JP2011254777A - Oil and fat for emulsified food, and emulsified food - Google Patents

Oil and fat for emulsified food, and emulsified food Download PDF

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JP2011254777A
JP2011254777A JP2010133863A JP2010133863A JP2011254777A JP 2011254777 A JP2011254777 A JP 2011254777A JP 2010133863 A JP2010133863 A JP 2010133863A JP 2010133863 A JP2010133863 A JP 2010133863A JP 2011254777 A JP2011254777 A JP 2011254777A
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Hiroshi Yamamoto
浩志 山本
Isao Nakanishi
功 中西
Hitoshi Miyawaki
仁志 宮脇
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Ueda Oils and Fats Manufacturing Co Ltd
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Abstract

PROBLEM TO BE SOLVED: To provide oil and fat for an emulsified food, excellent in the oxidation stability while significantly reducing trans acid compared with conventional oil and fat, capable of making an added flavoring agent stand out while retaining the original flavor and taste of materials used in the emulsified food.SOLUTION: The oil and fat for the emulsified food is made of partially hydrogenated oil and fat containing 2-10 mass% of trans acid. The content of univalent unsaturated fatty acid of 18C in the total fatty acid is at least 40 mass%, and the content of saturated fatty acid of 18C is not more than 15 mass%. The content of polyvalent unsaturated fatty acid containing at least two double bonds within molecules is not more than 20 mass%, and the mass ratio (T/A) of the content of univalent trans acid (T) of 18C to the total mass (A) of univalent unsaturated fatty acid of 18C is adjusted to 0.02-0.1. The emulsified food is margarine, fat spread, cream, dressing or flour paste containing 5-100 mass% of the oil and fat for the emulsified food.

Description

この発明は、マーガリンやファットスプレッド、クリーム、ドレッシング、フラワーペーストなどの乳化食品に使用する油脂であって、トランス型脂肪酸が低減された部分水素添加油脂からなる乳化食品用油脂に関するものである。   The present invention relates to fats and oils for emulsified foods that are used in emulsified foods such as margarine, fat spreads, creams, dressings, and flower pastes, and are composed of partially hydrogenated fats and oils with reduced trans-type fatty acids.

食品には乳化状態である物が多く、油脂と水の2相からなっている。その内、水相からなる微粒子が油相中に分散している油中水型乳化食品には、バター、マーガリンなどがある。他方、油相からなる微粒子が水相中に分散している水中油型乳化食品には、牛乳、クリーム、アイスクリーム、ドレッシング、スープ、たれ(即ち、調味用の汁)などがある。
マーガリンやファットスプレッドのような油中水型乳化食品は、その固形状態を安定に保つこと、その使いやすさ及び滑らかな食感が要求されるため、可塑性に優れた固形脂と液状油が使用され、中でも部分水素添加油脂(以下、硬化油とも称する)は多用されてきた。
Many foods are in an emulsified state and consist of two phases of fats and oils. Among them, water-in-oil emulsified foods in which fine particles comprising an aqueous phase are dispersed in an oil phase include butter and margarine. On the other hand, oil-in-water emulsified foods in which fine particles comprising an oil phase are dispersed in an aqueous phase include milk, cream, ice cream, dressing, soup, sauce (ie, seasoning juice) and the like.
Water-in-oil emulsified foods such as margarine and fat spread require solid plastics and liquid oils with excellent plasticity to maintain their solid state, ease of use, and smooth texture. In particular, partially hydrogenated fats and oils (hereinafter also referred to as hardened oils) have been frequently used.

また、一般にクリームと呼ばれる乳化食品は水中油型乳化食品で、液状のまま使用するものと気泡を含有させて使用するものがある。液状のまま使用するクリームには、コーヒークリームや、最近ではデザート類や調理食品に使用されるクリームもあり、例えばプリンやゼリー等のデザート類にトッピングされている。気泡を含有させて使用するクリームにはホイップクリームがある。いずれも従来は部分水素添加油脂が使用されており、乳化安定性や風味を向上させるという効果をもっていた。   In addition, emulsified foods generally called creams are oil-in-water emulsified foods, and those that are used in a liquid state and those that contain bubbles are used. Creams that are used in a liquid state include coffee creams, and recently creams used for desserts and cooked foods, and are topped with desserts such as pudding and jelly. A whipped cream is used as a cream containing bubbles. Conventionally, partially hydrogenated fats and oils have been used in the past, and had the effect of improving emulsification stability and flavor.

近年、トランス脂肪酸を過剰に摂取すると、血液中のLDLコレステロールを上昇させると共にHDLコレステロールを低下させて冠動脈心疾患のリスクを高めることが喧伝されるに至り、これらの乳化食品に使用する部分水素添加油は、油脂中のトランス脂肪酸を極力少なくするべき対策が進められた。   In recent years, excessive intake of trans fatty acids has been promoted to raise LDL cholesterol in blood and lower HDL cholesterol to increase the risk of coronary heart disease. Partial hydrogenation used in these emulsified foods For oil, measures were taken to minimize the amount of trans fatty acids in fats and oils.

まず、トランス酸を低減するには、固形脂として完全水素添加した油脂、いわゆる極度硬化油を使用することが考えられた。しかし、極度硬化油は非常に融点が高いため、従来の部分水素添加油脂ほど乳化食品に多量に使用できず、それでも口溶けが悪くなるので、それを避けるためにより多量の液体油を加えなければならなかった。   First, in order to reduce trans acid, it has been considered to use a completely hydrogenated fat, so-called extremely hardened oil, as a solid fat. However, because extremely hardened oil has a very high melting point, it cannot be used in a large amount in emulsified foods as conventional partially hydrogenated oils and fats, but it will still be poorly dissolved in the mouth, so more liquid oil must be added to avoid it. There wasn't.

そこで、パーム油やパーム油の高融点画分あるいはヤシ油、パーム核油等ラウリン系油脂、植物極度硬化油、液状油を種々に組み合わせたエステル交換油が固形脂として用いられるようになってきた。   Therefore, palm oil, a high melting point fraction of palm oil, or lauric oil and fat such as palm oil and palm kernel oil, plant extremely hardened oil, and transesterified oil in various combinations of liquid oil have been used as solid fat. .

上記エステル交換油をもって部分水素添加油脂に代替しようとすると、乳化食品の性状を従来のものと同等程度にはできるが、酸化安定性や風味が劣っており、乳化食品の構成成分であるバターや生クリーム、粉乳等の乳素材や卵、食酢等各種風味原料を引き立たせることが充分にはできず、また着香料の風味を低減させてしまうことがあった。   If the transesterified oil is to be replaced with partially hydrogenated fats and oils, the properties of the emulsified food can be made comparable to the conventional ones, but the oxidation stability and flavor are inferior. Milk ingredients such as fresh cream and powdered milk, and various flavor materials such as eggs and vinegar cannot be fully enhanced, and the flavor of flavoring may be reduced.

例えば、マーガリンなど油中水型乳化油脂食品に用いられる可塑性油脂として、炭素数12の飽和脂肪酸を10〜30質量%、炭素数18の飽和脂肪酸を5〜25質量%含有するエステル交換油が知られている(特許文献1)。   For example, transesterified oils containing 10 to 30% by mass of saturated fatty acids having 12 to 12 carbon atoms and 5 to 25% by mass of saturated fatty acids having 18 to 18 carbon atoms are known as plastic fats and oils used in water-in-oil emulsified fats and oils such as margarine. (Patent Document 1).

また、PPP含量が4〜18質量%、PPO+POP含量が15〜55質量%、PPO/POP>1、(PPO+POP)/PPP>1.8である非選択的エステル交換油が知られている(特許文献2)。   Non-selective transesterified oils having a PPP content of 4 to 18% by mass, a PPO + POP content of 15 to 55% by mass, PPO / POP> 1, and (PPO + POP) / PPP> 1.8 are known (patents) Reference 2).

しかしながら、これらの油脂組成物には、エステル交換油を用い、しかも液状油脂を多く使用している為、風味が不十分である。また、パーム油独特の風味が強く出て、望ましくない。   However, since these oil and fat compositions use transesterified oil and use a large amount of liquid oil and fat, the flavor is insufficient. Moreover, the flavor unique to palm oil appears strongly, which is not desirable.

また、コーヒークリームなど水中油型乳化油脂食品には、高オレイン酸含有植物油からなる油脂組成物が知られている(特許文献3、特許文献4)が、これら油脂組成物は乳感に乏しく、しかもべとついた食感が残る。   In addition, oil-in-water emulsified oils and fats foods such as coffee creams are known to have oil and fat compositions composed of vegetable oils containing high oleic acid (Patent Document 3, Patent Document 4), but these oil and fat compositions have poor milky feeling, Moreover, a sticky texture remains.

部分水素添加油のようなコク味を付与する方法としては、例えば蒸留したパーム油を0.5〜10質量%含有する可塑性油脂組成物がある(特許文献5)。
しかし、精製が十分でない油脂を添加するため雑味がのこり、添加により色調に変化が生ずるという欠点がある。
As a method for imparting a rich taste like partially hydrogenated oil, for example, there is a plastic fat composition containing 0.5 to 10% by mass of distilled palm oil (Patent Document 5).
However, since fats and oils that are not sufficiently refined are added, there is a disadvantage that the miscellaneous taste remains and the color tone changes due to the addition.

また、部分水素添加油脂を1〜30質量%含有する油脂組成物であって、該部分水素添加油脂の過酸化物価が0.04〜7である油脂組成物が知られている(特許文献6)。
しかし、油脂を劣化させたものである為に、本来生じてはならない異臭を持つものとなり、油脂加工食品に使用した場合、その食品の持つ本来の風味を損ない、加工後の風味も十分ではなく、トランス酸が低いながらも乳化食品の風味に関して効果的な油脂は得られていない。
Moreover, it is an oil-fat composition which contains 1-30 mass% of partially hydrogenated fats and oils, and the peroxide value of this partially hydrogenated fats is 0.04-7 (patent document 6). ).
However, because it is a deterioration of fats and oils, it will have a strange odor that should not occur, and when used in processed oils and fats, the original flavor of the foods will be impaired, and the flavor after processing will not be sufficient. Although the trans acid is low, an oil and fat effective for the flavor of the emulsified food has not been obtained.

特開2007−215521号公報JP 2007-215521 A 特開2007−177100号公報JP 2007-177100 A 特許4003804号公報Japanese Patent No. 4003804 特開2007−274997号公報JP 2007-274997 A 特開2009−240220号公報JP 2009-240220 A 特開2009−89684号公報JP 2009-89684 A

以上のように従来技術によるパーム系やラウリン系の植物油脂、植物極度硬化油、液状油とを種々に組み合わせたエステル交換油では、酸化安定性や風味が劣っており、乳化食品の構成成分であるバターや生クリーム、粉乳等の乳素材や卵、食酢等各種風味原料を引き立たせることが充分にはできず、また着香料の風味を低減させてしまう問題点があり、この点を改善しようとする種々の工夫もこの問題を充分に解決するに至らなかった。   As described above, the transesterified oils obtained by various combinations of the conventional oils and oils of palm and lauric oils, extremely hardened oils of oils, and liquid oils are inferior in oxidation stability and flavor. There is a problem that some flavor materials such as butter, fresh cream, powdered milk, etc. and various flavor ingredients such as eggs and vinegar cannot be enhanced, and there is a problem that the flavor of flavoring is reduced. The various ideas described above have not yet fully solved this problem.

そこで、本願の各請求項に係る発明(以下、本願発明という。)は、上記した問題を解決して、トランス酸が従来の油脂より大幅に低減され、かつ酸化安定性にも優れ、乳化食品に使用した素材の本来の風味や呈味が生かされるように、また添加された着香料を引き立たせるようにした乳化食品用油脂およびそれを用いた乳化食品とすることである。   Therefore, the invention according to each claim of the present application (hereinafter referred to as the present invention) solves the above-mentioned problems, trans-acid is greatly reduced compared to conventional fats and oils, and is excellent in oxidative stability. The fats and oils for emulsified foods and the emulsified foods using the same are used so that the original flavor and taste of the material used in the above can be utilized, and the added flavoring agent can be enhanced.

本願の発明者らは、乳化食品に用いる油脂として、できるだけトランス酸含有量を少なくするように種々の油脂を部分水素添加し、その条件による効果を検討した結果、従来の硬化油のようにトランス酸を多量に存在させなくても、所定の部分水素添加工程を経ることによって乳化食品の風味をうまく引き出すことができ、その呈味性や風味にも優れた部分水素添加油脂を製造できることを見出した。
そして、トランス酸を極力生成させないように工夫する過程で、特定の脂肪酸構成を持つように水素添加を行った部分水素添加油脂が、上記課題を解決することを見出し、さらには特定のSFC特性を持たせることでより効果的となることにより本願発明を完成させるに至った。
The inventors of the present application have partially hydrogenated various fats and oils for use in emulsified foods so as to reduce the trans acid content as much as possible. It has been found that the flavor of an emulsified food can be successfully extracted by passing through a predetermined partial hydrogenation process without the presence of a large amount of acid, and a partially hydrogenated fat and oil excellent in taste and flavor can be produced. It was.
In the process of devising not to generate transacid as much as possible, it was found that partially hydrogenated fats and oils hydrogenated so as to have a specific fatty acid composition solve the above-mentioned problems, and furthermore, have specific SFC characteristics. The present invention has been completed by making it more effective.

すなわち、本願発明では、トランス酸を2〜10質量%含有する部分水素添加油脂からなり、総脂肪酸における炭素数18の1価不飽和脂肪酸の含有量が40質量%以上であり、炭素数18の飽和脂肪酸量が15質量%以下であり、分子内に二重結合を2以上含む多価不飽和脂肪酸量が20質量%以下であり、かつ炭素数18の1価不飽和脂肪酸の総質量(A)に占める炭素数18の1価トランス酸量(T)の質量比(T/A)が0.02〜0.1であるように調製されてなる乳化食品用油脂としたのである。   That is, in this invention, it consists of the partial hydrogenation fats and oils which contain 2-10 mass% of trans acids, The content of C18 monounsaturated fatty acid in a total fatty acid is 40 mass% or more, and C18 Total amount of monounsaturated fatty acids having a saturated fatty acid amount of 15% by mass or less, a polyunsaturated fatty acid amount containing 2 or more double bonds in the molecule of 20% by mass or less, and 18 carbon atoms (A ), The oil / fat for emulsified foods prepared so that the mass ratio (T / A) of the monovalent trans acid amount (T) having 18 carbon atoms to 0.02 to 0.1 is occupied.

上記したように構成されるこの発明に係る乳化食品用油脂は、トランス酸を極力少なくした部分水素添加油脂であると共に、乳化食品の風味や旨みを引き出す作用を持たせるために、少なくとも総脂肪酸中に炭素数18の1価不飽和脂肪酸を40質量%またはそれ以上含有させ、かつ乳化食品の風味や旨みを悪化させないように、炭素数18の飽和脂肪酸量が15質量%以下に制限している。   The fats and oils for emulsified food according to the present invention configured as described above are partially hydrogenated fats and oils in which trans acid is reduced as much as possible, and at least in the total fatty acids in order to have an action of extracting the flavor and taste of the emulsified foods. The amount of saturated fatty acid having 18 carbon atoms is limited to 15% by mass or less so as to contain 40% by mass or more of monounsaturated fatty acid having 18 carbon atoms and not to deteriorate the flavor and taste of the emulsified food. .

また、分子内に二重結合を2以上含む多価不飽和脂肪酸量を20質量%以下に制限することによって、酸化安定性を向上させ、油脂の保存時においても風味や旨みを悪化させずに保持することができる。   In addition, by limiting the amount of polyunsaturated fatty acid containing two or more double bonds in the molecule to 20% by mass or less, the oxidation stability is improved, and the flavor and taste are not deteriorated even during storage of fats and oils. Can be held.

また、炭素数18の1価不飽和脂肪酸の総質量(A)に占める炭素数18の1価トランス酸量(T)の質量比(T/A)が0.02〜0.1であるように調製されており、この調製により、水素を添加した後、反応系から離脱して結果的に水素が付加しなかった脂肪酸の異性化を防御し、トランス酸の生成を極力少なくしている。   In addition, the mass ratio (T / A) of the amount of monovalent trans acid (T) having 18 carbon atoms to the total mass (A) of monounsaturated fatty acid having 18 carbon atoms is 0.02 to 0.1. This preparation prevents the isomerization of the fatty acid that has been removed from the reaction system after the addition of hydrogen and has not added hydrogen as a result, and the production of trans acid is minimized.

また、前記課題を解決し、乳化食品の風味や旨みをより引き出すために、上記総脂肪酸中に炭素数18の脂肪酸を70質量%以上含有し、かつ炭素数18の1価不飽和脂肪酸を60質量%以上含有する請求項1に記載の乳化食品用油脂とすることが好ましい。   Moreover, in order to solve the said subject and to draw out the flavor and flavor of emulsified food more, the said total fatty acid contains 70 mass% or more of C18 fatty acids, and C18 monounsaturated fatty acids are contained in 60. The fat or oil for emulsified food according to claim 1 is preferably contained in an amount of not less than mass%.

また、乳化食品の風味や旨みをより引き出すために、上記乳化食品用油脂における5℃のSFC(固体脂含量)が20以下であると共に、5℃のSFCと20℃のSFCの差が15以下であり、かつ融点が35℃以下であることが好ましい。   Further, in order to draw out the flavor and taste of the emulsified food, the SFC (solid fat content) at 5 ° C. in the above-mentioned oil / fat for emulsified food is 20 or less, and the difference between the SFC at 5 ° C. and the SFC at 20 ° C. is 15 or less. And the melting point is preferably 35 ° C. or lower.

トランス酸を極力生成させないように、上記部分水素添加油脂の原料が、ナタネ油、高オレイン酸ナタネ油、高オレイン酸サフラワー油、高オレイン酸サンフラワー油、パーム油およびパーム油の分別油からなる群から選ばれる1種以上の油脂であることが好ましい。   In order to prevent generation of trans acid as much as possible, the raw materials of the above partially hydrogenated fats and oils are obtained from fractionated oils of rapeseed oil, high oleic rapeseed oil, high oleic safflower oil, high oleic sunflower oil, palm oil and palm oil. It is preferable that it is 1 or more types of fats and oils chosen from the group which consists of.

また前記課題を解決する上記した部分水素添加油脂は、ニッケル触媒の存在下、60〜90℃で20分以上水素添加された部分水素添加油脂であることが好ましい。   Moreover, it is preferable that the above-mentioned partially hydrogenated oil and fat which solves the said subject is the partially hydrogenated oil and fat hydrogenated at 60-90 degreeC for 20 minutes or more in presence of the nickel catalyst.

そして、前記課題を解決する乳化食品としては、前記得られた乳化食品用油脂を油脂成分中に5〜100質量%含有するマーガリン、ファットスプレッド、クリーム、ドレッシングまたはフラワーペーストからなる乳化食品とすることができる。   And as an emulsified food which solves the said subject, it shall be set as the emulsified food which consists of the margarine, fat spread, cream, dressing, or flour paste which contains the fats and oils for obtained emulsified foods in 5-100 mass% in fats and oils components. Can do.

本願発明では、トランス酸が従来の油脂より大幅に低減され、しかも酸化安定性にも優れ、乳化食品に使用すると素材が本来もつ風味や呈味を生し、添加された着香料を引き立たせるような乳化食品用油脂を提供することが出来る。およびそれを用いた乳化食品は、コクや口溶けもよいものとなる利点がある。   In the present invention, trans acid is greatly reduced compared to conventional fats and oils, and also has excellent oxidation stability. When used in emulsified foods, the flavor and taste inherent to the material are produced, so that the added flavoring is enhanced. Oils and fats for emulsified food can be provided. And the emulsified food using the same has an advantage that the body and the mouth melt well.

本願発明に係る乳化食品用油脂は、トランス酸を2〜10質量%含有する部分水素添加油脂からなり、総脂肪酸における炭素数18の1価不飽和脂肪酸の含有量が40質量%以上、炭素数18の飽和脂肪酸の含有量が15質量%以下、分子内に二重結合を2以上含む多価不飽和脂肪酸の含有量が20質量%以下の乳化食品用油脂である。   The fats and oils for emulsified food according to the present invention comprise partially hydrogenated fats and oils containing 2 to 10% by mass of trans acid, and the content of monounsaturated fatty acids having 18 carbon atoms in the total fatty acids is 40% by mass or more and the number of carbons. The content of 18 saturated fatty acids is 15% by mass or less, and the content of polyunsaturated fatty acids containing 2 or more double bonds in the molecule is 20% by mass or less.

本願発明に係る乳化食品用油脂は、炭素数18の1価不飽和脂肪酸を多く含有する部分水素添加油脂であり、呈味性を悪化させないように飽和脂肪酸量を制限しており、さらに酸化安定性を向上させるために、多価不飽和脂肪酸含量を可及的に低減させている。
すなわち、炭素数18の1価不飽和脂肪酸が、40質量%未満であり、かつ炭素数18の飽和脂肪酸の含有量が15質量%を越えると、乳化食品の呈味性は、この発明に所期される程度にまで充分に得られないので好ましくない。そのために、炭素数18の1価不飽和脂肪酸は40質量%以上であればよく、好ましくは60質量%以上であり、より好ましくは70質量%以上である。
また、分子内に二重結合を2以上含む多価不飽和脂肪酸の含有量が20質量%を超えるほど多量であると、酸化安定性が充分でなく、油脂の保存時において風味や旨みを悪化させやすくなって好ましくない。
The emulsified food fat according to the present invention is a partially hydrogenated fat containing a large number of monounsaturated fatty acids having 18 carbon atoms, limiting the amount of saturated fatty acids so as not to deteriorate the taste, and further stabilizing the oxidation. In order to improve the properties, the polyunsaturated fatty acid content is reduced as much as possible.
That is, when the monounsaturated fatty acid having 18 carbon atoms is less than 40% by mass and the content of the saturated fatty acid having 18 carbon atoms exceeds 15% by mass, the taste of the emulsified food is attributed to this invention. This is not preferable because it cannot be obtained to the extent expected. Therefore, the C18 monounsaturated fatty acid may be 40% by mass or more, preferably 60% by mass or more, and more preferably 70% by mass or more.
In addition, if the content of polyunsaturated fatty acid containing two or more double bonds in the molecule exceeds 20% by mass, the oxidation stability is not sufficient, and the flavor and taste are deteriorated during storage of fats and oils. It is not preferable because it is easy to make.

トランス酸の生成を極力少なくするには、脂肪酸中の二重結合に水素が付加した際の異性化を抑えるのと同時に、水素が付加した後に離脱して結果的に水素が付加しなかった脂肪酸の異性化を防御することが重要である。
このことを実現した部分水素添加油脂とするために、炭素数18の1価の不飽和脂肪酸の総量(A)に占めるトランス酸量(T)の質量比(T/A)を0.02〜0.1とするのがよい。
質量比(T/A)を0.02未満にすれば、トランス酸の生成を極力少なくするために好ましいが、精密な制御のみを要求するものとなり食品製造に必要な実用性が伴わない。また、質量比(T/A)0.1を超えるものでは、トランス酸量が、この発明に所期される程度にまで充分に低減されないので好ましくない。
In order to minimize the production of trans acids, the isomerization when hydrogen is added to the double bond in the fatty acid is suppressed, and at the same time, the fatty acid is released after the addition of hydrogen and no hydrogen is added. It is important to protect against isomerization.
In order to achieve a partially hydrogenated oil and fat that realizes this, the mass ratio (T / A) of the amount of trans acid (T) in the total amount (A) of monovalent unsaturated fatty acids having 18 carbon atoms is set to 0.02 to 0.02. It should be 0.1.
If the mass ratio (T / A) is less than 0.02, it is preferable to minimize the production of trans acid, but it requires only precise control and does not have practicality necessary for food production. A mass ratio (T / A) exceeding 0.1 is not preferable because the amount of trans acid is not sufficiently reduced to the extent expected by the present invention.

この発明における部分水素添加油脂の出発原料として用いる植物油脂は、代表例として、なたね油、米油、ひまわり油、オリーブ油、パーム油等が挙げられる。特に好ましい油脂としては、炭素数18の1価の不飽和脂肪酸を40質量%以上含有し、多価不飽和脂肪酸が少ない油脂であり、その具体例として、なたね油、高オレイン酸なたね油、高オレイン酸サフラワー油、高オレイン酸サンフラワー油、パーム油及びその分別油、及びそれらの2種以上の混合物が望ましい。   Representative examples of vegetable oils and fats used as starting materials for partially hydrogenated oils and fats in the present invention include rapeseed oil, rice oil, sunflower oil, olive oil, and palm oil. Particularly preferred oils and fats are those containing 40% by mass or more of monovalent unsaturated fatty acids having 18 carbon atoms and low in polyunsaturated fatty acids. Specific examples thereof include rapeseed oil, high oleic rapeseed oil, and high oleic acid. Safflower oil, high oleic sunflower oil, palm oil and its fractionated oil, and mixtures of two or more thereof are desirable.

さらに望ましい油脂としては、高オレイン酸なたね油、高オレイン酸サフラワー油、高オレイン酸サンフラワー油であり、これらの油脂を原料として、部分水素添加を行うことにより、炭素数18の1価不飽和脂肪酸が70質量%以上含有する部分水素添加油脂が得られる。   More desirable oils and fats are high oleic rapeseed oil, high oleic acid safflower oil, and high oleic acid sunflower oil. These oils and fats are used as raw materials to carry out partial hydrogenation to obtain monounsaturated carbon atoms of 18 carbon atoms. Partially hydrogenated fats and oils containing 70% by mass or more of fatty acids are obtained.

水素添加反応は、通常、ニッケル触媒を0.05〜0.5質量%、水素圧0.05〜0.5MPaの条件で行ない、その際の反応温度は上記の脂肪酸組成を満たす条件であればよく、トランス酸を極力生成させず、しかも飽和脂肪酸が生成されないようにする。そのためには、60〜90℃の温度で20分以上反応させることが望ましい。
反応温度範囲が60℃未満の低温では、トランス酸の生成量は少ないが、水素添加反応が極端に遅くなり実用性が低下して好ましくない。また、反応温度範囲が90℃を超える高温では、トランス異性体の増加する反応速度が速くなり、所期した低トランス酸の部分水素添加油脂の調製が困難になって好ましくない。
The hydrogenation reaction is usually carried out under the conditions of 0.05 to 0.5% by mass of nickel catalyst and 0.05 to 0.5 MPa of hydrogen pressure, and the reaction temperature at that time is a condition satisfying the above fatty acid composition. Often, trans acids are not generated as much as possible, and saturated fatty acids are not generated. For that purpose, it is desirable to make it react at the temperature of 60-90 degreeC for 20 minutes or more.
When the reaction temperature range is lower than 60 ° C., the amount of trans acid produced is small, but the hydrogenation reaction becomes extremely slow and the practicality is lowered, which is not preferable. Moreover, when the reaction temperature range is higher than 90 ° C., the reaction rate at which the trans isomer increases increases, which makes it difficult to prepare the desired partially hydrogenated oil of low trans acid, which is not preferable.

また、水素添加反応中には、単に脂肪酸の飽和化という反応が起こるだけでなく、油脂の風味に影響のある種々の微量物質にも変化が生じると考えられ、反応には適度の反応時間を要する。その為、上記温度範囲での20分未満の水素添加反応では微量物質による風味改善効果が十分でない。
前述のように炭素数18の1価不飽和脂肪酸が40質量%以上、好ましくは60質量%以上となり、かつ多価不飽和脂肪酸が20質量%以下であることにより、食品に使用した際に保存時における酸化安定性に優れ、風味にも優れた部分水素添加油脂となる。
In addition, during the hydrogenation reaction, not only does the reaction of fatty acid saturation occur, but it is thought that various trace substances that affect the flavor of fats and oils will also change. Cost. Therefore, in the hydrogenation reaction for less than 20 minutes in the above temperature range, the flavor improving effect by a trace amount substance is not sufficient.
As described above, the monounsaturated fatty acid having 18 carbon atoms is 40% by mass or more, preferably 60% by mass or more, and the polyunsaturated fatty acid is 20% by mass or less. It becomes a partially hydrogenated oil that has excellent oxidation stability at the time and excellent flavor.

また、5℃のSFCが20以下で、5℃のSFCと20℃のSFCの差が15以下の融点が35℃以下の部分水素添加油脂で液体油の一部あるいは全てを置き換えることで呈味においてコクが生じ、乳化性も向上する。
前記条件を満足するように調製された油脂は、目的とする乳化食品に応じて最適量使用すればよく、また、その際にトランス酸含量の少ない他の油脂と混合して使用してもよい。
Also, it is tasted by replacing part or all of the liquid oil with partially hydrogenated fats and oils whose SFC at 5 ° C is 20 or less, the difference between SFC at 5 ° C and SFC at 20 ° C is 15 or less and the melting point is 35 ° C or less. The body becomes rich and the emulsifiability is improved.
The fats and oils prepared so as to satisfy the above conditions may be used in an optimum amount according to the intended emulsified food, and may be used by mixing with other fats and oils having a low trans acid content. .

この発明における乳化食品の種類は、油脂を油脂成分中に5〜100質量%程度含有するようにして乳化した食品であれば、特に食品の種類を限定するものではなく、例えばマーガリンやファットスプレッド、クリーム、ドレッシング、フラワーペーストは、その効果がよく発揮できるものである。マーガリンやファットスプレッドでは、固形脂の構成成分としても液体油の代わりとしても使用できる。   The type of the emulsified food in the present invention is not particularly limited as long as it is a food emulsified so that fats and oils are contained in the fat and oil component in an amount of about 5 to 100% by mass. For example, margarine or fat spread, Creams, dressings, and flower pastes can exert their effects well. In margarine or fat spread, it can be used as a component of solid fat or as a substitute for liquid oil.

さらに、この発明においては、保形性を強固にするためにエステル交換油やパーム油を使用することができ、クリームとしては、ホイップクリームやコーヒークリーム、アイスクリームなどに用いられ、その際に口中がすっきりする感覚を重視するために、この発明に係る油脂の中でも低融点の油脂を用いることが望ましい。
その他の固形脂としては、エステル交換油やパーム油又はラウリン系油脂を用いるのがよい。なお、ドレッシング、フラワーペーストにおいても同様である。
Furthermore, in the present invention, transesterified oil or palm oil can be used to strengthen the shape retention, and the cream is used in whipped cream, coffee cream, ice cream, etc. In order to emphasize a refreshing feeling, it is desirable to use a low melting point oil among the oils according to the present invention.
As other solid fats, it is preferable to use transesterified oil, palm oil, or lauric fats and oils. The same applies to dressing and flour paste.

また、本願発明の油脂同士の配合あるいは他の油脂を配合し、本願発明の油脂を5〜100質量%含有させた乳化食品用油脂組成物を予め調整し、これを乳化食品の油相部として使用することもできる。   Moreover, the oil-fat composition for emulsified foods which mix | blended the fats and oils of this invention or other fats and oils and contained 5-100 mass% of the fats and oils of this invention were prepared beforehand, and this was made into the oil phase part of emulsified foods. It can also be used.

以下の実施例を作製し、その評価は、SFCは基準油脂分析試験法2.2.9固体脂含量(NMR法)にて行ない、融点は基準油脂分析試験法2.2.4.2融点にて行ない、脂肪酸組成は基準油脂分析試験法暫15−2003にて行ない、トランス脂肪酸含有量は基準油脂分析試験法暫17−2007にて分析を行なった。   The following examples are prepared, and the evaluation is performed by SFC using standard fat analysis method 2.2.9 solid fat content (NMR method), and melting point is standard fat analysis method 2.2.4.2 melting point. The fatty acid composition was analyzed according to the standard oil analysis method 15-2003, and the trans fatty acid content was analyzed according to the standard oil analysis method 17-2007.

[実施例1]
高オレイン酸なたね油の100質量部に対し、0.25質量部(以下、対油0.25質量%と略記する。)のニッケル触媒(堺化学工業社製 SO-450)を添加し、水素圧力0.3MPa下で攪拌しながら75℃で水素添加反応を行なった。ヨウ素価83で水素添加反応を停止し、触媒を除去後、脱色、脱臭して油脂Aを得た。油脂Aのトランス酸含量、ヨウ素価、組成及び物性値、T/A値、反応時間を表1に示した。
[Example 1]
To 100 parts by mass of high oleic rapeseed oil, 0.25 parts by mass (hereinafter abbreviated as 0.25% by mass of oil) of nickel catalyst (SO-450 manufactured by Sakai Chemical Industry Co., Ltd.) was added, and hydrogen pressure The hydrogenation reaction was carried out at 75 ° C. with stirring at 0.3 MPa. The hydrogenation reaction was stopped at an iodine value of 83, and after removing the catalyst, decolorization and deodorization were carried out to obtain fat A. Table 1 shows the trans acid content, iodine value, composition and physical property values, T / A value, and reaction time of fat and oil A.

[実施例2]
高オレイン酸なたね油をヨウ素価75まで反応を行なったこと以外は、実施例1と同様にして油脂Bを得た。結果は表1中に示した。
[Example 2]
Fats and oils B were obtained in the same manner as in Example 1 except that the high oleic rapeseed oil was reacted to an iodine value of 75. The results are shown in Table 1.

[実施例3]
なたね油に対油0.25質量%のニッケル触媒(堺化学工業社製 SO-750)を添加し、水素圧力0.3MPa下で攪拌しながら80℃で水素添加反応を行なった。ヨウ素価95で反応を停止した後は実施例1と同様の操作を行ない、油脂Cを得た。結果は表1中に示した。
[Example 3]
A 0.25% by mass nickel catalyst (SO-750 manufactured by Sakai Chemical Industry Co., Ltd.) was added to rapeseed oil, and a hydrogenation reaction was performed at 80 ° C. with stirring under a hydrogen pressure of 0.3 MPa. After stopping the reaction at an iodine value of 95, the same operation as in Example 1 was performed to obtain fat C. The results are shown in Table 1.

[実施例4]
なたね油とパーム分別油(IV60)を80:20の質量比で混合し、この混合油脂にニッケル触媒(堺化学工業社製 SO-450)を対油0.25質量%添加し、水素圧力0.3MPa下で攪拌しながら80℃で水素添加反応を行ない、表1に示した油脂Dを得た。
[Example 4]
Rapeseed oil and palm fractionated oil (IV60) were mixed at a mass ratio of 80:20, and 0.25 mass% of the nickel catalyst (SO-450 manufactured by Sakai Chemical Industry Co., Ltd.) was added to the mixed oil and fat, and the hydrogen pressure was adjusted to 0. While stirring at 3 MPa, a hydrogenation reaction was carried out at 80 ° C. to obtain fats and oils D shown in Table 1.

[実施例5]
パーム油(IV51)にニッケル触媒(堺化学社製 SO-450)を対油0.25質量%添加し、水素圧力0.3MPa下で攪拌しながら75℃で水素添加反応を行ない、表1に示した油脂Eを得た。
[Example 5]
0.25% by mass of nickel catalyst (SO-450 manufactured by Sakai Chemical Co., Ltd.) was added to palm oil (IV51), and the hydrogenation reaction was performed at 75 ° C. with stirring under a hydrogen pressure of 0.3 MPa. The indicated oil E was obtained.

[比較例1]
実施例1において、高オレイン酸なたね油をヨウ素価60になるまで水素添加反応を行なったこと以外は、全く同様にして油脂Fを得た。結果は表2中に示した。
[Comparative Example 1]
In Example 1, fats and oils F were obtained in exactly the same manner except that a hydrogenation reaction was performed until the oleic oil of high oleic acid reached an iodine value of 60. The results are shown in Table 2.

[比較例2]
実施例1において、大豆油をヨウ素価105まで水素添加反応を行なったこと以外は、同様にして油脂Gを得た。結果は表2中に示した。
[Comparative Example 2]
In Example 1, fats and oils G were obtained in the same manner except that the hydrogenation reaction of soybean oil to an iodine value of 105 was performed. The results are shown in Table 2.

[比較例3]
なたね油にニッケル触媒(堺化学工業社製 SO-750)を対油0.2質量%添加し、水素圧力0.05MPa下で攪拌しながら150℃で水素添加反応を行ない、表2に示した油脂Hを得た。
[Comparative Example 3]
Oils and fats shown in Table 2 were added to rapeseed oil by adding 0.2% by mass of nickel catalyst (SO-750 manufactured by Sakai Chemical Industry Co., Ltd.) to the oil and stirring at 150 ° C. with stirring under a hydrogen pressure of 0.05 MPa. H was obtained.

[比較例4]
パーム油(IV51)にニッケル触媒(堺化学工業社製 SO-750)を0.1質量%添加し、水素圧力0.1MPa下で攪拌しながら150℃で水素添加反応を行ない、表2に示した油脂Iを得た。
[Comparative Example 4]
0.1% by mass of nickel catalyst (SO-750 manufactured by Sakai Chemical Industry Co., Ltd.) was added to palm oil (IV51), and the hydrogenation reaction was carried out at 150 ° C. with stirring under a hydrogen pressure of 0.1 MPa. Oil I was obtained.

[比較例5]
トランス酸が低く、水素添加油脂Aの物性に類似したエステル交換油脂として高オレイン酸なたね油50重量部とヤシ油30重量部とパーム油(IV51)20重量部とを混合した油に0.3重量部のナトリウムメトキシドを加え、70℃で30分混合攪拌してランダムエステル交換反応を行ない、反応後水洗して触媒を除去し、脱色、脱臭して油脂Jを得た。結果は表2に示した。
[Comparative Example 5]
Low trans acid, 0.3 wt.% In oil mixed with 50 parts by weight of high oleic rapeseed oil, 30 parts by weight of coconut oil and 20 parts by weight of palm oil (IV51) as transesterified oil and fat similar to the physical properties of hydrogenated fat A Part of sodium methoxide was added and mixed and stirred at 70 ° C. for 30 minutes to conduct a random transesterification reaction. After the reaction, the catalyst was removed by washing with water, and decolorization and deodorization were carried out to obtain an oil J. The results are shown in Table 2.

[比較例6]
トランス酸が低く、水素添加油脂Aの物性に類似したエステル交換油脂として、なたね油60重量部とパーム油(IV51)30重量部と極度硬化した大豆油10重量部を混合した油に0.3重量部のナトリウムメトキシドを加え、70℃で30分混合攪拌してランダムエステル交換反応を行ない、反応後水洗して触媒を除去し、脱色、脱臭をして油脂Kを得た。結果は表2に示した。
[Comparative Example 6]
As transesterified oil having low trans acid and similar to the physical properties of hydrogenated oil A, 0.3 weight is added to oil obtained by mixing 60 parts by weight of rapeseed oil, 30 parts by weight of palm oil (IV51) and 10 parts by weight of extremely hardened soybean oil. Part of sodium methoxide was added and mixed and stirred at 70 ° C. for 30 minutes to conduct a random transesterification reaction. After the reaction, the catalyst was removed by washing with water, and decolorization and deodorization were carried out to obtain an oil and fat K. The results are shown in Table 2.

[比較例7]
パーム油(IV51)に0.3重量部のナトリウムメトキシドを加え、70℃で30分混合攪拌してランダムエステル交換反応を行ない、反応後水洗して触媒を除去し、脱色、脱臭をして油脂Lを得た。結果は表2に示した。
[Comparative Example 7]
Add 0.3 parts by weight of sodium methoxide to palm oil (IV51), mix and stir at 70 ° C for 30 minutes to conduct random transesterification, wash with water after reaction, remove catalyst, decolorize and deodorize Oil L was obtained. The results are shown in Table 2.

Figure 2011254777
Figure 2011254777

Figure 2011254777
Figure 2011254777

(液状クリーム)
一般的に液状クリームでトランス酸を低減させるためには液状油脂や従来の硬化油に類似した物性を持つエステル交換油が用いられている。そこで、本願発明の油脂とこれらの油脂を比較した。
(Liquid cream)
In order to reduce transacid in a liquid cream, transesterified oil having physical properties similar to those of liquid oils and conventional hardened oils is generally used. Therefore, the fats and oils of the present invention were compared with these fats and oils.

[実施例6]
油脂Aを油脂組成物として30重量部に対し、蔗糖脂肪酸エステル(三菱化学フーズ社製 S-170)0.15重量部、大豆レシチン0.1重量部、蔗糖脂肪酸エステル(三菱化学フーズ社製 S-570)0.1重量部および香料0.06重量部を混合し、油相部とした。
[Example 6]
Fat and oil A as an oil and fat composition, 30 parts by weight, 0.15 parts by weight of sucrose fatty acid ester (Mitsubishi Chemical Foods S-170), 0.1 part by weight of soybean lecithin, sucrose fatty acid ester (Mitsubishi Chemical Foods S -570) 0.1 part by weight and 0.06 part by weight of fragrance were mixed to obtain an oil phase part.

上記油相部に対し、水61.59重量部に、脱脂粉乳4.2重量部、カゼインナトリウム3重量部、第二リン酸水素2カリウム0.5重量部、蔗糖脂肪酸エステル(三菱化学フーズ社製 S-1570)0.2重量部、クエン酸3ナトリウム0.1重量部を溶解した。
前記油相部と水相部とを60〜65℃で混合し、ホモミキサーにより予備乳化した。次に、ホモゲナイザー(イズミフードマシナリ社製)を通して均質圧力15MPa(1次圧)で均質化した後、140℃で4秒間の加熱殺菌を行ない、60℃に冷却して、再び均質圧力10MPa(2次圧)で均質化し、約7℃に冷却して、液状クリームを製造した。評価した結果については、表3中に併記した。
Based on 61.59 parts by weight of water, 4.2 parts by weight of skim milk powder, 3 parts by weight of sodium caseinate, 0.5 parts by weight of dipotassium hydrogen phosphate, sucrose fatty acid ester (Mitsubishi Chemical Foods) S-1570) 0.2 parts by weight and 0.1 parts by weight of trisodium citrate were dissolved.
The oil phase part and the aqueous phase part were mixed at 60 to 65 ° C. and pre-emulsified with a homomixer. Next, after homogenizing at a homogeneous pressure of 15 MPa (primary pressure) through a homogenizer (manufactured by Izumi Food Machinery Co., Ltd.), sterilization by heating at 140 ° C. for 4 seconds, cooling to 60 ° C., and again at a homogeneous pressure of 10 MPa (2 Next pressure) and cooled to about 7 ° C. to produce a liquid cream. The evaluation results are also shown in Table 3.

[実施例7、8、比較例8〜12]
表3の油脂配合に従って油脂組成物を調整し、実施例6と同様な方法にて液状クリームを製造した。クリームの評価方法は下記に示した方法で行ない、結果は表3中に併記した。
(液状クリームの評価方法)
製造したクリームを5℃で24時間保存を行ない、そのまま食したときの状態を、下記の評価基準で評価した。
[Examples 7 and 8, Comparative Examples 8 to 12]
An oil and fat composition was prepared according to the oil and fat composition shown in Table 3, and a liquid cream was produced in the same manner as in Example 6. The evaluation method of cream was performed by the method shown below, and the results are shown in Table 3.
(Liquid cream evaluation method)
The produced cream was stored at 5 ° C. for 24 hours, and the state when it was eaten as it was was evaluated according to the following evaluation criteria.

<フレーバー効果>
○ 程よくフレーバーの香味が感じられる
△ フレーバーの香味を感じるが、やや弱い
× フレーバーの香味が弱い
<コク>
○ 良好
△ 弱い又はややしつこい
× 淡白
<クリーミー感>
○ 良好
△ 弱い
× とがった食感又はべとつく
<Flavor effect>
○ Flavor flavor can be felt moderately △ Flavor flavor is felt but slightly weak × Flavor flavor is weak
○ Good △ Weak or slightly persistent × Light white <Creamy>
○ Good △ Weak × Pointed texture or stickiness

Figure 2011254777
Figure 2011254777

表3の結果からも明らかなように、本願の各請求項に係る発明の油脂を含む液状クリームは、フレーバーの着香効果を高め、なおかつコク、クリーミー感に優れるものであった。
これに対し、水素添加反応を行なわない液状油脂を用いた比較例8やエステル交換油を用いた比較例9のような液状クリームでは、フレーバーの効果が得られなかった。また、本願発明の各請求項を逸脱した部分水素添加油脂を用いた比較例10〜12もフレーバーの効果が弱く満足いくものではなかった。
As is clear from the results in Table 3, the liquid cream containing the oils and fats of the invention according to the claims of the present application has enhanced flavor flavoring and is excellent in richness and creamy feeling.
On the other hand, the effect of flavor could not be obtained in the liquid creams such as Comparative Example 8 using liquid oil and fat without hydrogenation reaction and Comparative Example 9 using transesterified oil. Further, Comparative Examples 10 to 12 using partially hydrogenated oils and fats deviating from the claims of the present invention were not satisfactory because the effect of flavor was weak.

(ホイップクリーム)
ホイップクリームにおいては、従来、トランス酸が40%以上も含有する硬化油を主に用いられてきたが、トランス酸を低減させるためにラウリン系油脂やパーム系油脂を主たる油脂として用いられるようになり、さらに口溶けを良くするために液状油脂を加えられることがある。そこで本願発明の油脂と液状油脂において比較した。
(Whipped cream)
In whipped cream, conventionally, hardened oils containing trans acid of 40% or more have been mainly used. However, lauric oils and palm oils are mainly used as fats to reduce trans acids. In addition, liquid fats and oils may be added to improve the melting of the mouth. Therefore, comparison was made between the oil and fat of the present invention and the liquid oil and fat.

[実施例9]
油脂A30重量部、パーム核油20重量部、パーム核極度硬化油30重量部、及びパーム油中融点部(IV46)20重量部とを混合し、油脂組成物とした。この油脂組成物40.5重量部に大豆レシチン0.2重量部、ステアリン酸モノグリセライド(理研ビタミン社製 ポエムS-100)0.03重量部、蔗糖脂肪酸エステル(三菱化学フーズ社製 S-170)0.05重量部、蔗糖脂肪酸エステル(三菱化学フーズ社製 S-570)0.05重量部、及び香料0.16重量部を溶解させて油相部とした。
[Example 9]
30 parts by weight of fat and oil A, 20 parts by weight of palm kernel oil, 30 parts by weight of palm kernel extremely hardened oil, and 20 parts by weight of palm oil middle melting point (IV46) were mixed to obtain an oil and fat composition. 40.5 parts by weight of this oil and fat composition, 0.2 parts by weight of soybean lecithin, 0.03 part by weight of stearic acid monoglyceride (Poem S-100, manufactured by Riken Vitamin Co., Ltd.), sucrose fatty acid ester (S-170, manufactured by Mitsubishi Chemical Foods) 0.05 parts by weight, 0.05 part by weight of sucrose fatty acid ester (S-570, manufactured by Mitsubishi Chemical Foods) and 0.16 part by weight of a fragrance were dissolved to obtain an oil phase part.

油相部に対し、水54.81重量部に脱脂粉乳4重量部、蔗糖脂肪酸エステル(三菱化学フーズ社製 S-1170)0.05重量部、ヘキサメタリン酸ナトリウム0.1重量部、グアーガム0.03重量部、キサンタンガム0.02重量部を溶解させて水相部とした。
油相部と水相部とを60〜65℃で混合し、ホモミキサーにより予備乳化した。次に、ホモゲナイザー(イズミフードマシナリ社製)を通して均質圧力8MPa(1次圧)で均質した後、140℃で4秒間の加熱殺菌を行ない、60℃に冷却して、再び均質圧力4MPa(2次圧)で均質化し、約7℃に冷却して、起泡性クリームを製造した。起泡性クリームの評価方法は下記に示した方法で行い、結果は表4に示した。
With respect to the oil phase, 54.81 parts by weight of water, 4 parts by weight of skim milk powder, 0.05 parts by weight of sucrose fatty acid ester (S-1170 manufactured by Mitsubishi Chemical Foods), 0.1 part by weight of sodium hexametaphosphate, 0. 03 parts by weight and 0.02 parts by weight of xanthan gum were dissolved to obtain an aqueous phase part.
The oil phase part and the water phase part were mixed at 60 to 65 ° C. and pre-emulsified with a homomixer. Next, after homogenizing at a homogeneous pressure of 8 MPa (primary pressure) through a homogenizer (manufactured by Izumi Food Machinery Co., Ltd.), sterilizing by heating at 140 ° C. for 4 seconds, cooling to 60 ° C., and again at a homogeneous pressure of 4 MPa (secondary pressure) Pressure) and cooled to about 7 ° C. to produce a foaming cream. The evaluation method of the foaming cream was performed by the method shown below, and the results are shown in Table 4.

[比較例13]
実施例9の油脂Aに替えて高オレイン酸なたね油を用いたこと以外は同様にして、起泡性クリームを製造した。評価した結果は表4に併記した。
(起泡性クリームの評価方法)
製造した起泡性クリームを5℃で24時間エージングを行なった。ついで1日保存後、約3000ml容量のミキサーに気泡性クリームを400g入れて、クリームが適度な硬さになるまでホイップし、得られたホイップドクリームについて下記の基準で評価した。
[Comparative Example 13]
A foaming cream was produced in the same manner except that high oleic rapeseed oil was used in place of the fat A of Example 9. The evaluation results are shown in Table 4.
(Evaluation method of foaming cream)
The produced foaming cream was aged at 5 ° C. for 24 hours. Next, after storing for 1 day, 400 g of a cellular cream was put into a mixer having a capacity of about 3000 ml, whipped until the cream had an appropriate hardness, and the obtained whipped cream was evaluated according to the following criteria.

<フレーバー効果>
○ ほどよくフレーバーの香味が感じられる
× フレーバーの香味が弱い
<口どけ>
○ 良好
× 悪い
<保型性>
ホイップドクリームについて絞り器を使用して造花した後25℃に1時間置き、造花物の組織状態、離水を下記の基準で評価した。
○ 表面がしっかりしてきれいで、離水がほとんどない
× 表面がだれていて、離水が見られる
ホイップドクリームを食したときの状態を下記の基準で評価した。
<Flavor effect>
○ Flavor flavor can be felt moderately. × Flavor flavor is weak.
○ Good × Bad <Shape retention>
The whipped cream was flowered using a squeezer and then placed at 25 ° C. for 1 hour, and the tissue state and water separation of the artificial flower were evaluated according to the following criteria.
○ The surface was firm and clean, and there was almost no water separation. × The condition when the whipped cream was eaten with the surface sloping and water separation was evaluated according to the following criteria.

Figure 2011254777
Figure 2011254777

表4の結果からも明らかなように、本願の各請求項に係る発明の油脂を含む起泡性クリームは、フレーバーの着香効果を十分に高めるものであり、尚且つ優れた口どけを有しながらしっかりした保型性を保つものであった。対して、ホイップクリームの口溶けをよくすべく液状油を添加した比較例13は、フレーバー効果は発揮されず保型性も劣るものであった。   As is clear from the results in Table 4, the foaming cream containing the fats and oils of the invention according to each claim of the present application sufficiently enhances the flavoring effect of the flavor and has an excellent mouthfeel. While maintaining a good shape retention. On the other hand, in Comparative Example 13 in which liquid oil was added to improve the melting of the whipped cream, the flavor effect was not exhibited and the shape retention was poor.

(アイスクリーム)
[実施例10]
油脂B50重量部とヤシ油50重量部とを混合し油脂組成物とした。この油脂組成物15重量部にステアリン酸モノグリセライド(理研ビタミン社製 ポエムS-100)0.1重量部、酵素分解レシチン(キリン協和発酵フーズ社製 エルマイザーA)0.2重量部、ポリグリセリン脂肪酸エステル(太陽化学社製 A-181E)0.2重量部、及び香料0.05重量部を溶解させて油相部とした。
(ice cream)
[Example 10]
50 parts by weight of oil and fat B and 50 parts by weight of coconut oil were mixed to obtain an oil and fat composition. 15 parts by weight of this fat and oil composition, 0.1 part by weight of stearic acid monoglyceride (Poem S-100, manufactured by Riken Vitamin Co., Ltd.), 0.2 parts by weight of enzymatically decomposed lecithin (Elmizer A, manufactured by Kirin Kyowa Hakko Foods), polyglycerin fatty acid ester (Taiyo Chemical Co., Ltd. A-181E) 0.2 parts by weight and fragrance 0.05 parts by weight were dissolved to obtain an oil phase part.

油相部に対し、牛乳58.15重量部に脱脂粉乳10重量部、上白糖5重量部、加糖練乳5重量部、液糖5重量部、糖アルコール1重量部、蔗糖脂肪酸エステル(三菱化学フーズ社製 S-1570)0.1重量部、及び結晶セルロース0.2重量部を溶解させて水相部とした。油相部と水相部とを60〜65℃で混合し、ホモミキサーにより予備乳化した。次に、ホモゲナイザー(イズミフードマシナリ社製)を通して均質圧力10MPa(1次圧)で均質した後、120℃で2秒間の加熱殺菌を行ない、60℃に冷却して、再び均質圧力5MPa(2次圧)で均質化し、約7℃に冷却して、アイスクリーム(ラクトアイス)用乳化物を製造した。クリームの評価方法は下記に示した方法で行い、結果は表5に示した。   With respect to the oil phase, 58.15 parts by weight of milk, 10 parts by weight of skim milk powder, 5 parts by weight of white sucrose, 5 parts by weight of sweetened condensed milk, 5 parts by weight of liquid sugar, 1 part by weight of sugar alcohol, sucrose fatty acid ester (Mitsubishi Chemical Foods) S-1570) 0.1 part by weight and 0.2 part by weight of crystalline cellulose were dissolved to obtain an aqueous phase part. The oil phase part and the water phase part were mixed at 60 to 65 ° C. and pre-emulsified with a homomixer. Next, after homogenizing at a homogeneous pressure of 10 MPa (primary pressure) through a homogenizer (manufactured by Izumi Food Machinery Co., Ltd.), heat sterilization is performed at 120 ° C. for 2 seconds, cooling to 60 ° C., and a homogeneous pressure of 5 MPa (secondary pressure) again. Pressure) and cooled to about 7 ° C. to produce an emulsion for ice cream (lacto ice). The evaluation method of the cream was performed by the method shown below, and the results are shown in Table 5.

[比較例14]
実施例10の油脂Bに代えて、常温で液体であるパーム分別油(IV60)を用いた以外は同様にしてアイスクリーム(ラクトアイス)用乳化物を製造した。評価した結果は表5に示した。
[Comparative Example 14]
An emulsion for ice cream (lacto ice) was produced in the same manner except that palm fractionated oil (IV60), which was liquid at room temperature, was used in place of the fat B of Example 10. The evaluation results are shown in Table 5.

(ラクトアイスの評価方法)
製造したラクトアイス用クリームを5℃で24時間エージングを行なった。このラクトアイス用クリームをアイスクリーマーにてフリージングを行い、得られたラクトアイスについて下記の基準で評価した。
(Evaluation method of lacto ice)
The produced cream for lacto ice was aged at 5 ° C. for 24 hours. The lacto ice cream was frozen with an ice creamer, and the resulting lacto ice was evaluated according to the following criteria.

<原料由来の風味>
○ 練乳、牛乳の風味が充分感じられる
× 練乳、牛乳の風味が弱い
<フレーバー効果>
○ 程よくフレーバーの香味が感じられる
△ フレーバーの香味を感じるが、やや弱い
× フレーバーの香味が弱い
<口どけ>
○ 良好
△ やや口どけが欠ける状態
× 悪い
<Flavor derived from ingredients>
○ The flavor of condensed milk and milk can be fully felt. × The flavor of condensed milk and milk is weak. <Flavor effect>
○ Flavor flavor is moderately felt. △ Flavor flavor is felt but slightly weak. × Flavor flavor is weak.
○ Good △ Slightly missing mouth × Bad

Figure 2011254777
Figure 2011254777

一般的にアイスクリーム用油脂としてはヤシ油及びパーム系油脂が用いられている。表5の結果から明らかなように、本願の各請求項に係る発明の油脂を含むラクトアイスは、練乳や牛乳等の原料の本来持つ風味や味わいを引き立たせ、かつフレーバーの着香効果を高めるものであった。
これに対し、比較例14のようなラクトアイスでは、原料由来の風味が弱く、フレーバーの効果も満足いくものではなかった。
Generally, coconut oil and palm oil are used as the oil and fat for ice cream. As is clear from the results in Table 5, the lacto ice containing the fats and oils of the invention according to each claim of the present application enhances the flavor and flavor of the flavor and flavor of raw materials such as condensed milk and milk. Met.
On the other hand, in the lacto ice as in Comparative Example 14, the flavor derived from the raw material was weak and the flavor effect was not satisfactory.

(マーガリン、ファットスプレッド)
マーガリン類においては、従来、トランス酸が40%以上も含有する硬化油と液状油との混合油が主に用いられてきたが、トランス酸を低減させるために硬化油の代わりにパーム系油脂あるいはそのエステル交換油を主たる油脂として用いられ、さらに口溶けを良くするために液状油脂を多く加えられるようになってきた。そこで本願発明の油脂を液状油脂あるいはパーム系油脂に置換して用いた場合を比較した。
(Margarine, Fat Spread)
In margarines, conventionally, a mixed oil of a hardened oil and a liquid oil containing 40% or more of a trans acid has been mainly used. However, in order to reduce the trans acid, a palm oil or fat is used instead of the hardened oil. The transesterified oil is used as a main oil and fat, and a lot of liquid oil and fat has been added to improve the dissolution of the mouth. Then, the case where the fats and oils of this invention were substituted and used for liquid fats or palm oils was compared.

[実施例11]
油脂C50重量部、パーム油(IV51)30重量部、及びパーム分別硬質部(IV33)20重量部とを混合し、油脂組成物とした。この油脂組成物70重量部に大豆レシチン0.2重量部、ステアリン酸モノグリセライド(理研ビタミン社製 ポエムS-100)0.2重量部、香料0.05重量部、及びβカロチン0.002重量部を溶解させて油相部とした。
[Example 11]
50 parts by weight of oil and fat C, 30 parts by weight of palm oil (IV51), and 20 parts by weight of palm fraction hard part (IV33) were mixed to obtain an oil and fat composition. 70 parts by weight of this oil and fat composition, 0.2 parts by weight of soybean lecithin, 0.2 parts by weight of stearic acid monoglyceride (Poem S-100 manufactured by Riken Vitamin Co., Ltd.), 0.05 parts by weight of fragrance, and 0.002 parts by weight of β-carotene Was dissolved to obtain an oil phase part.

油相部に対し、水27.548重量部に脱脂粉乳1重量部、及び食塩1重量部を溶解させて水相部とした。油相部と水相部とを70℃で混合し、スリーワンモーターにより攪拌混合し、予備乳化した。これをコンビネーター(シュレーダー社製)に通し、急冷捏和してファットスプレッドを製造した。評価した結果について、表6に示した。   With respect to the oil phase part, 1 part by weight of skim milk powder and 1 part by weight of sodium chloride were dissolved in 27.548 parts by weight of water to obtain an aqueous phase part. The oil phase part and the aqueous phase part were mixed at 70 ° C., stirred and mixed by a three-one motor, and pre-emulsified. This was passed through a combinator (manufactured by Schroeder) and quenched and kneaded to produce a fat spread. The evaluation results are shown in Table 6.

[比較例15、16]
実施例11の油脂Cに替えてなたね油を用いたこと(比較例15)、または油脂Hを用いたこと(比較例16)以外は、実施例11と同様な方法にてファットスプレッドを製造した。評価した結果について、表6に示した。
(ファットスプレッドの評価方法)
製造したファットスプレッドを冷蔵で一週間保存した後、そのまま食したときの状態を下記の基準で評価した。
<フレーバー効果>
○ ほどよくフレーバーの香味が感じられる
× フレーバーの香味が弱い
<口どけ、塩味>
○ 適度な口どけで、程よい塩味が感じられる
× 口どけが悪く、塩味が弱い
[Comparative Examples 15 and 16]
Fat spreads were produced in the same manner as in Example 11 except that rapeseed oil was used in place of the fat C in Example 11 (Comparative Example 15) or that the oil H was used (Comparative Example 16). The evaluation results are shown in Table 6.
(Fat spread evaluation method)
After the produced fat spread was stored in a refrigerator for one week, the state when it was eaten as it was was evaluated according to the following criteria.
<Flavor effect>
○ Flavor flavor can be felt moderately. × Flavor flavor is weak.
○ With moderate mouthfeel, moderate saltiness can be felt × Bad mouthfeel and salty taste are weak

Figure 2011254777
Figure 2011254777

表6の結果から明らかなように、本願の各請求項に係る発明の油脂を含むファットスプレッドは、フレーバーの着香効果を十分に高めるものであり、尚且つ優れた口どけ、塩味を有するものであった。   As is clear from the results in Table 6, the fat spread containing the oils and fats of the invention according to each claim of the present application sufficiently enhances the flavoring effect of the flavor, and has excellent mouthfeel and salty taste. Met.

[実施例12]
大豆油60重量部と油脂E40重量部を混合し油脂組成物とした。この油脂組成物57重量部に無塩バター30重量部、大豆レシチン0.2重量部、ステアリン酸モノグリセライド(理研ビタミン社製 ポエムS-100)0.2重量部、及びβカロチン0.002重量部を溶解させて油相部とした。
[Example 12]
An oil composition was prepared by mixing 60 parts by weight of soybean oil and 40 parts by weight of oil E. In this fat and oil composition, 57 parts by weight of unsalted butter, 30 parts by weight of soy lecithin, 0.2 parts by weight of stearic acid monoglyceride (Poem S-100 manufactured by Riken Vitamin Co., Ltd.), and 0.002 part by weight of β-carotene Was dissolved to obtain an oil phase part.

油相部に対し、牛乳10.598重量部に脱脂粉乳1重量部、食塩1重量部を溶解させて水相部とした。油相部と水相部とを60℃で混合し、スリーワンモーターにより攪拌混合し、予備乳化した。これをコンビネーターに通し、急冷捏和してコンパウンドマーガリンを製造した。評価した結果について、表7に示した。   With respect to the oil phase part, 1 part by weight of skim milk powder and 1 part by weight of sodium chloride were dissolved in 10.598 parts by weight of milk to obtain an aqueous phase part. The oil phase part and the water phase part were mixed at 60 ° C., stirred and mixed by a three-one motor, and pre-emulsified. This was passed through a combinator and quenched and kneaded to produce compound margarine. The evaluation results are shown in Table 7.

[実施例13]
大豆油40重量部、油脂E40重量部、及び油脂A20重量部を混合し油脂組成物とした。この油脂組成物を用いた以外は、実施例12と同様な方法にてコンパウンドマーガリンを製造した。評価した結果について、表7に示した。
[Example 13]
An oil composition was prepared by mixing 40 parts by weight of soybean oil, 40 parts by weight of fat E, and 20 parts by weight of fat A. Compound margarine was produced in the same manner as in Example 12 except that this oil / fat composition was used. The evaluation results are shown in Table 7.

[比較例17]
実施例12において、油脂Eに替えて油脂Lを用いたこと以外は、実施例12と同様にしてコンパウンドマーガリンを製造した。評価した結果について、表7に示した。
(マーガリンの評価方法)
製造したマーガリンをそのまま食したときの状態を下記の基準で評価した。
[Comparative Example 17]
In Example 12, compound margarine was produced in the same manner as in Example 12 except that oil L was used instead of oil E. The evaluation results are shown in Table 7.
(Margarine evaluation method)
The state when the produced margarine was eaten as it was was evaluated according to the following criteria.

<油相部の原料由来の風味>
○ バターの風味が充分感じられる
△ バターの風味を感じるが、やや弱い
× バターの風味が弱い
<水相部の原料由来の風味>
○ 牛乳の風味が充分感じられる
△ 牛乳の風味を感じるが、やや弱い
× 牛乳の風味が弱い
<Flavor derived from oil phase part>
○ Sufficient butter flavor △ Feels butter flavor, but slightly weak × Butter flavor is weak <flavor derived from water phase ingredients>
○ Sufficient milk flavor is felt △ Milk flavor is felt but slightly weak × Milk flavor is weak

Figure 2011254777
Figure 2011254777

表7の結果からも明らかなように、本願の各請求項に係る発明の油脂を含むコンパウンドマーガリンは、乳化食品の特性である油相部、水相部其々に加えられた、特有の風味を持つ原料の味わいをひきたてるものであった。   As is clear from the results in Table 7, the compound margarine containing the oils and fats of the invention according to each claim of the present application has a unique flavor added to the oil phase part and the aqueous phase part, which are characteristics of the emulsified food, respectively. The taste of the ingredients with

(フラワーペースト)
[実施例14]
パーム油(IV52)50重量部と油脂A50重量部を混合し油脂組成物とした。この油脂組成物18重量部に大豆レシチン0.2重量部、及びステアリン酸モノグリセライド(理研ビタミン社製 ポエムS-100)0.2重量部を溶解させて油相部とした。
(Flower paste)
[Example 14]
50 parts by weight of palm oil (IV52) and 50 parts by weight of fats and oils A were mixed to obtain a fat and oil composition. Soybean lecithin 0.2 parts by weight and stearic acid monoglyceride (Poem S-100 manufactured by Riken Vitamin Co., Ltd.) 0.2 parts by weight were dissolved in 18 parts by weight of the oil and fat composition to obtain an oil phase part.

油相部に対し、水51.5重量部にグラニュー糖15重量部、卵黄5重量部、脱脂粉乳5重量部、コーンスターチ5重量部、及び蔗糖脂肪酸エステル(三菱化学フーズ社製 S-1570)0.1重量部を溶解させて水相部とした。油相部と水相部とを70℃で混合し、ホモミキサーにより、8000rpmで5分間攪拌混合し乳化した。次いで、沸騰湯浴中で5分間加熱した後冷却し、カスタード風味フラワーペーストを得た。得られたフラワーペーストは、卵黄由来の風味が良好で、程よいカスタード風味となった。   51.5 parts by weight of water, 15 parts by weight of granulated sugar, 5 parts by weight of egg yolk, 5 parts by weight of skim milk powder, 5 parts by weight of corn starch, and sucrose fatty acid ester (S-1570, manufactured by Mitsubishi Chemical Foods) 0 .1 part by weight was dissolved to obtain an aqueous phase part. The oil phase part and the aqueous phase part were mixed at 70 ° C., and stirred and mixed with a homomixer at 8000 rpm for 5 minutes to emulsify. Next, the mixture was heated in a boiling water bath for 5 minutes and then cooled to obtain a custard-flavored flour paste. The obtained flower paste had a good egg yolk-derived flavor and a moderate custard flavor.

[比較例18]
実施例14の油脂Aに替えて高オレイン酸なたね油を用いた以外は、実施例14と同様な方法にてカスタード風味フラワーペーストを製造した。得られたフラワーペーストは、卵黄由来の風味が弱く、カスタード風味が感じられなかった。
[Comparative Example 18]
A custard-flavored flour paste was produced in the same manner as in Example 14 except that high oleic rapeseed oil was used in place of the fat A in Example 14. The obtained flower paste had a weak egg yolk flavor and no custard flavor was felt.

(ドレッシング)
[実施例15]
水22.4重量部に食酢10重量部、グラニュー糖3.5重量部、食塩2.5重量部、グルタミン酸ナトリウム0.5重量部、レモン果汁0.5重量部、キサンタンガム0.3重量部、及びグリセリン脂肪酸エステル(太陽化学社製 サンソフトA-181E)0.2重量部を溶解させて水相部とした。水相部をホモミキサーにて攪拌しながら、油脂A60重量部に香料0.1重量部添加したものを徐々に加え、8000rpmで5分間攪拌混合し乳化し、ドレッシングを得た。評価した結果について、表8に示した。
(dressing)
[Example 15]
22.4 parts by weight of water, 10 parts by weight of vinegar, 3.5 parts by weight of granulated sugar, 2.5 parts by weight of sodium chloride, 0.5 parts by weight of sodium glutamate, 0.5 parts by weight of lemon juice, 0.3 parts by weight of xanthan gum, And 0.2 part by weight of glycerin fatty acid ester (Sunsoft A-181E manufactured by Taiyo Kagaku Co., Ltd.) was dissolved to obtain an aqueous phase part. While stirring the aqueous phase with a homomixer, 60 parts by weight of fat A was added with 0.1 part by weight of a fragrance, and the mixture was stirred and mixed at 8000 rpm for 5 minutes to obtain a dressing. The evaluation results are shown in Table 8.

[比較例19、20]
実施例15の油脂Aに替えて高オレイン酸なたね油を用いたこと(比較例19)、または油脂Kを用いたこと(比較例20)以外は、実施例10と同様にしてドレッシングを得た。評価した結果については、表8に示した。
[Comparative Examples 19 and 20]
A dressing was obtained in the same manner as in Example 10 except that high oleic rapeseed oil was used in place of the fat A in Example 15 (Comparative Example 19) or the oil K was used (Comparative Example 20). The evaluation results are shown in Table 8.

(ドレッシングの評価方法)
得られたドレッシングをそのまま食したときの状態を下記の基準で評価した。
<原料由来の風味>
○ レモンの風味が充分感じられる
△ レモンの風味を感じるが、やや弱い
× レモンの風味が弱い
<フレーバー効果>
○ 程よくフレーバーの香味が感じられる
△ フレーバーの香味を感じるが、やや弱い
× フレーバーの香味が弱い
(Dressing evaluation method)
The state when the obtained dressing was eaten as it was was evaluated according to the following criteria.
<Flavor derived from ingredients>
○ You can feel the flavor of lemon enough △ You can feel the flavor of lemon, but it is slightly weak × The flavor of lemon is weak <flavor effect>
○ Flavor flavor can be felt moderately △ Flavor flavor is felt but slightly weak × Flavor flavor is weak

Figure 2011254777
Figure 2011254777

表8の結果からも明らかなように、本願の各請求項に係る発明の油脂を含むドレッシングは、レモン果汁のような特有の原料の味を引き立たせ、かつフレーバーの着香効果を高めるものであった。これに対し、水素添加反応を行なわない油脂を用いた比較例19や、エステル交換油を用いた比較例20のようなドレッシングでは、原料由来の風味が満足いくものではなく、フレーバーの効果も得られなかった。   As is apparent from the results in Table 8, the dressing containing the fats and oils of the invention according to each claim of the present application enhances the flavoring flavor of the flavor while enhancing the taste of a specific raw material such as lemon juice. there were. On the other hand, in the dressing as in Comparative Example 19 using fats and oils that do not undergo hydrogenation reaction and Comparative Example 20 using transesterified oil, the flavor derived from the raw materials is not satisfactory, and the effect of flavor is also obtained. I couldn't.

Claims (6)

トランス酸を2〜10質量%含有する部分水素添加油脂からなり、総脂肪酸における炭素数18の1価不飽和脂肪酸の含有量が40質量%以上、炭素数18の飽和脂肪酸の含有量が15質量%以下、分子内に二重結合を2以上含む多価不飽和脂肪酸の含有量が20質量%以下、炭素数18の1価不飽和脂肪酸の総質量(A)に占める炭素数18の1価トランス酸量(T)の質量比(T/A)が0.02〜0.1に調製されてなる乳化食品用油脂。   It consists of partially hydrogenated fats and oils containing 2 to 10% by mass of trans acid. The content of monounsaturated fatty acids having 18 carbon atoms in total fatty acids is 40% by mass or more, and the content of saturated fatty acids having 18 carbon atoms is 15% by mass. % Or less, the content of polyunsaturated fatty acids containing 2 or more double bonds in the molecule is 20% by mass or less, and the monovalent number of 18 carbon atoms in the total mass (A) of monovalent unsaturated fatty acids having 18 carbon atoms. Fats and oils for emulsified foods prepared by adjusting the mass ratio (T / A) of the amount of trans acid (T) to 0.02 to 0.1. 上記総脂肪酸中に炭素数18の脂肪酸を70質量%以上含有し、かつ炭素数18の1価不飽和脂肪酸を60質量%以上含有する請求項1に記載の乳化食品用油脂。   2. The fat for emulsified food according to claim 1, wherein the total fatty acid contains 70% by mass or more of a fatty acid having 18 carbon atoms and 60% by mass or more of a monounsaturated fatty acid having 18 carbon atoms. 上記乳化食品用油脂における5℃のSFC(固体脂含量)が20以下であると共に、5℃のSFCと20℃のSFCの差が15以下であり、かつ融点が35℃以下ある請求項1または2に記載の乳化食品用油脂。   The SFC (solid fat content) in the emulsified food fat is 20 or less, the difference between the SFC of 5 ° C and the SFC of 20 ° C is 15 or less, and the melting point is 35 ° C or less. 2. Fats and oils for emulsified food according to 2. 上記部分水素添加油脂の原料が、ナタネ油、高オレイン酸ナタネ油、高オレイン酸サフラワー油、高オレイン酸サンフラワー油、パーム油およびパーム油の分別油からなる群から選ばれる1種以上の油脂である請求項1〜3のいずれかに記載の乳化食品用油脂。   One or more kinds selected from the group consisting of rapeseed oil, high oleic acid rapeseed oil, high oleic acid safflower oil, high oleic acid sunflower oil, palm oil and palm oil fractionated raw material for the above partially hydrogenated fats and oils It is fats and oils, The fats and oils for emulsified foods in any one of Claims 1-3. 上記部分水素添加油脂が、ニッケル触媒の存在下、60〜90℃で20分以上水素添加された部分水素添加油脂である請求項1〜4のいずれかに記載の乳化食品用油脂。   The fat or oil for emulsified food according to any one of claims 1 to 4, wherein the partially hydrogenated fat or oil is a partially hydrogenated fat or oil that has been hydrogenated at 60 to 90 ° C for 20 minutes or more in the presence of a nickel catalyst. 請求項1〜5のいずれかに記載の乳化食品用油脂を油脂成分中に5〜100質量%含有するマーガリン、ファットスプレッド、クリーム、ドレッシングまたはフラワーペーストからなる乳化食品。   The emulsified food which consists of margarine, fat spread, cream, dressing, or flour paste which contains the fats and oils for emulsified foods in any one of Claims 1-5 in 5-100 mass% in fats and oils components.
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WO2014077019A1 (en) * 2012-11-14 2014-05-22 株式会社J-オイルミルズ Sweetness and/or milk flavor enhancer
JP5612234B1 (en) * 2012-11-14 2014-10-22 株式会社J−オイルミルズ Sweetness and / or milk flavor enhancer
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JP2018115282A (en) * 2017-01-20 2018-07-26 日清オイリオグループ株式会社 Flavor enhancer of citrus flavor and improved flavor
JP6974674B1 (en) * 2021-03-12 2021-12-01 キユーピー株式会社 Manufacturing method of O / W / O type acidic emulsified liquid food, food and O / W / O type acidic emulsified liquid food
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