 2017-01-12 | ジアングス フーシェン バイオテクノロジー有限公司 | Method for improving or maintaining stable state in edible oil oxidation reaction |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5212202A (en) * | 1975-07-21 | 1977-01-29 | Nagayoshi Konno | Door lifter for coke furnace |
JPS56166820A (en) * | 1980-05-23 | 1981-12-22 | Kureha Chemical Ind Co Ltd | Cup for regenerating edible oil |
JPS5850195Y2 (en) * | 1978-10-31 | 1983-11-15 | 鷺宮ジョンソンコントロ−ルズ株式会社 | Unit switch for fan coil |
-
1986
- 1986-02-06 JP JP2466786A patent/JPS62181398A/en active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5212202A (en) * | 1975-07-21 | 1977-01-29 | Nagayoshi Konno | Door lifter for coke furnace |
JPS5850195Y2 (en) * | 1978-10-31 | 1983-11-15 | 鷺宮ジョンソンコントロ−ルズ株式会社 | Unit switch for fan coil |
JPS56166820A (en) * | 1980-05-23 | 1981-12-22 | Kureha Chemical Ind Co Ltd | Cup for regenerating edible oil |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0216195A (en) * | 1988-05-02 | 1990-01-19 | Kabivitrum Ab | Purification of fish oil |
US5013443A (en) * | 1989-01-23 | 1991-05-07 | Nihon Bunko Kogyo Kabushiki Kaisha | Extraction and separation method and apparatus using supercritical fluid |
JPH04306295A (en) * | 1991-04-03 | 1992-10-29 | Takeo Yoshimura | Separation of docosahexaenoic acid(dha) and eicosapentaenoic acid(epa) from skin of tuna |
JP2017006123A (en) * | 2015-06-19 | 2017-01-12 | ジアングス フーシェン バイオテクノロジー有限公司 | Method for improving or maintaining stable state in edible oil oxidation reaction |
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