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JP4496754B2 - Oil and fat purification method - Google Patents
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JP4496754B2 - Oil and fat purification method - Google Patents

Oil and fat purification method Download PDF

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JP4496754B2
JP4496754B2 JP2003361595A JP2003361595A JP4496754B2 JP 4496754 B2 JP4496754 B2 JP 4496754B2 JP 2003361595 A JP2003361595 A JP 2003361595A JP 2003361595 A JP2003361595 A JP 2003361595A JP 4496754 B2 JP4496754 B2 JP 4496754B2
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立志 田中
伸浩 岡島
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Description

本発明は高度不飽和含有油脂の精製方法に関するものである。   The present invention relates to a method for purifying highly unsaturated oils and fats.

本発明は、食用油脂の精製方法に関する。詳しくは、α−リノレン酸、エイコサペンタエン酸(EPA)、ドコサヘキサエン酸(DHA)、アラキドン酸など、脂肪酸残基に二重結合が3個以上の高度不飽和脂肪酸を含有する油脂の精製方法および該精製方法によって製造される食用油脂に関する。   The present invention relates to a method for purifying edible fats and oils. Specifically, a method for purifying oils and fats containing highly unsaturated fatty acids having 3 or more double bonds in fatty acid residues, such as α-linolenic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), and arachidonic acid, and the like The present invention relates to edible fats and oils produced by a purification method.

近年脂質栄養学の研究が進み、EPAやDHAなどの高度不飽和脂肪酸(高度不飽和脂肪酸)の摂取が動脈硬化、心筋梗塞、脳卒中、痴呆症などの生活習慣病の予防に有効であることが数多くの報告から明らかとなっている。高度不飽和脂肪酸は健康維持に必要である一方で、多くの二重結合を含んでいるため酸化が非常に速く、保存中に過酸化脂質が形成され易い欠点がある(生体内では逆に、高度不飽和脂肪酸が多く存在すると酸化防止に関連する酵素活性が高まると言われている)。   In recent years, studies on lipid nutrition have advanced, and intake of highly unsaturated fatty acids (highly unsaturated fatty acids) such as EPA and DHA is effective in preventing lifestyle-related diseases such as arteriosclerosis, myocardial infarction, stroke, and dementia. It is clear from numerous reports. While polyunsaturated fatty acids are necessary for health maintenance, they contain many double bonds, so they oxidize very quickly, and lipid peroxides are easily formed during storage (in contrast, in vivo, It is said that the presence of a large amount of highly unsaturated fatty acids increases the enzyme activity related to antioxidants).

過酸化脂質とはヒドロぺルオキシ基(−OOH)を有する脂質であり、熱・光・遷移金属の作用で容易に脂質のフリーラジカルとなり、そのフリーラジカルは新たな過酸化脂質とフリーラジカルを形成する。この様に過酸化脂質は自触媒的にラジカル連鎖反応を引き起こし、その結果、油脂中の過酸化脂質は急激に増大することになる。過酸化脂質の含量は過酸化物価(POV)として評価される。そして過酸化脂質のフリーラジカルは、活性酸素と同様に遺伝子の損傷や細胞の老化など、生体への悪影響を及ぼすため、過酸化脂質の発生を抑制することによる酸化防止は、特に精製魚油などの高度不飽和脂肪酸含有油脂を取り扱う上で重要な課題である。   Lipid peroxide is a lipid having a hydroperoxy group (-OOH), and easily becomes a free radical of lipid by the action of heat, light, and transition metal, and the free radical forms a new radical with lipid peroxide. To do. In this way, lipid peroxide causes a radical chain reaction in an autocatalytic manner, and as a result, the lipid peroxide in fats and oils increases rapidly. The content of lipid peroxide is evaluated as the peroxide value (POV). Lipid peroxide free radicals, like active oxygen, have adverse effects on the body, such as gene damage and cell aging. Antioxidation by suppressing the generation of lipid peroxide is particularly effective for purified fish oil. This is an important issue in handling highly unsaturated fatty acid-containing fats and oils.

食用油脂の酸化防止方法として、酸素との遮断やトコフェロール(ビタミンE)などの抗酸化剤の添加が一般的に行われている。精製魚油の酸化抑制には抗酸化剤の添加と不活性ガスによるシールに加えて、冷蔵・冷凍での保存が行われているが、あくまでも酸化の遅延である。油脂中に過酸化脂質がわずかでも残存していれば、過酸化脂質の自触媒的なラジカル連鎖反応を阻止することは困難であり、無酸素状態でも油脂の酸化は徐々に進行する。   As a method for preventing oxidation of edible fats and oils, blocking with oxygen and addition of an antioxidant such as tocopherol (vitamin E) are generally performed. In order to suppress the oxidation of refined fish oil, in addition to adding an antioxidant and sealing with an inert gas, refrigeration and freezing are performed, but this is only a delay in oxidation. If even a small amount of lipid peroxide remains in the fat and oil, it is difficult to prevent the autocatalytic radical chain reaction of the lipid peroxide, and the oxidation of the fat and oil proceeds gradually even in the absence of oxygen.

従って、魚油などの高度不飽和脂肪酸含有油脂の酸化安定性を向上させるにはラジカル連鎖反応の引き金となる過酸化脂質を完全に除去すること、即ち、精製油脂のPOVをゼロにすることが酸化防止において最も有効であり、その上で抗酸化剤などの酸化抑制の手法が効を奏すると言える。   Therefore, in order to improve the oxidation stability of highly unsaturated fatty acid-containing fats and oils such as fish oil, it is necessary to completely remove the lipid peroxide that triggers the radical chain reaction, that is, to make the POV of the refined fats and oils zero. It is most effective in prevention, and on that basis, it can be said that a method of suppressing oxidation such as an antioxidant is effective.

従来から、油脂の脱色工程において活性白土により過酸化脂質が低減することは知られており、高度不飽和脂肪酸を含有しない一般的な動植物油脂は従来の精製方法によってPOVを0.3meq/kg以下のレベルに低下させることができる。しかし、魚油などの高度不飽和脂肪酸含有油脂は原油のPOVがもともと高く、特に魚油は加熱粉砕した魚体から搾油されるのが一般的であり、臭気や酸化促進の原因となるタンパク質やヘム化合物も多く混在しており、この様な油脂の品質に悪影響を及ぼす不純物質をは魚油の精製において効率的に除去しなければ、POVの十分な低下や臭気及び風味の改善は困難である。   Conventionally, it is known that lipid peroxide is reduced by activated clay in the decolorization process of fats and oils, and general animal and vegetable fats and oils that do not contain highly unsaturated fatty acids have a POV of 0.3 meq / kg or less by conventional purification methods. Can be reduced to the level of However, oils and fats containing highly unsaturated fatty acids such as fish oil are originally high in crude POV, and fish oil is generally squeezed from heat-pulverized fish, and there are proteins and heme compounds that cause odor and oxidation promotion. Many impurities are mixed, and it is difficult to sufficiently reduce POV and improve odor and flavor unless such impurities that adversely affect the quality of fats and oils are efficiently removed in the purification of fish oil.

これまで通常食用油脂の精製は、魚油・動物油・植物油に関わらず、脱ガム・脱酸・脱色・脱臭の順に行われている。脱ガムとは、油脂に溶存するリン脂質などのガム質をリン酸などの酸処理により水和し、沈殿したガム質を遠心分離機で除去する工程である。油脂にガム質が存在すると加熱による着色など品質劣化の原因となる。脱酸とは、油脂に含まれる遊離脂肪酸を苛性ソーダなどのアルカリで中和して、生じたセッケンを遠心分離などで除去する工程である。遊離脂肪酸は油脂の劣化である加水分解によって生じ、酸価(AV)として遊離脂肪酸の残存量が示される。脱色とは、脱ガムや脱酸で除去されなかった色素成分や他の微量成分を、活性白土等で吸着除去する工程である。脱臭とは、油脂を高真空下で200℃以上に加熱して水蒸気を吹き込むことにより臭気の原因となる揮発性成分を蒸留除去する工程である。この工程は、水蒸気蒸留とも呼ばれ、食用油脂の精製の最終工程である。前述した様に魚油はもともと過酸化脂質や不純物質が多いため、通常の精製方法ではこれらの成分を十分に除去することは困難であった。   So far, edible fats and oils have been refined in the order of degumming, deoxidation, decolorization and deodorization regardless of fish oil, animal oil or vegetable oil. Degumming is a step of hydrating gums such as phospholipids dissolved in fats and oils by acid treatment such as phosphoric acid and removing the precipitated gums with a centrifuge. If a gummy substance exists in fats and oils, it will cause quality deterioration, such as coloring by heating. Deoxidation is a process in which free fatty acids contained in fats and oils are neutralized with an alkali such as caustic soda, and the resulting soap is removed by centrifugation or the like. Free fatty acids are produced by hydrolysis, which is the deterioration of fats and oils, and the remaining amount of free fatty acids is indicated as the acid value (AV). Decolorization is a process of adsorbing and removing pigment components and other trace components that have not been removed by degumming or deoxidation using activated clay. Deodorization is a process of distilling off volatile components that cause odor by heating oil and fat to 200 ° C. or higher under high vacuum and blowing water vapor. This process is also called steam distillation and is the final process of refining edible fats and oils. As described above, since fish oil originally has a large amount of lipid peroxide and impurities, it has been difficult to remove these components sufficiently by ordinary purification methods.

魚油の精製方法として、例えば、シリカゲルによる精製方法(特許文献1)、極性の多孔性樹脂による精製方法(特許文献2、特許文献3)、高吸水性樹脂による精製方法(特許文献4)、ケイソウ土による精製方法(特許文献5)などの吸着剤を用いる方法などが考案されている。しかしながら、魚油の精製に有効な上記吸着剤はいずれも高価な素材であり、再生利用も可能であるものの生産上の負荷が大きく、精製魚油の製造が高コストとなる要因であった。   As a method for purifying fish oil, for example, a purification method using silica gel (Patent Document 1), a purification method using a polar porous resin (Patent Documents 2 and 3), a purification method using a superabsorbent resin (Patent Document 4), diatom A method using an adsorbent, such as a soil purification method (Patent Document 5), has been devised. However, any of the adsorbents effective for refining fish oil is an expensive material, and although it can be recycled, the production load is large and the production of the refined fish oil is a factor.

また、精製後の油脂の酸化防止には酸化防止剤が有効であり、種々の酸化防止剤、抑臭剤、マスキング剤が考案されている(例えば特許文献6、特許文献7)が、いずれも魚油戻り臭に対しては一時的な効果しかなく、持続力を有しない。一般的な酸化防止剤、抑臭剤として、すでに天然トコフェロール、BHA(ブチルヒドロキシアニソール)、BHT(ブチルヒドロキシトルエン)、クエン酸、アスコルビン酸、アスコルビン酸脂肪酸エステル等が用いられているが、これらは魚油の戻り臭には効果が少ない。また市販されている製剤は、脱臭後に不活性ガスの存在下で添加する必要があるため、作業性が悪く、さらに製剤の中には油脂に添加すると濁りを生じ、外観を悪くし商品価値を低下させるものもあり、使用できない。   In addition, antioxidants are effective for preventing the oxidation of oils after purification, and various antioxidants, deodorants, and masking agents have been devised (for example, Patent Document 6 and Patent Document 7). It has only a temporary effect on fish oil return odor and has no lasting power. As general antioxidants and deodorants, natural tocopherol, BHA (butylhydroxyanisole), BHT (butylhydroxytoluene), citric acid, ascorbic acid, ascorbic acid fatty acid ester, etc. are already used. It has little effect on the return odor of fish oil. In addition, commercially available preparations need to be added in the presence of an inert gas after deodorization, so workability is poor, and some preparations become cloudy when added to fats and oils, resulting in poor appearance and commercial value. Some of them can be lowered and cannot be used.

特許文献8には脱臭前に茶抽出物およびトコフェロール、アスコルビン酸を添加する方法が示されているが、本発明のように脱酸後のリン酸処理による過酸化物の分解や、リン酸処理後の活性炭処理による鉄分の除去を行っていないため、トコフェロールの種類も限定され、またアスコルビン酸を使用するためマーガリンなどの乳化系の製品を作製した際に水中の鉄分と結合し、油脂の酸化を促進する可能性がある。また、茶抽出物の添加による着色といった問題もあった。
特開昭62−181398号公報 特開平5−331487号公報 特開平8−302382号公報 特開平8−311481号公報 特開平9−137182号公報 特開平2−55785号公報 特開平3−100093号公報 特開平5−287294号公報
Patent Document 8 discloses a method of adding a tea extract, tocopherol, and ascorbic acid before deodorization. However, as in the present invention, decomposition of peroxide by phosphoric acid treatment after deoxidation or phosphoric acid treatment Since the iron content is not removed by subsequent activated carbon treatment, the types of tocopherols are limited, and ascorbic acid is used, so when emulsified products such as margarine are produced, they bind to iron in water and oxidize fats and oils. There is a possibility of promoting. There was also a problem of coloring due to the addition of tea extract.
Japanese Patent Laid-Open No. 62-181398 JP-A-5-331487 JP-A-8-302382 JP-A-8-311481 JP-A-9-137182 JP-A-2-55785 Japanese Patent Laid-Open No. 3-100093 JP-A-5-287294

本発明の目的は、魚油などの高度不飽和脂肪酸を含有する食用油脂の精製において高価な吸着剤を必要とせず、酸化安定性があり、戻り臭がなく、風味の良好な高度不飽和脂肪酸含有油脂を安価に提供することである。さらに茶抽出物を添加して脱臭した際の着色を抑えることである。   The object of the present invention is to contain edible fats and oils containing highly unsaturated fatty acids such as fish oil, without expensive adsorbents, having oxidative stability, no return odor and good flavor containing highly unsaturated fatty acids. It is to provide fats and oils at low cost. Furthermore, it is to suppress coloring when adding tea extract and deodorizing.

本発明者らは上記課題を解決するために鋭意研究を重ねた結果、従来の脱ガム工程におけるリン酸処理では、魚油の場合に着色成分が生成するが、その成分はガム質とは異なる成分であることが示唆され、そこでリン酸で着色した成分を吸着剤で除去する方法(脱色)を検討したところ、活性白土では着色成分を除去することができず、活性炭により脱色することで着色成分を吸着除去できることが判った。また、着色成分吸着除去直後のPOVが極めてゼロに近い値となっており、さらには脱臭工程時に特定のロビボンドカラー値を有する茶抽出物を特定量添加することで、魚油など高度不飽和脂肪酸を含有する油脂の戻り臭を長期にわたり抑制できることを見出し、本発明の完成に至った。   As a result of intensive studies to solve the above problems, the present inventors have produced a colored component in the case of fish oil in the phosphoric acid treatment in the conventional degumming step, but the component is a component different from the gum quality Therefore, when the method of removing the component colored with phosphoric acid with the adsorbent (decolorization) was studied, the colored component could not be removed with activated clay, but the colored component was decolorized with activated carbon. It was found that can be removed by adsorption. In addition, POV immediately after removal of colored components is very close to zero, and by adding a specific amount of tea extract having a specific robibond color value during the deodorization process, highly unsaturated fatty acids such as fish oil It has been found that the return odor of fats and oils containing can be suppressed over a long period of time, and the present invention has been completed.

即ち本発明の第1は、油脂を脱酸処理後にリン酸処理し、その後、活性炭処理し、更に脱臭処理することを特徴とする10重量%以上の高度不飽和脂肪酸を含有する食用油脂の精製方法であって、油脂100重量部に対して、水100重量部に対して0.1重量部溶解させた時のロビボンドカラー値が黄色2.5以下、赤色1.4以下である茶抽出物0.005〜0.5重量部を乳化剤と共に、溶剤に溶解したものを、前記活性炭処理後、脱臭処理前に添加し、160℃以上、260℃以下で脱臭することを特徴とする10重量%以上の高度不飽和脂肪酸を含有する食用油脂の精製方法に関する。好ましくは脱臭前に、さらにトコフェロール0.01〜1.0重量部を添加することを特徴とする上記記載の10重量%以上の高度不飽和脂肪酸を含有する食用油脂の精製方法に関する。
That is, the first of the present invention is the purification of edible fats and oils containing 10% by weight or more of highly unsaturated fatty acids, characterized in that the fats and oils are subjected to phosphoric acid treatment after deoxidation treatment, then activated carbon treatment and further deodorization treatment. A method for extracting tea with 100 parts by weight of fats and oils and 0.1 parts by weight of water and 100 parts by weight of water, with a Robibond color value of 2.5 or less yellow and 1.4 or less red things 0.005-0.5 parts by weight with the emulsifier, those dissolved in a solvent, after the activated carbon treatment, was added before deodorization treatment, 160 ° C. or higher, 10 wt, characterized in that the deodorization at 260 ° C. or less The present invention relates to a method for purifying edible fats and oils containing at least% highly unsaturated fatty acids . Preferably , the present invention relates to a method for purifying edible fats and oils containing 10% by weight or more of highly unsaturated fatty acid, wherein 0.01 to 1.0 part by weight of tocopherol is further added before deodorization.

本発明の精製方法により、脱臭直後の油脂の酸化劣化を防ぐことができ、また茶抽出物の添加による油脂の着色を防ぐことができる。これらの方法により着色が無く、長期に渡り風味良好な高度不飽和脂肪酸含有油脂を得ることが出来る。   By the refining method of the present invention, it is possible to prevent oxidative degradation of fats and oils immediately after deodorization, and to prevent coloring of fats and oils due to addition of tea extract. By these methods, it is possible to obtain highly unsaturated fatty acid-containing fats and oils that are not colored and have a good flavor over a long period of time.

以下、本発明を詳細に説明する。本発明に用いることが出来る油脂は、食用であればその種類に特に限定はなく、魚油、動物油脂、植物油脂等あらゆる油脂が挙げられ、少なくとも1種用いることができ、油脂全体中の高度不飽和脂肪酸含量が10重量%以上であれば良い。特にPOVが2.0meq/kg以上である酸化劣化した油脂の過酸化脂質の除去において本発明の効果が発揮され、中でも高度不飽和脂肪酸含量が食用油脂全体中10重量%以上であると、より大きな効果が得られるので好ましく、20重量%以上であると、さらに大きな効果が得られるので好ましく、25重量%以上であると、特に大きな効果が得られるので好ましい。POVが2.0meq/kg未満であれば、従来の精製方法でも過酸化脂質の除去で、製造直後のPOVを0.3meq/kg以下のレベルにまで下げる事が可能である。   Hereinafter, the present invention will be described in detail. The type of fats and oils that can be used in the present invention is not particularly limited as long as they are edible, and examples thereof include all types of fats and oils such as fish oils, animal fats and oils, vegetable fats and oils, and at least one kind can be used. The saturated fatty acid content may be 10% by weight or more. In particular, the effects of the present invention are exhibited in the removal of lipid peroxides from oxidatively deteriorated fats and oils whose POV is 2.0 meq / kg or more. Among them, when the content of highly unsaturated fatty acids is 10% by weight or more in the total edible fats It is preferable because a great effect can be obtained, and is preferably 20% by weight or more, because a larger effect can be obtained. If the POV is less than 2.0 meq / kg, it is possible to reduce the POV immediately after production to a level of 0.3 meq / kg or less by removing lipid peroxide even by a conventional purification method.

また、α−リノレン酸、EPA、DHAなど、油脂の脂肪酸残基に二重結合が3個以上存在する高度不飽和脂肪酸(高度不飽和脂肪酸)を含有する油脂の精製において、本発明の酸化安定(耐酸化性)効果と臭気及び風味改良効果が特に大きく発揮される。中でもEPA、DHAを含有する酸化劣化しやすい魚油の精製に最も適している。魚油としては、イワシ油、マグロ油、サンマ油、サバ油、アジ油、スケソウダラ油などの魚類由来の油脂が例示される。   Further, in the purification of fats and oils containing highly unsaturated fatty acids (polyunsaturated fatty acids) such as α-linolenic acid, EPA, DHA and the like having three or more double bonds in the fatty acid residues of the fats and oils, The (oxidation resistance) effect and the effect of improving odor and flavor are particularly significant. Among them, it is most suitable for refining fish oil containing EPA and DHA which is easily oxidized and deteriorated. Examples of fish oil include fish-derived fats and oils such as sardine oil, tuna oil, saury oil, mackerel oil, horse mackerel oil, and pollock oil.

本発明の油脂の精製フローは、脱酸、リン酸処理、活性炭処理(脱ガム、脱色)、トコフェロール及び茶抽出物の添加、脱臭、の順で行うことが望ましい。以下に、その理由を含めて精製フローを説明する。   The oil and fat purification flow of the present invention is desirably performed in the order of deoxidation, phosphoric acid treatment, activated carbon treatment (degumming, decolorization), addition of tocopherol and tea extract, and deodorization. Hereinafter, the purification flow including the reason will be described.

<脱酸>
従来はまず最初に、脱ガム工程時にリン酸処理を行い、ガム質を水和してできた沈殿物を除去する脱ガム工程を行ない、それから脱酸工程を行うが、本フローではこのようなリン酸による脱ガム工程は行なわず、まず最初に精製前の原料油脂に対し従来法に従って苛性ソーダ等のアルカリによる脱酸工程を行い、油脂に含まれた遊離脂肪酸を除去する。
<Deoxidation>
Conventionally, first, phosphoric acid treatment is performed during the degumming process, the degumming process is performed to remove the precipitate formed by hydrating the gum, and then the deoxidizing process is performed. A degumming step with phosphoric acid is not performed, and first, a raw acid and fat before purification is subjected to a deoxidation step with an alkali such as caustic soda according to a conventional method to remove free fatty acids contained in the fat and oil.

<リン酸処理>
脱酸工程後の原料油脂をリン酸処理することで、油脂中にガム質があればガム質は水和されて沈殿物を生じる。更に油脂中の過酸化脂質が、活性炭に吸着しやすい油溶性物質に変性すると推測される。従来のように脱ガム工程前のリン酸処理だけでは、油脂中の過酸化脂質は一旦活性炭に吸着しやすい油溶性物質に変性するが、次の脱酸工程で再び活性炭に吸着しにくい油溶性物質に変性してしまうものと思われる。従って、脱酸後に必ずリン酸処理を行わないと、本発明の効果は顕著に発現されない。また、リン酸処理した油脂を活性炭処理した後に脱酸を行うと、脱酸工程での加熱により高度不飽和脂肪酸が再び劣化する恐れがある。
<Phosphoric acid treatment>
By subjecting the raw oil and fat after the deoxidation step to a phosphoric acid treatment, if there is a gum in the fat, the gum is hydrated to form a precipitate. Further, it is presumed that lipid peroxide in the oil and fat is denatured into an oil-soluble substance that is easily adsorbed on activated carbon. As in the past, only by phosphoric acid treatment before degumming process, lipid peroxide in fats and oils is once modified into an oil-soluble substance that is easily adsorbed on activated carbon, but it is difficult to adsorb on activated carbon again in the next deoxidation process. It seems to be denatured into a substance. Therefore, unless the phosphoric acid treatment is always performed after deoxidation, the effect of the present invention is not remarkably exhibited. Moreover, when deacidification is performed after the activated fat is treated on the phosphatized fats and oils, the highly unsaturated fatty acid may be deteriorated again by heating in the deoxidation step.

アルカリ脱酸された油脂は、真空下で攪拌しながら好ましくは60℃以上、且つ100℃以下、より好ましくは80℃以上、且つ100℃以下に加熱する。所定の温度に到達後、所定量のリン酸を加え、30分間攪拌する。到達温度が60℃より低いとリン酸による反応が十分に起こらない場合があり、また到達温度の上限は特にないが、100℃以下であればコスト的に有利である。更にアルカリ脱酸された魚油等の二重結合が3個以上の高度不飽和脂肪酸を含有する油脂の場合は、真空下で攪拌しながら60℃以上且つ120℃以下、好ましくは80℃以上、且つ100℃以下に加熱する。到達温度が60℃より低いとリン酸による反応が十分に起こらず、120℃より高いと高度不飽和脂肪酸が劣化する可能性が高くなる。   The alkali-deoxidized fat is preferably heated to 60 ° C. or higher and 100 ° C. or lower, more preferably 80 ° C. or higher and 100 ° C. or lower while stirring under vacuum. After reaching a predetermined temperature, a predetermined amount of phosphoric acid is added and stirred for 30 minutes. If the ultimate temperature is lower than 60 ° C, the reaction with phosphoric acid may not occur sufficiently, and there is no particular upper limit on the ultimate temperature, but if it is 100 ° C or less, it is advantageous in terms of cost. Furthermore, in the case of fats and oils containing 3 or more polyunsaturated fatty acids such as fish oil that has been alkali deoxidized, the oils are 60 ° C. or higher and 120 ° C. or lower, preferably 80 ° C. or higher while stirring under vacuum. Heat to 100 ° C. or lower. When the reached temperature is lower than 60 ° C., the reaction with phosphoric acid does not sufficiently occur.

リン酸の添加は、油脂100重量部に対して好ましくは0.1重量部以上、且つ3重量部以下、更に好ましくは0.5重量部以上、且つ3重量部以下を添加して、真空下あるいは不活性ガス存在下で攪拌する。リン酸の添加量が0.1重量部よりも少ないとリン酸と反応すべき成分が十分に変性せず、その結果、過酸化脂質が完全に除去されない場合がある。また、リン酸を3重量部より多い過剰量添加しても構わないが、次の活性炭処理による脱色工程の障害となり、その為リン酸を取り除く必要性が生じる場合があり、余分なコストもかかる。   The addition of phosphoric acid is preferably 0.1 parts by weight or more and 3 parts by weight or less, more preferably 0.5 parts by weight or more and 3 parts by weight or less based on 100 parts by weight of the fat and oil. Alternatively, stirring is performed in the presence of an inert gas. If the amount of phosphoric acid added is less than 0.1 parts by weight, the component that should react with phosphoric acid is not sufficiently denatured, and as a result, lipid peroxide may not be completely removed. In addition, phosphoric acid may be added in an excess amount of more than 3 parts by weight, but it becomes an obstacle to the decoloring step by the next activated carbon treatment, and therefore it may be necessary to remove phosphoric acid, which also requires extra cost. .

油脂は、脱酸後のリン酸の添加によりほぼ瞬時に変性すると思われる。特に魚油は変性物の量が多く、ほぼ瞬時に暗褐色に着色する。魚油等、脂肪酸残基に二重結合が3個以上の高度不飽和脂肪酸を含有する油脂の場合は、着色の進行が認められなくなるまでリン酸処理を10〜30分間行う。それ以外の油脂の場合も、10〜30分間のリン酸処理で充分である。   Fats and oils seem to be almost instantaneously modified by the addition of phosphoric acid after deoxidation. In particular, fish oil has a large amount of denatured material and is colored dark brown almost instantaneously. In the case of fats and oils containing a highly unsaturated fatty acid having 3 or more double bonds in the fatty acid residue, such as fish oil, phosphoric acid treatment is performed for 10 to 30 minutes until the progress of coloring is not observed. In the case of other fats and oils, the phosphoric acid treatment for 10 to 30 minutes is sufficient.

反応終了後、攪拌を停止すればリン酸は比重が大きい為、速やかに下層に分離する。この際、不活性ガスで加圧して、装置の底部よりリン酸を抜き出しておいた方が、活性炭処理の効率を上げることができる為、コスト的に有利である。なお、本発明において使用するリン酸は特に限定しないが、食品添加物用に使用されている75%濃度のリン酸でよい。   If the stirring is stopped after completion of the reaction, phosphoric acid has a large specific gravity, so it is promptly separated into the lower layer. At this time, pressurizing with an inert gas and extracting phosphoric acid from the bottom of the apparatus is advantageous in terms of cost because the efficiency of the activated carbon treatment can be increased. The phosphoric acid used in the present invention is not particularly limited, but may be 75% phosphoric acid used for food additives.

<活性炭処理(脱ガム、脱色)>
上記リン酸処理が終了後、所定の活性炭を添加してから真空下で20分から60分間の攪拌を行う。液面からの泡立ちが無くなれば脱色は完了である。その後は通常の脱色工程と同様に濾過や圧搾により活性炭を除去する。魚油等、二重結合が3個以上の高度不飽和脂肪酸を含有する油脂の場合は酸化を防ぐために60℃以下に冷却してから濾過することが望ましい。
<Activated carbon treatment (degumming, decolorization)>
After completion of the phosphoric acid treatment, a predetermined activated carbon is added and then stirred for 20 to 60 minutes under vacuum. Decolorization is complete when there is no bubbling from the liquid surface. Thereafter, the activated carbon is removed by filtration or pressing in the same manner as in the normal decolorization step. In the case of fats and oils containing a highly unsaturated fatty acid having 3 or more double bonds such as fish oil, it is desirable to filter after cooling to 60 ° C. or lower in order to prevent oxidation.

活性炭処理に用いる活性炭の種類は特に限定は無く、添加量はリン酸添加前の油脂100重量%に対して0.1重量%以上、且つ5重量%以下、好ましくは0.5重量%以上、且つ5重量%以下である。活性炭の添加量が0.1重量%未満では着色成分である過酸化脂質の除去が不十分な場合がある。活性炭の添加量が5重量%を超えると精製油脂の歩留まりが低下し、また活性炭の容積が非常に大きくなり作業性が悪化する場合があるからである。また活性炭に、活性白土、シリカゲル、ケイソウ土などの吸着剤を併せて使用しても構わない。   The type of activated carbon used for the activated carbon treatment is not particularly limited, and the addition amount is 0.1% by weight or more and 5% by weight or less, preferably 0.5% by weight or more, based on 100% by weight of the fat before adding phosphoric acid, And 5% by weight or less. If the amount of activated carbon added is less than 0.1% by weight, removal of lipid peroxide, which is a coloring component, may be insufficient. This is because if the added amount of activated carbon exceeds 5% by weight, the yield of refined fats and oils decreases, and the volume of the activated carbon becomes very large, resulting in poor workability. Further, the activated carbon may be combined with an adsorbent such as activated clay, silica gel, or diatomaceous earth.

<茶抽出物及びトコフェロールの添加>
次に油脂を脱臭に供する前に、茶抽出物を添加する。好ましくは、より酸化安定性を高める為に、さらにトコフェロールを添加する。茶抽出物やトコフェロールの添加において、添加順など特にその添加方法に限定は無い。本発明における茶抽出物とは、その種類に特に限定は無いが、緑茶、ウーロン茶、紅茶等の茶葉またはその加工品の抽出物が好ましく、それらはエタノールまたは水で抽出したものが好適に用いられる。そして、また脱臭の際にポリフェノールが酸化または重合することにより着色する場合があるため、それら茶抽出物の内、水100重量部に対して0.1重量部溶解したときのロビボンドカラー値が黄色2.5以下、赤色1.4以下である茶抽出物を用いるのが好ましい。特に限定しないが、例えば太陽化学(株)製のサンフェノンBG等が挙げられる。もし、上記ロビボンドカラー値が、上記範囲内にないと精製後の食用油脂に茶抽出物由来の着色が見られる場合がある。そして茶抽出物は添加する際に油に分散する状態になっていれば良く、特に限定はしないが、例えば乳化剤とともに溶剤中に添加し攪拌して溶解したものを好適に用いる。茶抽出物の添加量は、食用油脂100重量部に対して0.005重量部〜0.5重量部が好ましい。0.005重量部以下では酸化防止効果や戻り臭抑制効果が得られない場合があるし、0.5重量部を超えると茶抽出部による濁りが生じる場合がある。
<Addition of tea extract and tocopherol>
Next, before subjecting fats and oils to deodorization, a tea extract is added. Preferably, in order to further improve the oxidative stability, tocopherol is further added. In the addition of tea extract or tocopherol, there is no particular limitation on the addition method such as the order of addition. The type of tea extract in the present invention is not particularly limited, but tea leaves such as green tea, oolong tea, and black tea, or extracts of processed products thereof are preferable, and those extracted with ethanol or water are preferably used. . In addition, since polyphenols may be colored by oxidation or polymerization during deodorization, among these tea extracts, the Robibond color value when 0.1 part by weight is dissolved with respect to 100 parts by weight of water is It is preferable to use a tea extract having a yellow color of 2.5 or less and a red color of 1.4 or less. Although it does not specifically limit, For example, Taiyo Kagaku Co., Ltd. sun phenon BG etc. are mentioned. If the Robibond color value is not within the above range, the edible fat after purification may be colored from the tea extract. The tea extract only needs to be in a state of being dispersed in oil when added, and is not particularly limited. For example, a tea extract which is added to a solvent together with an emulsifier and stirred and dissolved is preferably used. The amount of tea extract added is preferably 0.005 to 0.5 parts by weight per 100 parts by weight of edible fats and oils. If it is 0.005 parts by weight or less, the antioxidant effect and the return odor suppressing effect may not be obtained, and if it exceeds 0.5 parts by weight, turbidity due to the tea extraction part may occur.

本発明に用いる溶剤は茶抽出物を油中に溶解、分散させるためのものであり、特に限定しないが例えばエタノール、中鎖脂肪酸エステルなどが用いられる。これらの溶剤の使用量は、茶抽出物100重量部に対して10重量部〜100重量部用いるのが好ましい。10重量部以下では茶抽出物が十分に分散しない場合があるし、100重量部を超えると脱臭の際に揮発成分が多くなり十分な脱臭効果が得られない場合がある。   The solvent used in the present invention is for dissolving and dispersing the tea extract in oil, and is not particularly limited, and for example, ethanol, medium chain fatty acid ester and the like are used. The amount of these solvents used is preferably 10 to 100 parts by weight with respect to 100 parts by weight of the tea extract. If the amount is less than 10 parts by weight, the tea extract may not be sufficiently dispersed. If the amount exceeds 100 parts by weight, the volatile components may increase during deodorization and a sufficient deodorizing effect may not be obtained.

本発明に用いる乳化剤は茶抽出物を油中に溶解、分散させるためのものであり特に限定しないが、例えばグリセリン脂肪酸エステル、プロピレングリコール脂肪酸エステル、ショ糖脂肪酸エステル、レシチン等があげられる。これらの乳化剤は、茶抽出物100重量部に対して0.01重量部〜100重量部用いるのが好ましい。0.01重量部以下では茶抽出物が油脂に拡散せず析出する場合があるし、100重量部を超えると乳化剤により油脂の風味が劣化する場合がある。   The emulsifier used in the present invention is for dissolving and dispersing the tea extract in oil and is not particularly limited, and examples thereof include glycerin fatty acid ester, propylene glycol fatty acid ester, sucrose fatty acid ester, lecithin and the like. These emulsifiers are preferably used in an amount of 0.01 to 100 parts by weight with respect to 100 parts by weight of tea extract. If the amount is 0.01 parts by weight or less, the tea extract may be deposited without being diffused into the oil or fat, and if it exceeds 100 parts by weight, the flavor of the oil or fat may be deteriorated by the emulsifier.

本発明におけるトコフェロールの種類は特に限定されないが、具体的には理研ビタミン(株)製Eオイル400、Eオイル600などが挙げられる。トコフェロールの添加量は、食用油脂100重量部に対して0.01〜1.0重量部が好ましい。0.01重量部以下では酸化防止効果が得られない場合があるし、1.0重量部を超えるとトコフェロールが開始剤となり逆に油脂の酸化を促進する場合がある。また、茶抽出物、およびトコフェロールは単独で用いるよりも併用した方が効果は高い。   The type of tocopherol in the present invention is not particularly limited, and specific examples include E oil 400 and E oil 600 manufactured by Riken Vitamin Co., Ltd. As for the addition amount of tocopherol, 0.01-1.0 weight part is preferable with respect to 100 weight part of edible fats and oils. If it is 0.01 parts by weight or less, the antioxidant effect may not be obtained, and if it exceeds 1.0 parts by weight, tocopherol may become an initiator and conversely promote the oxidation of fats and oils. Further, the tea extract and tocopherol are more effective when used in combination than when used alone.

<脱臭>
その後、公知の方法に従い、10-3MPa以下の減圧下で水蒸気を吹き込みながら、160℃以上、且つ260℃以下の脱臭温度で操作を行うことが好ましい。260℃を越える高温では油脂が分解する場合があるし、コスト的にも不利である。また、魚油等、脂肪酸残基に二重結合が3個以上の高度不飽和脂肪酸を含有する油脂の場合は、180℃以上、且つ240℃以下の脱臭温度で操作を行うことが好ましい。180℃より低温では臭気成分や遊離脂肪酸の除去が不十分となりる場合があり、240℃を越える高温では高度不飽和脂肪酸の重合が起こり易くなる場合がある。その他の脱臭条件は特に限定は無い。この様にして得られた精製油は、製造直後のPOVが0〜0.2meq/kgとなっている。
<Deodorization>
Thereafter, the operation is preferably performed at a deodorization temperature of 160 ° C. or more and 260 ° C. or less while blowing water vapor under a reduced pressure of 10 −3 MPa or less according to a known method. If the temperature exceeds 260 ° C., the oil and fat may be decomposed, which is disadvantageous in terms of cost. Moreover, in the case of fats and oils containing highly unsaturated fatty acids having 3 or more double bonds in fatty acid residues, such as fish oil, it is preferable to operate at a deodorizing temperature of 180 ° C. or higher and 240 ° C. or lower. When the temperature is lower than 180 ° C., the removal of odor components and free fatty acids may be insufficient, and when the temperature exceeds 240 ° C., polymerization of highly unsaturated fatty acids may occur easily. Other deodorizing conditions are not particularly limited. The refined oil thus obtained has a POV immediately after production of 0 to 0.2 meq / kg.

以下に実施例を示し、本発明をより具体的に説明するが、本発明はこれらの実施例に何ら限定されるものではない。なお、実施例において「部」や「%」は重量基準である。   EXAMPLES Hereinafter, the present invention will be described more specifically with reference to examples. However, the present invention is not limited to these examples. In the examples, “parts” and “%” are based on weight.

<ロビボンドカラーの測定法>
外径2.1cm、内径1.7cm、高さ17.1cmのガラスセルに試料を12.9cmまで入れ目視で標準色と比較して測定した。試料は油脂の測定の場合はそのままの試料を用いて行い、水を測定した場合は蒸留水中に茶抽出物を0.1重量%溶解させた試料を用いた。
<Lobibond color measurement method>
A sample was placed up to 12.9 cm in a glass cell having an outer diameter of 2.1 cm, an inner diameter of 1.7 cm, and a height of 17.1 cm, and was measured by visual comparison with a standard color. In the case of measuring fats and oils, the sample was used as it was, and when water was measured, a sample in which 0.1% by weight of tea extract was dissolved in distilled water was used.

<脱臭直後の油脂のPOV測定法>
脱臭工程終了後10分以内に油脂試料10gを200mlの共栓フラスコに精秤し、イソオクタンと酢酸を2:3(v/v)に混合した酸性溶剤50mlを加えて溶解し、次いで飽和ヨウ化カリウム溶液を0.1ml加えて窒素シール下で1分間攪拌する。5分後、30mlの水を加えて激しく攪拌したのちデンプン溶液を指示薬として、0.01Nのチオ硫酸ナトリウム溶液で滴定した。
<POV measurement method for fats and oils immediately after deodorization>
Within 10 minutes after the completion of the deodorization step, 10 g of a fat sample is precisely weighed into a 200 ml stoppered flask, dissolved by adding 50 ml of an acidic solvent in which isooctane and acetic acid are mixed at 2: 3 (v / v), and then saturated iodinated. Add 0.1 ml of potassium solution and stir for 1 minute under a nitrogen seal. After 5 minutes, 30 ml of water was added and stirred vigorously, followed by titration with 0.01N sodium thiosulfate solution using the starch solution as an indicator.

<30℃で7日間静置後の油脂のPOV測定法>
油脂試料として、脱臭工程終了後10分以内の油脂50gを100mlの摺り栓付き共栓フラスコに精秤し、摺り栓で蓋をしてから30℃に設定した恒温槽で7日間静置した後、上記「脱臭直後の油脂のPOV測定法」と同様の方法にてPOVを測定した。
<POV measurement method for fats and oils after standing at 30 ° C. for 7 days>
As an oil and fat sample, 50 g of oil and fat within 10 minutes after the completion of the deodorization step is precisely weighed in a 100 ml stoppered stoppered flask and left to stand for 7 days in a thermostatic chamber set at 30 ° C. after being covered with the stopper. The POV was measured by the same method as the above “Method for measuring the POV of fats and oils immediately after deodorization”.

(実施例1)
表1に従って、ドコサヘキサエン酸21.0重量%、エイコサペンタエン酸6.5重量%を含有する高度不飽和脂肪酸含有油脂(マグロ油、POV≒8.3)100重量部に対して真空下90℃で1重量部のリン酸(和光純薬(株)製、食品添加用75%)を添加し、30分攪拌した。攪拌は約260rpmで行った。攪拌後、活性炭(太閤活性炭S)2重量部と白土(水沢化学(株)製ガレオンアース)2重量部を添加し、30分攪拌した後ろ過を行い、活性炭及び白土を除いた。この油脂にトコフェロール(理研Eオイル400、トコフェロール含量39重量%)0.3重量部と茶抽出物(太陽化学製サンカトール、茶抽出物含量10重量%、乳化剤及び溶剤を含有)0.2重量部を添加して脱臭(210℃、1時間)した。脱臭直後及び30℃で7日間静置後の精製油脂のPOV、及びロビボンドカラーを評価し、結果を表2にまとめた。
Example 1
According to Table 1, 100 parts by weight of highly unsaturated fatty acid-containing fat (tuna oil, POV≈8.3) containing 21.0% by weight of docosahexaenoic acid and 6.5% by weight of eicosapentaenoic acid at 90 ° C. under vacuum. 1 part by weight of phosphoric acid (Wako Pure Chemical Industries, Ltd., 75% for food addition) was added and stirred for 30 minutes. Stirring was performed at about 260 rpm. After stirring, 2 parts by weight of activated carbon (Dazai activated carbon S) and 2 parts by weight of white clay (Galeon Earth manufactured by Mizusawa Chemical Co., Ltd.) were added and stirred for 30 minutes, followed by filtration to remove the activated carbon and white clay. Tocopherol (RIKEN E Oil 400, tocopherol content 39% by weight) and tea extract (Sankator made by Taiyo Chemical, tea extract content 10% by weight, containing emulsifier and solvent) 0.2 parts by weight Was added for deodorization (210 ° C., 1 hour). Immediately after deodorization and after standing at 30 ° C. for 7 days, the POV and lobibond color of the refined fats and oils were evaluated, and the results are summarized in Table 2.

Figure 0004496754
Figure 0004496754

Figure 0004496754
Figure 0004496754

(実施例2)
表1に従って、ドコサヘキサエン酸21.0重量%、エイコサペンタエン酸6.5重量%を含有する高度不飽和脂肪酸含有油脂(マグロ油、POV≒8.3)に対して真空下90℃で1重量部のリン酸(和光純薬(株)製、食品添加用75%)を添加し、30分攪拌した。攪拌は約260rpmで行った。攪拌後活性炭(太閤活性炭S)2重量部と白土(水沢化学(株)製ガレオンアース)2重量部を添加し30分攪拌した後ろ過を行い、活性炭及び白土を除いた。この油脂に茶抽出物(太陽化学製サンフェノンBG)0.02重量部をエタノール0.1重量部とMCT0.1重量部に溶解し、乳化剤(ポエムJ−0381)0.02重量部を添加したものと、さらにトコフェロール(理研Eオイル400、トコフェロール含量約39重量%)を0.3重量部加えて脱臭(210℃、1時間)した。脱臭直後及び30℃で7日間静置後の精製油脂のPOV、及びロビボンドカラーを評価し、結果を表1にまとめた。
(Example 2)
According to Table 1, 1 part by weight at 90 ° C. under vacuum with respect to highly unsaturated fatty acid-containing fat (tuna oil, POV≈8.3) containing 21.0% by weight of docosahexaenoic acid and 6.5% by weight of eicosapentaenoic acid Of phosphoric acid (Wako Pure Chemical Industries, Ltd., 75% for food addition) was added and stirred for 30 minutes. Stirring was performed at about 260 rpm. After stirring, 2 parts by weight of activated carbon (Dazai activated carbon S) and 2 parts by weight of white clay (Galeon Earth manufactured by Mizusawa Chemical Co., Ltd.) were added and stirred for 30 minutes, followed by filtration to remove the activated carbon and white clay. In this oil and fat, 0.02 parts by weight of tea extract (Sunphenon BG manufactured by Taiyo Kagaku) was dissolved in 0.1 parts by weight of ethanol and 0.1 part by weight of MCT, and 0.02 parts by weight of an emulsifier (Poem J-0381) was added. Further, 0.3 parts by weight of tocopherol (RIKEN E Oil 400, tocopherol content of about 39% by weight) was added and deodorized (210 ° C., 1 hour). Immediately after deodorization and after standing at 30 ° C. for 7 days, the POV and lobibond color of the refined fats and oils were evaluated, and the results are summarized in Table 1.

(比較例1)
表1に従って、ドコサヘキサエン酸21.0重量%、エイコサペンタエン酸6.5重量%を含有する高度不飽和脂肪酸含有油脂(マグロ油、POV≒8.3)に対して真空下90℃で1重量部のリン酸(和光純薬(株)製、食品添加用75%)を添加し、30分攪拌した。攪拌は約260rpmで行った。攪拌後活性炭(太閤活性炭S)2重量部と白土(水沢化学(株)製ガレオンアース)2重量部を添加し30分攪拌した後ろ過を行い、活性炭及び白土を除いた。この油脂を脱臭210℃、1時間)した。脱臭後トコフェロール(理研Eオイル400、トコフェロール含量約39重量%)0.3重量部と茶抽出物(太陽化学製サンカトール、茶抽出物含量10重量%)0.2重量部を添加した。脱臭直後及び30℃で7日間静置後の精製油脂のPOV、及びロビボンドカラーを評価し、結果を表1にまとめた。
(Comparative Example 1)
According to Table 1, 1 part by weight at 90 ° C. under vacuum with respect to highly unsaturated fatty acid-containing fat (tuna oil, POV≈8.3) containing 21.0% by weight of docosahexaenoic acid and 6.5% by weight of eicosapentaenoic acid Of phosphoric acid (Wako Pure Chemical Industries, Ltd., 75% for food addition) was added and stirred for 30 minutes. Stirring was performed at about 260 rpm. After stirring, 2 parts by weight of activated carbon (Dazai activated carbon S) and 2 parts by weight of white clay (Galeon Earth manufactured by Mizusawa Chemical Co., Ltd.) were added and stirred for 30 minutes, followed by filtration to remove the activated carbon and white clay. This fat was deodorized at 210 ° C. for 1 hour. After deodorization, 0.3 part by weight of tocopherol (RIKEN E Oil 400, tocopherol content: about 39% by weight) and 0.2 part by weight of tea extract (Sankator made by Taiyo Kagaku, tea extract content: 10% by weight) were added. Immediately after deodorization and after standing at 30 ° C. for 7 days, the POV and lobibond color of the refined fats and oils were evaluated, and the results are summarized in Table 1.

(比較例2)
表1に従って、ドコサヘキサエン酸21.0重量%、エイコサペンタエン酸6.5重量%を含有する高度不飽和脂肪酸含有油脂(マグロ油、POV≒8.3)に対して真空下90℃で活性炭(太閤活性炭S)2重量部と白土(水沢化学(株)製ガレオンアース)2重量部を添加し30分攪拌した(攪拌は約260rpmで行った。)後ろ過を行い、活性炭及び白土を除いた。この油脂を脱臭210℃、1時間)した。脱臭後10分以内にトコフェロール(理研Eオイル400、トコフェロール含量約39重量%)0.3重量部と茶抽出物(太陽化学製サンカトール、茶抽出物含量10重量%)0.2重量部を添加した。脱臭直後及び30℃で7日間静置後の精製油脂のPOV、及びロビボンドカラーを評価し、結果を表1にまとめた。
(Comparative Example 2)
According to Table 1, a highly unsaturated fatty acid-containing fat / oil (tuna oil, POV≈8.3) containing 21.0% by weight of docosahexaenoic acid and 6.5% by weight of eicosapentaenoic acid was activated at 90 ° C. under vacuum (Taiko) 2 parts by weight of activated carbon S) and 2 parts by weight of white clay (Galeon Earth manufactured by Mizusawa Chemical Co., Ltd.) were added and stirred for 30 minutes (stirring was performed at about 260 rpm), followed by filtration to remove the activated carbon and white clay. This fat was deodorized at 210 ° C. for 1 hour. Within 10 minutes after deodorization, 0.3 parts by weight of tocopherol (RIKEN E Oil 400, tocopherol content: about 39% by weight) and 0.2 parts by weight of tea extract (Taiyo Chemical Sankator, tea extract content: 10% by weight) are added. did. Immediately after deodorization and after standing at 30 ° C. for 7 days, the POV and lobibond color of the refined fats and oils were evaluated, and the results are summarized in Table 1.

表1に示すように実施例1では、脱酸後にリン酸処理を行い、脱臭前に茶抽出物およびトコフェロールを添加することによりPOVの上昇度も低く、戻り臭が少ない為、風味も良好である。また実施例2では、水に0.1重量%溶解させた時のロビボンドカラー値が黄色2.5以下、赤色1.4以下である茶抽出物を用いることにより、実施例1よりも着色が低減し、且つ戻り臭が少ない為、風味も良好である。   As shown in Table 1, in Example 1, phosphoric acid treatment was performed after deoxidation, and by adding tea extract and tocopherol before deodorization, the degree of increase in POV was low and the return odor was small, so the flavor was also good. is there. Moreover, in Example 2, it is colored rather than Example 1 by using the tea extract whose Lobibond color value when dissolved 0.1% by weight in water is yellow 2.5 or less and red 1.4 or less. Is reduced, and since the return odor is small, the flavor is also good.

Claims (2)

油脂を脱酸処理後にリン酸処理し、その後、活性炭処理し、更に脱臭処理することを特徴とする10重量%以上の高度不飽和脂肪酸を含有する食用油脂の精製方法であって、油脂100重量部に対して、水100重量部に対して0.1重量部溶解させた時のロビボンドカラー値が黄色2.5以下、赤色1.4以下である茶抽出物0.005〜0.5重量部を乳化剤と共に、溶剤に溶解したものを、前記活性炭処理後、脱臭処理前に添加し、160℃以上、260℃以下で脱臭することを特徴とする10重量%以上の高度不飽和脂肪酸を含有する食用油脂の精製方法。 A method for purifying edible fats and oils containing 10% by weight or more of highly unsaturated fatty acids, characterized in that the fats and oils are subjected to phosphoric acid treatment after deoxidation treatment, then activated carbon treatment , and further deodorization treatment, which comprises 100% by weight of fats and oils. Tea extract having a Robibond color value of 2.5 or less yellow and 1.4 or less red when dissolved by 0.1 part by weight with respect to 100 parts by weight of water the parts with the emulsifier, those dissolved in a solvent, after the activated carbon treatment, was added before deodorization treatment, 160 ° C. or higher, 10% or more by weight of polyunsaturated fatty acids, characterized in that the deodorization at 260 ° C. or less A method for refining edible fats and oils. 脱臭前に、さらにトコフェロール0.01〜1.0重量部を添加することを特徴とする請求項1に記載の10重量%以上の高度不飽和脂肪酸を含有する食用油脂の精製方法。 The method for purifying edible fats and oils containing 10% by weight or more of highly unsaturated fatty acid according to claim 1 , wherein 0.01 to 1.0 part by weight of tocopherol is further added before deodorization.
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