JP2007215521A - Low trans-acid vegetable oil and fat composition - Google Patents

Low trans-acid vegetable oil and fat composition Download PDF

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JP2007215521A
JP2007215521A JP2006042829A JP2006042829A JP2007215521A JP 2007215521 A JP2007215521 A JP 2007215521A JP 2006042829 A JP2006042829 A JP 2006042829A JP 2006042829 A JP2006042829 A JP 2006042829A JP 2007215521 A JP2007215521 A JP 2007215521A
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oil
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fatty acid
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Akira Uchida
亮 内田
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NOF Corp
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a vegetable oil and fat composition containing ≤3 wt.% of trans-acid, and having melting feeling in the mouth, shape retention, plasticity, luster and preservation stability each sufficient as margarine and fat spread. <P>SOLUTION: This low trans-acid vegetable oil and fat composition comprises 70-80 mass% of (A) component, 5-20 mass% of B component, 5-20 mass% of C component and 1-3 mass% of D component. The mass ratio of 12C saturated fatty acid to 18C saturated fatty acid is 1:(0.6-1.3). The (A), B, C and D components are as follows: (A) component:liquid vegetable oil and fat, B component: vegetable exceeding hardened oil and fat with a melting point of 32°C-42°C, containing ≥35 mass% of 12C saturated fatty acid, C component: interesterified fat with a melting point of 30°C-45°C, derived from vegetable oil and fat and containing 10-30 mass% of 12C saturated fatty acid and 5-25 mass% of 18C saturated fatty acid, and D component: vegetable hardened oil and fat with a melting point of 48°C-70°C, containing exceeding 40 mass% of 18C saturated fatty acid. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

本発明は、植物性油脂から構成され、マーガリン、又はファットスプレッドの原料となる可塑性低トランス酸植物性油脂組成物に関する。   TECHNICAL FIELD The present invention relates to a plastic low-trans acid vegetable oil composition that is composed of vegetable oil and is used as a raw material for margarine or fat spread.

最近のマーガリン、ファットスプレッド等の食用油脂製品は、風味が良好で、リノール酸やリノレン酸等の不飽和脂肪酸を多く含む油脂を含有する製品が好まれる傾向にある。特に、コーン油や大豆油、サフラワー油、オリーブ油、ナタネ油のような植物油脂は人気があり、需要量も増大傾向である。しかし、それらの植物油脂は多量の不飽和結合を含んでいるため、常温で液状である。
したがってマーガリンやファットスプレッドの原料に使用する際、マーガリンやファットスプレッドに適当な保型性や可塑性等の物性を付与することが難しくなる。例えば、業務用のサンド用マーガリンやフィリング等の製品に関しては、パンや菓子にサンドした状態で数日間常温に保管されるので、その安定性が必要である。
Recent edible fats and oils products such as margarine and fat spread have a good taste, and products containing fats and oils rich in unsaturated fatty acids such as linoleic acid and linolenic acid tend to be preferred. In particular, vegetable oils and fats such as corn oil, soybean oil, safflower oil, olive oil, and rapeseed oil are popular, and the demand is increasing. However, since these vegetable oils and fats contain a large amount of unsaturated bonds, they are liquid at room temperature.
Accordingly, when used as a raw material for margarine or fat spread, it becomes difficult to impart appropriate properties such as shape retention and plasticity to margarine or fat spread. For example, commercial margarine and filling products such as sandwiches are stored at room temperature for several days in a state of being sandwiched in bread or confectionery, and therefore need to be stable.

そこで、それらの液状植物油脂を水素添加し、融点30℃〜70℃の植物性硬化油脂にして食用油脂製品に使用している。水素添加された植物性硬化油には、2種類のタイプがある。一つは極度硬化油脂で、もう一つは部分水素添加油脂である。
極度硬化油脂は、油脂中の不飽和結合がほとんど存在しなくなるまで、即ち、ヨウ素価が実質的には0になるまで水素添加したもので、硬度が高く、また融点も高い固形油脂である。
Then, these liquid vegetable fats and oils are hydrogenated, and it is made into vegetable hardened fats and oils of melting | fusing point 30 degreeC-70 degreeC, and is used for edible fats and oils products. There are two types of hydrogenated vegetable oils. One is an extremely hardened oil and fat, and the other is a partially hydrogenated oil.
Extremely hardened oils and fats are solid oils and fats that are hydrogenated until there are almost no unsaturated bonds in the oils or fats, that is, until the iodine value is substantially zero, and have a high hardness and a high melting point.

部分水素添加油脂は、油脂中の不飽和結合の一部だけが飽和されたもので、極度硬化油脂と比較して軟らかく、また融点も低い油脂である。この部分水素添加油脂は、水素添加の度合いにより硬度や融点を容易に調整することができるため、マーガリンやファットスプレッドのような食用油脂製品に必要な保型性、可塑性、そして良好な口溶けを付与することができ、食用油脂製品の原料油脂とし汎用されている。
しかし、この部分水素添加油脂の製造時には、不飽和結合の水素添加時に、異性体であるトランス酸(トランス型脂肪酸ともいう。)が生成する。トランス酸については、心筋梗塞のリスクを高めるとして、米国では、2006年1月1日から食品などにトランス酸の含有量表示を義務化しており、天然に存在するトランス酸量以上を含まないことが望ましいとされている。この場合、天然油脂においては乳脂肪等に3質量%程度のトランス酸が含まれることから、全油脂中のトランス酸含量は、3質量%以下であることが望ましい。そのため、油脂製品中の部分水素添加油脂の使用量が制限される傾向にある。
Partially hydrogenated fats and oils are those in which only a portion of the unsaturated bonds in the fats and oils are saturated, are softer than extremely hardened fats and oils, and have a low melting point. This partially hydrogenated fat can easily adjust its hardness and melting point depending on the degree of hydrogenation, giving the shape retention, plasticity, and good meltability required for edible fat products such as margarine and fat spread. It is widely used as a raw material fat for edible fat products.
However, when this partially hydrogenated fat is produced, trans acid (also referred to as trans-type fatty acid), which is an isomer, is produced during hydrogenation of unsaturated bonds. With regard to transacids, the United States has been obliged to label the content of transacids in foods, etc. since January 1, 2006, as it increases the risk of myocardial infarction, and does not contain more than the amount of naturally occurring transacids. Is preferred. In this case, since natural fats and oils contain about 3% by mass of trans acid in milk fat and the like, the trans acid content in the total fats and oils is preferably 3% by mass or less. Therefore, there is a tendency that the amount of the partially hydrogenated fat / oil used in the fat / oil product is limited.

先に例示した植物油脂を極度硬化油脂となるまで水素添加した場合は、二重結合が消滅するので実質的にトランス酸を含まない。そこで、特許文献1には、トランス酸の含有量を減らした油脂組成物として、液状油脂に炭素数12及び炭素数20の飽和脂肪酸を含む極度硬化油脂を添加した油脂組成物が開示されている。しかしながら、この油脂組成物は、液状油と極度硬化油のみから構成されるため、食用油脂製品の状態が不安定になり、製品の光沢(ツヤ)が少なく、可塑性の乏しい、ボソボソした物性になりやすい。また、長期冷蔵保存後に粗大結晶、グレインが発生するおそれがあり、特に業務用のマーガリンやファットスプレッドには改良が必要であった。また、極度硬化油脂を多く配合しているため口溶けが悪く、用途が限定されサンドやフィリング用途には不向きであった。
特開2002−161294号公報
When the vegetable oils and fats exemplified above are hydrogenated until they become extremely hardened fats and oils, the double bond disappears, so that the trans acids are not substantially contained. Therefore, Patent Document 1 discloses an oil / fat composition in which an extremely hardened oil / fat containing a saturated fatty acid having 12 and 20 carbon atoms is added to a liquid oil / fat as an oil / fat composition with a reduced trans acid content. . However, since this oil and fat composition is composed only of liquid oil and extremely hardened oil, the state of the edible oil and fat product becomes unstable, the product is less glossy, has poor plasticity, and has a voluminous physical property. Cheap. In addition, coarse crystals and grains may be generated after long-term refrigeration storage, and in particular, commercial margarines and fat spreads need to be improved. Moreover, since a lot of extremely hardened fats and oils are blended, the melting of the mouth is bad, the use is limited and it is not suitable for sand and filling use.
JP 2002-161294 A

この様に、液状植物油脂を多く使用し、トランス酸含量を3%以下という低含有量に抑えた油脂組成物において、(1)マーガリンやファットスプレッドとした際に良好な口溶けを維持すること、(2)業務用のマーガリンやファットスプレッドとして使用温度範囲での好ましい保型性、広い温度範囲での可塑性を得ること、及び(3)光沢のある良好な外観を維持できる保存安定性を有すること、の要求を同時に満たすことは技術的に容易ではなかった。
本発明は、上記の技術的課題を解決する油脂組成物を調整することである。すなわち、液状植物油脂を多く含有し、トランス酸含量を油脂中低含有量に抑制でき、かつ、業務用のマーガリンやファットスプレッドとしても十分な口溶け、保型性、可塑性、光沢、保存安定性を有する、低トランス酸植物性油脂組成物を提供することである。
In this way, in a fat composition using a large amount of liquid vegetable fat and oil and keeping the trans acid content to a low content of 3% or less, (1) maintaining good meltability when margarine or fat spread is used, (2) To obtain desirable shape retention properties in the operating temperature range as a commercial margarine or fat spread, to obtain plasticity in a wide temperature range, and (3) To have storage stability capable of maintaining a good glossy appearance. It was not technically easy to meet the requirements of
This invention is adjusting the oil-fat composition which solves said technical subject. In other words, it contains a lot of liquid vegetable fats and oils, the trans acid content can be suppressed to a low content in fats and oils, and it has sufficient mouth-melting, shape retention, plasticity, gloss and storage stability as commercial margarine and fat spreads. It is providing the low trans acid vegetable oil composition which has.

本発明者らは、上記の目的を達成するために、特定の液状植物油脂、植物油脂由来エステル交換油脂、植物性極度硬化油脂、及び植物性硬化油脂を一定の比率で配合することにより問題点の解決をはかった。   In order to achieve the above-mentioned object, the present inventors have a problem by blending specific liquid vegetable oils, vegetable oil-derived transesterified oils, vegetable extremely hardened oils and fats, and vegetable hardened oils and fats at a certain ratio. I tried to solve the problem.

すなわち、本発明は、
(1)下記のA成分:70〜80質量%、B成分:5〜20質量%、C成分:5〜20質量%、D成分1〜3質量%からなり、さらに炭素数12の飽和脂肪酸と炭素数18の飽和脂肪酸との質量比が1:0.6〜1.3であることを特徴とする低トランス酸植物性油脂組成物に関する。
A成分:液状植物油脂、
B成分:融点32℃〜42℃で、炭素数12の飽和脂肪酸を35質量%以上含有する植物性極度硬化油脂、
C成分:融点30℃〜45℃で、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%含有する植物油脂由来エステル交換油脂、
D成分:融点48℃〜70℃で、炭素数18の飽和脂肪酸を40質量%を超えて含有する植物性硬化油脂。
(2)前記(1)の油脂組成物を原料とする、マーガリン、又はファットスプレッドである。
That is, the present invention
(1) The following A component: 70 to 80% by mass, B component: 5 to 20% by mass, C component: 5 to 20% by mass, D component 1 to 3% by mass, and further a saturated fatty acid having 12 carbon atoms It is related with the low trans acid vegetable oil composition characterized by mass ratio with a C18 saturated fatty acid being 1: 0.6-1.3.
A component: Liquid vegetable oil and fat,
B component: Vegetable extremely hardened fats and oils having a melting point of 32 ° C. to 42 ° C. and containing 35% by mass or more of saturated fatty acids having 12 carbon atoms,
C component: vegetable oil-derived transesterified oil and fat containing a saturated fatty acid having 12 to 10 carbon atoms and 5 to 25% saturated fatty acid having 18 carbon atoms at a melting point of 30 ° C. to 45 ° C.,
D component: Vegetable hardened fats and oils which have melting | fusing point 48 to 70 degreeC, and contain C18 saturated fatty acid exceeding 40 mass%.
(2) A margarine or fat spread using the oil and fat composition of (1) as a raw material.

本発明によると、液状植物油脂を多く含有し、トランス酸含量を油脂中に低含有量に抑制でき、かつ、マーガリンやファットスプレッドとしても十分な口溶け性、保型性、可塑性、光沢、保存安定性を有する低トランス酸植物性油脂組成物を提供することができる。すなわち、液状植物油脂を70質量%以上配合でき、トランス酸含量を油脂中3質量%以下に抑制でき、かつ、十分な口溶け性、保型性、可塑性、光沢、保存安定性を有するマーガリンやファットスプレッドを製造できる低トランス酸植物性油脂組成物を提供することができる。
さらに、本発明によると、十分な口溶け、保型性、可塑性、光沢、保存安定性を有するマーガリンやファットスプレッドを提供できる。特に、業務用のマーガリンに適している。
According to the present invention, it contains a large amount of liquid vegetable oils and fats, the trans acid content can be suppressed to a low content in fats and oils, and it is also sufficiently soluble in margarine and fat spread, shape retention, plasticity, gloss, storage stability It is possible to provide a low-trans-acid vegetable oil composition having properties. That is, margarine and fat that can contain 70% by mass or more of liquid vegetable fats and oils, can control the trans acid content to 3% by mass or less in fats and oils, and have sufficient mouth-melting properties, shape retention, plasticity, gloss, and storage stability. A low trans acid vegetable oil composition capable of producing a spread can be provided.
Furthermore, according to the present invention, it is possible to provide margarine and fat spread having sufficient meltability, shape retention, plasticity, gloss and storage stability. Especially suitable for commercial margarine.

以下、本発明を詳細に説明する。
本発明の低トランス酸植物性油脂組成物は、液状植物油脂(A成分)、炭素数12の飽和脂肪酸を35質量%以上含有する植物性極度硬化油脂(B成分)、植物油脂由来エステル交換油脂(C成分)、炭素数18の飽和脂肪酸を40質量%を超えて含有する植物性硬化油脂(D成分)を一定の割合で含有することを特徴とする。
Hereinafter, the present invention will be described in detail.
The low trans acid vegetable oil composition of the present invention comprises a liquid vegetable oil (component A), an extremely hard vegetable oil (component B) containing 35% by mass or more of a saturated fatty acid having 12 carbon atoms, and a transesterified oil derived from vegetable oil. (C component) and vegetable hardened fats and oils (D component) which contain C18 saturated fatty acid exceeding 40 mass% are characterized by the above-mentioned.

(A成分)
液状植物油脂は、通常、食用油脂として用いられ、常温において液体状を呈する油脂である。例えば、コーン油、サフラワー油、大豆油、オリーブ油、ナタネ油、落花生油、綿実油、米油、パーム核油、ヤシ油等の不飽和脂肪酸を多く含む油脂を挙げることができる。
これら液状植物油脂の中でも、コーン油、サフラワー油、大豆油、オリーブ油、ナタネ油は特に風味が良好である。
油脂組成物中のA成分の含有量は、70〜80質量%であることが好ましい。70質量%未満の場合、マーガリンやファットスプレッドを製造した際に液状植物油脂本来の風味を十分に残すことはできず、80質量%を超える場合は、マーガリンやファットスプレッドに適した硬さが得られず保型性が維持できなくなりやすい。
(A component)
Liquid vegetable fats and oils are usually used as edible fats and oils and are fats and oils that are liquid at room temperature. Examples thereof include fats and oils rich in unsaturated fatty acids such as corn oil, safflower oil, soybean oil, olive oil, rapeseed oil, peanut oil, cottonseed oil, rice oil, palm kernel oil, and coconut oil.
Among these liquid vegetable oils, corn oil, safflower oil, soybean oil, olive oil and rapeseed oil have particularly good flavor.
It is preferable that content of A component in an oil-fat composition is 70-80 mass%. When it is less than 70% by mass, the original flavor of liquid vegetable oil cannot be sufficiently preserved when producing margarine or fat spread. When it exceeds 80% by mass, hardness suitable for margarine or fat spread is obtained. It is not easy to maintain the shape retention.

(B成分)
本発明に用いる植物性極度硬化油脂は、融点32℃〜42℃の植物性極度硬化油脂で、炭素数12の脂肪酸を35質量%以上含有する油脂である。20℃における固体脂含有率(SFC)が50〜65である極度硬化油脂であることが好ましい。炭素数12の脂肪酸を多く含む油脂として、例えば、ヤシ油、パーム核油が挙げられ、B成分はこれらの油脂を極度硬化して得られる。原料としては、ヤシ油又はパーム核油をそのまま用いることが好ましいが、これらの分別精製油、他の油脂とのエステル交換油も用いることができる。水素添加は、例えば、圧力1〜20kg/cm、温度100〜250℃の条件下でニッケル触媒を添加して水素を吹き込みながら、不飽和脂肪酸がほとんど残存しなくなるまで、即ちヨウ素価がほぼ0になるまでおこなったものである。
本発明では、炭素数12の脂肪酸を35質量%以上含有する硬化油脂を使用する。炭素数12の飽和脂肪酸が35質量%未満の極度硬化油を原料とした植物性油脂組成物において、マーガリンやファットスプレッドを製造すると口溶けが悪くなりやすい。マーガリンやファットスプレッドに適した保型性を得るには、20℃における固体脂含有率(SFC)が50〜65の範囲になることが好ましい。
油脂組成物中のB成分の含有量は、5〜20質量%であることが好ましい。B成分の含有量が5質量%未満の場合は、マーガリンやファットスプレッドに適した硬さ、特に保型性を得ることが難くなる。B成分の含有量が20質量%を超える場合は、製品の光沢、ツヤがなく、可塑性の乏しい、ボソボソした物性になり、長期冷蔵保存後に粗大結晶、グレインが発生するおそれがあるため、マーガリンやファットスプレッドへの使用には適さない。
(B component)
The vegetable extremely hardened oil and fat used in the present invention is a vegetable extremely hardened fat and oil having a melting point of 32 ° C. to 42 ° C. and containing 35% by mass or more of a fatty acid having 12 carbon atoms. It is preferable that it is an extremely hardened oil and fat whose solid fat content (SFC) in 20 degreeC is 50-65. Examples of fats and oils containing a large amount of fatty acids having 12 carbon atoms include coconut oil and palm kernel oil, and the B component is obtained by extremely curing these fats and oils. As the raw material, coconut oil or palm kernel oil is preferably used as it is, but these fractionated refined oils and transesterified oils with other oils and fats can also be used. Hydrogenation is performed, for example, by adding a nickel catalyst under the conditions of a pressure of 1 to 20 kg / cm 2 and a temperature of 100 to 250 ° C. until hydrogen is blown and almost no unsaturated fatty acid remains, that is, the iodine value is almost zero. It was done until.
In this invention, the hardened fat and oil containing 35 mass% or more of C12 fatty acids is used. In a vegetable oil composition made of extremely hardened oil having a saturated fatty acid having a carbon number of less than 35% by mass as a raw material, when margarine or fat spread is produced, the melting of the mouth tends to be poor. In order to obtain shape retention suitable for margarine and fat spread, the solid fat content (SFC) at 20 ° C. is preferably in the range of 50 to 65.
It is preferable that content of B component in an oil-fat composition is 5-20 mass%. When content of B component is less than 5 mass%, it becomes difficult to obtain the hardness suitable for margarine and fat spread, especially shape retention. If the content of component B exceeds 20% by mass, the product has no gloss and gloss, poor plasticity, and voluminous physical properties, which may generate coarse crystals and grains after long-term refrigeration storage. Not suitable for use in fat spreads.

(C成分)
本発明に用いる植物油脂由来エステル交換油脂は、融点30℃〜45℃の植物油脂由来エステル交換油脂で、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%含有する含有する油脂である。20℃における固体脂含有率(SFC)が15〜30であるエステル交換油脂であることが好ましい。
本発明に用いる植物油脂由来エステル交換油脂は、炭素数12の飽和脂肪酸を多く含む油脂と常温においてペースト状を呈し炭素数18の脂肪酸を多く含む油脂とをエステル交換して製造され、天然界に存在しない脂肪酸組成の油脂である。本発明に用いる植物油脂由来エステル交換油脂は、例えば、炭素数12の飽和脂肪酸を多く含む油脂としてヤシ油、パーム核油等の油脂20〜80質量%と、常温でペースト状であり炭素数18の脂肪酸を多く含む油脂としてパームステアリン油、もしくは、コーン油、サフラワー油、大豆油、オリーブ油、ナタネ油、綿実油、米油等の極度硬化油20〜80質量%とのエステル交換油が好ましい。エステル交換方法は、化学的方法、酵素的方法のいずれも使用できるが、例えば、グリセリドの一位と三位の脂肪酸を特異的に交換する酵素を使用して、30〜80℃で反応させて製造することが好ましい。
植物油脂由来エステル交換油脂において、融点が30℃に満たないエステル交換油脂を使用すると、製造したマーガリンやファットスプレッドの硬さが十分に得られず、融点が45℃を超える場合は口溶けが悪くなる傾向がある。植物油脂由来エステル交換油脂において、炭素数12の飽和脂肪酸が10質量%に満たない場合、口どけが悪くなる傾向があり、炭素数12の飽和脂肪酸が30質量%を超えるエステル交換油脂を使用するとマーガリンやファットスプレッド光沢が減少し、ツヤがなくなる。また、炭素数18の飽和脂肪酸が5質量%に満たない場合、製品がザラツキやすく、グレインが発生しやすい。炭素数18の飽和脂肪酸が25質量%を超える場合は、融点が高くなり口どけが悪くなる傾向がある。そして、SFCが15未満の場合は、製品に十分な硬さが得られなくなるおそれがある。
油脂組成物中のC成分の含有量は、5〜20質量%であることが好ましい。C成分の配合量が5質量%未満の場合は、製品の光沢、ツヤが少なく、可塑性の乏しい、ボソボソした物性になり、長期冷蔵保存後に粗大結晶、グレインが発生するおそれがある。特に業務用マーガリンやファットスプレッドには不向きな状態になる。C成分の含有量が25質量%を超える場合は、業務用マーガリンやファットスプレッドに適した広い温度範囲における十分な硬さが得られにくく、保型性が得られにくくなる。
(C component)
The vegetable oil-derived transesterified fat used in the present invention is a vegetable oil-derived transesterified fat having a melting point of 30 ° C. to 45 ° C., 10 to 30% by mass of a saturated fatty acid having 12 carbons, and 5 to 25 saturated fatty acid having 18 carbons. % Containing fats and oils. It is preferable that it is transesterified oil and fat whose solid fat content (SFC) in 20 degreeC is 15-30.
The transesterified fats and oils derived from vegetable fats and oils used in the present invention are produced by transesterifying fats and oils containing a large amount of saturated fatty acids having 12 carbon atoms with fats and oils that are paste-like at room temperature and containing many fatty acids having 18 carbon atoms. It is a fat and oil with a fatty acid composition that does not exist. The vegetable oil-derived transesterified oil and fat used in the present invention is, for example, 20 to 80% by mass of fats and oils such as coconut oil and palm kernel oil as fats and oils containing a lot of saturated fatty acids having 12 carbon atoms, and is pasty at normal temperature and has 18 carbon atoms. As the fats and oils containing a large amount of these fatty acids, palm stearin oil or transesterified oil with 20 to 80% by mass of extremely hardened oil such as corn oil, safflower oil, soybean oil, olive oil, rapeseed oil, cottonseed oil and rice oil is preferable. As the transesterification method, either a chemical method or an enzymatic method can be used. For example, an enzyme that specifically exchanges the first and third fatty acids of glyceride is used and reacted at 30 to 80 ° C. It is preferable to manufacture.
In transesterified fats and oils derived from vegetable fats and oils, if transesterified fats and oils having a melting point of less than 30 ° C. are used, the hardness of the manufactured margarine or fat spread cannot be sufficiently obtained, and if the melting point exceeds 45 ° C., the melting of the mouth becomes worse. Tend. In the transesterified fats and oils derived from vegetable fats and oils, when the saturated fatty acid having 12 carbon atoms is less than 10% by mass, the mouthfeel tends to deteriorate, and when the transesterified fats and oils having 12 saturated carbon atoms exceed 30% by mass are used. Margarine and fat spread gloss is reduced and gloss is lost. Further, if the saturated fatty acid having 18 carbon atoms is less than 5% by mass, the product tends to be rough and grains are likely to be generated. When the saturated fatty acid having 18 carbon atoms exceeds 25% by mass, the melting point tends to be high and the mouthfeel tends to be poor. And when SFC is less than 15, there exists a possibility that sufficient hardness may not be obtained for a product.
It is preferable that content of C component in an oil-fat composition is 5-20 mass%. When the blending amount of component C is less than 5% by mass, the product has low gloss and gloss, poor plasticity, and distorted physical properties, and coarse crystals and grains may be generated after long-term refrigeration. In particular, it is unsuitable for commercial margarines and fat spreads. When the content of component C exceeds 25% by mass, sufficient hardness in a wide temperature range suitable for commercial margarine and fat spread is difficult to obtain, and shape retention is difficult to obtain.

(D成分)
本発明に用いる植物性硬化油脂は、植物性油脂の部分水素添加油脂、または極度硬化油脂である。融点48℃〜70℃で、炭素数18の飽和脂肪酸を40質量%を超えて含有する油脂である。さらに、融点55℃〜70℃で、炭素数18の飽和脂肪酸を60質量%以上含有する油脂が好ましい。ヨウ素価は55未満で、20℃における固体脂含有率(SFC)が70以上であることが好ましい。炭素数18の脂肪酸を多く含む油脂として、例えば、コーン油、サフラワー油、大豆油、オリーブ油、ナタネ油、綿実油、米油が挙げられ、これらの油脂を水素添加して得られる。なかでも、極度硬化油脂を使用した場合は、保型性に優れ、常温保管における液状油の染み出しを防止することができ、業務用のマーガリンやファットスプレッドに適する。
炭素数18の飽和脂肪酸が40質量%以下の場合、充填時に十分な粘度が得られにくく、円滑なライン製造が難しくなる。また、製品がザラツキやすく、グレインが発生しやすい。そして、SFCが75未満の場合は、製品に十分な硬さが得られなくなり、数日間の常温保管で液状油がしみ出すおそれがある。
D成分の含有量が1質量%未満の場合は、数日間の常温保管で液状油がしみ出し、弾力の失われた軟らかい物性に変化しやすいため、業務用のサンド用マーガリンやフィリング等への使用が難しくなる。D成分の含有量が、3質量%を超えると効果が飽和し、口溶けが悪化する場合がある。
(D component)
The vegetable hardened oil and fat used in the present invention is a partially hydrogenated fat or oil of vegetable oil or extremely hardened fat. It is an oil containing a saturated fatty acid having a melting point of 48 ° C. to 70 ° C. and having 18 carbon atoms in excess of 40% by mass. Furthermore, the fats and oils whose melting | fusing point is 55 to 70 degreeC and contain 60 mass% or more of C18 saturated fatty acids are preferable. The iodine value is less than 55, and the solid fat content (SFC) at 20 ° C. is preferably 70 or more. Examples of fats and oils containing a large amount of fatty acids having 18 carbon atoms include corn oil, safflower oil, soybean oil, olive oil, rapeseed oil, cottonseed oil, and rice oil. These fats and oils are obtained by hydrogenation. In particular, when extremely hardened fats and oils are used, they have excellent shape retention, can prevent liquid oil from seeping out at room temperature, and are suitable for commercial margarines and fat spreads.
When the saturated fatty acid having 18 carbon atoms is 40% by mass or less, it is difficult to obtain a sufficient viscosity at the time of filling, and smooth line production becomes difficult. Also, the product is easy to be rough and grain is likely to occur. And when SFC is less than 75, sufficient hardness cannot be obtained for a product, and liquid oil may ooze out at room temperature storage for several days.
When the content of component D is less than 1% by mass, liquid oil oozes out after storage at room temperature for several days and easily changes to a soft physical property that has lost its elasticity. It becomes difficult to use. When content of D component exceeds 3 mass%, an effect will be saturated and a mouth melt | dissolution may deteriorate.

本発明において、油脂組成物における炭素数12の飽和脂肪酸と炭素数18の飽和脂肪酸との質量比を1:0.6〜1.3とすると、業務用のマーガリンやファットスプレッドとして十分な口溶け、保型性、可塑性、光沢、保存安定性を有し、ツヤのある良好な製品状態で長期間維持でき、粗大結晶、グレイン等の発生を抑制できるので好ましい。
上記比率より大きいとき(炭素数12の飽和脂肪酸/炭素数18の飽和脂肪酸の質量比が1.66を超えるとき)、製品の光沢、ツヤが少なく、可塑性の乏しい、ボソボソした物性になり、長期冷蔵保存後に粗大結晶、グレインが発生する恐れがある。上記比率より小さいとき(炭素数12の飽和脂肪酸/炭素数18の飽和脂肪酸の質量比が0.77未満のとき)、口溶けが悪化し、特に業務用のサンド用マーガリン、ファットスプレッドへの使用が難しくなる。
さらに好ましくは、油脂組成物の構成脂肪酸として、融点が32℃〜40℃で、20℃における固体脂含有率(SFC)が7〜20であるとき、より口溶け、硬さ、保存安定性の良好な油脂組成物が得られる。
In the present invention, when the mass ratio of the saturated fatty acid having 12 carbon atoms and the saturated fatty acid having 18 carbon atoms in the oil and fat composition is 1: 0.6 to 1.3, it is sufficiently melted as a commercial margarine or fat spread, It is preferable because it has shape retention, plasticity, gloss, and storage stability, can be maintained for a long time in a glossy and good product state, and generation of coarse crystals and grains can be suppressed.
When the ratio is greater than the above ratio (when the mass ratio of saturated fatty acid having 12 carbon atoms / 18 saturated carbon atoms exceeds 1.66), the product has low gloss and gloss, poor plasticity, and has unsatisfactory physical properties. Coarse crystals and grains may be generated after refrigerated storage. When the ratio is smaller than this (when the mass ratio of saturated fatty acid having 12 carbon atoms / 18 saturated carbon atoms is less than 0.77), the melting of the mouth worsens, and it is particularly useful for commercial margarine and fat spread. It becomes difficult.
More preferably, as a constituent fatty acid of the fat and oil composition, when the melting point is 32 ° C. to 40 ° C. and the solid fat content (SFC) at 20 ° C. is 7 to 20, the melting point, hardness, and storage stability are better. Oil and fat composition is obtained.

本発明は、A〜D成分を一定割合で混合した植物性油脂組成物を原料として、ショートニングや、マーガリンやファットスプレッドのようなW/O乳化型油脂食品を製造する。W/O乳化型油脂食品の製造方法は、例えば、A〜D成分を配合して本発明の油脂組成物を調製し、この油相40〜80重量部に対して、水相20〜60重量部を混合して乳化する。油相には、乳化剤、トコフェロール、香料、着色料等、その他油溶性の添加物も添加することができ、水相には、乳化剤、脱脂粉乳、食塩、増粘多糖類等、その他水溶性の食品や添加物を添加することができる。乳化工程は、マーガリンやファットスプレッドを調製するときの通常の乳化機を使用でき、ボテーター、コンビネーター、パーフェクターなどの急冷捏和装置にて、マーガリンやファットスプレッドを製造することができる。   This invention manufactures W / O emulsification type fat and oil foods like shortening, margarine, and fat spread from the vegetable oil and fat composition which mixed AD component at a fixed ratio as a raw material. The method for producing a W / O emulsified oil / fat food is prepared by, for example, blending components A to D to prepare the oil / fat composition of the present invention. The parts are mixed and emulsified. Other oil-soluble additives such as emulsifiers, tocopherols, fragrances, and coloring agents can be added to the oil phase, and other water-soluble additives such as emulsifiers, skim milk powder, salt, and thickening polysaccharides can be added to the aqueous phase. Food and additives can be added. In the emulsification step, a normal emulsifier for preparing margarine or fat spread can be used, and margarine or fat spread can be produced by a quenching and kneading apparatus such as a botator, a combinator, and a perfector.

以下に、具体例を挙げて、更に詳細に説明するが、これらの試験例は本発明を制限するものではない。   Hereinafter, specific examples will be given and described in more detail, but these test examples do not limit the present invention.

製造例1
パーム核油を極度硬化して油脂B−1を得た。融点は40℃であり、炭素数12の飽和脂肪酸は50質量%、炭素数18の飽和脂肪酸は14質量%、20℃における固体脂含有率(SFC)は58であった。
Production Example 1
The palm kernel oil was extremely cured to obtain a fat B-1. The melting point was 40 ° C., the saturated fatty acid having 12 carbon atoms was 50 mass%, the saturated fatty acid having 18 carbon atoms was 14 mass%, and the solid fat content (SFC) at 20 ° C. was 58.

製造例2
パームステアリン油50重量部、パーム核極度硬化油50重量部を酵素エステル交換して油脂C−1を得た。エステル交換は、グリセリドの一位と三位の脂肪酸を特異的に交換する酵素(リポザイムTL−IM:ノボ・ノルデックス社製)を使用して、65℃で反応させた。融点40℃、炭素数12の飽和脂肪酸は23質量%、炭素数18の飽和脂肪酸は13質量%、20℃における固体脂含有率(SFC)は42であった。
Production Example 2
Fatty oil C-1 was obtained by enzymatic transesterification of 50 parts by weight of palm stearin oil and 50 parts by weight of palm kernel extremely hardened oil. The transesterification was carried out at 65 ° C. using an enzyme (lipozyme TL-IM: manufactured by Novo Nordex) that specifically exchanges the first and third fatty acids of glycerides. The melting point was 40 ° C., the saturated fatty acid having 12 carbon atoms was 23 mass%, the saturated fatty acid having 18 carbon atoms was 13 mass%, and the solid fat content (SFC) at 20 ° C. was 42.

製造例3
パームステアリン油50重量部、パーム核極度硬化油50重量部を配合して油脂C−2を得た。融点は46℃、炭素数12の飽和脂肪酸は23質量%、炭素数18の飽和脂肪酸は13質量%、20℃における固体脂含有率(SFC)は68であった。
Production Example 3
Oil C-2 was obtained by blending 50 parts by weight of palm stearin oil and 50 parts by weight of palm kernel extremely hardened oil. The melting point was 46 ° C., the saturated fatty acid having 12 carbon atoms was 23 mass%, the saturated fatty acid having 18 carbon atoms was 13 mass%, and the solid fat content (SFC) at 20 ° C. was 68.

製造例4
パームステアリン油90重量部、パーム核油10重量部を製造例3と同様な方法にて酵素エステル交換して油脂C−3を得た。融点は43℃、炭素数12の飽和脂肪酸は4質量%、炭素数18の飽和脂肪酸は18.6%、20℃における固体脂含有率(SFC)は41であった。
Production Example 4
90 parts by weight of palm stearin oil and 10 parts by weight of palm kernel oil were subjected to enzyme transesterification in the same manner as in Production Example 3 to obtain fat C-3. The melting point was 43 ° C., the saturated fatty acid having 12 carbon atoms was 4% by mass, the saturated fatty acid having 18 carbon atoms was 18.6%, and the solid fat content (SFC) at 20 ° C. was 41.

製造例5
菜種油を極度硬化して油脂D−1を得た。融点は67℃、炭素数12の飽和脂肪酸は0質量%、炭素数18の飽和脂肪酸は93質量%、20℃における固体脂含有率(SFC)は100であった。
Production Example 5
The rapeseed oil was extremely cured to obtain an oil D-1. The melting point was 67 ° C., the saturated fatty acid having 12 carbon atoms was 0% by mass, the saturated fatty acid having 18 carbon atoms was 93% by mass, and the solid fat content (SFC) at 20 ° C. was 100.

製造例6
ハイエルシンナタネ油を極度硬化して油脂D−2を得た。融点は60℃、炭素数12の飽和脂肪酸は0質量%、炭素数18の飽和脂肪酸は41質量%、20℃における固体脂含有率(SFC)は100であった。
Production Example 6
The oil rapeseed oil was extremely cured to obtain a fat D-2. The melting point was 60 ° C., the saturated fatty acid having 12 carbon atoms was 0% by mass, the saturated fatty acid having 18 carbon atoms was 41% by mass, and the solid fat content (SFC) at 20 ° C. was 100.

製造例7
菜種油を部分水素添加して油脂D−3を得た。融点は52℃、炭素数12の飽和脂肪酸は0質量%、炭素数18の飽和脂肪酸は45質量%、20℃における固体脂含有率(SFC)は82で、ヨウ素価は44であった。
Production Example 7
Rapeseed oil was partially hydrogenated to obtain fat D-3. The melting point was 52 ° C., the saturated fatty acid having 12 carbon atoms was 0% by mass, the saturated fatty acid having 18 carbon atoms was 45% by mass, the solid fat content (SFC) at 20 ° C. was 82, and the iodine value was 44.

実施例1
液状植物油脂としてコーン油を70質量部、油脂B−1を12質量部、油脂C−1を15質量部、油脂D−1を3質量部混合して、本発明の油脂組成物とした。油脂組成物の融点は34℃、炭素数12の飽和脂肪酸の含有量は9.5質量%、炭素数18の飽和脂肪酸の含有量は8.5質量%、20℃の固体脂含有率(SFC)は11、トランス酸含量は0.7質量%であった。
油脂組成物80.8重量部に、グリセリン脂肪酸エステル(商品名:エマルジーMS:理研ビタミン株式会社製)0.1重量部、大豆レシチン0.1重量部、及びβ-カロチン、香料を適量添加し、油相部とした。
油脂組成物81質量部に対し、水17質量部に食塩1質量部と脱脂粉乳1質量部を溶解した水相部を添加し、約70℃に加熱しながらスリーワンモーターにて攪拌混合し、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、マーガリンを製造した。
Example 1
70 parts by weight of corn oil, 12 parts by weight of fats and oils B-1, 15 parts by weight of fats and oils C-1 and 3 parts by weight of fats and oils D-1 were mixed as liquid vegetable fats and oils to obtain the oil and fat composition of the present invention. The oil and fat composition has a melting point of 34 ° C., a saturated fatty acid content of 12 carbon atoms of 9.5 mass%, a saturated fatty acid content of 18 carbon atoms of 8.5 mass%, and a solid fat content of 20 ° C. (SFC). ) Was 11, and the trans acid content was 0.7% by mass.
An appropriate amount of 0.1 parts by weight of glycerin fatty acid ester (trade name: Emergy MS: manufactured by Riken Vitamin Co., Ltd.), 0.1 parts by weight of soybean lecithin, β-carotene, and fragrance is added to 80.8 parts by weight of the oil and fat composition. The oil phase part.
To 81 parts by mass of the oil and fat composition, an aqueous phase part in which 1 part by mass of salt and 1 part by mass of skim milk powder are dissolved in 17 parts by mass of water is added and stirred and mixed with a three-one motor while being heated to about 70 ° C. did. This was passed through a combinator (manufactured by Schroeder) and quenched and kneaded to produce margarine.

実施例2〜3
表1の組成比にて油脂組成物を配合し、実施例1と同様な方法にて、マーガリンを製造した。
Examples 2-3
The oil and fat composition was blended at the composition ratio shown in Table 1, and margarine was produced in the same manner as in Example 1.

本発明の実施例で用いた、口溶け評価基準、可塑性評価基準、保型性評価基準、外観評価基準、トランス脂肪酸含量の測定方法について記す。
(口溶け評価基準)
10℃に保存していた試料を約2g口内に入れて評価した。
3:5秒以内に溶解性が確認されたもの
2:5〜10秒以内に溶解性が確認されたもの
1:10秒以上要したもの
(可塑性評価基準)
10℃に30日間保存していた試料の硬さ(破断強度)をレオメーター(山電株式会社製)にて測定した。直径30mmプランジャーで10mm押した時の応力値(g)を、試料の硬さとして評価した。
3:1500〜2500g
2:700〜1500g、2500〜4000g
1:700g未満、4000g以上
(保型性評価基準)
直径2cm、高さ2cmの円柱状に形取った試料を、30℃に24時間保存した。
3:最初の高さから10%以内しか低くならない
2:最初の高さから10〜20%しか低くならない
1:最初の高さから20%以上低くなる
(外観評価基準)
10℃に30日間保存していた試料の外観を肉眼で評価した。
3:光沢、ツヤがある。
2:光沢がない。
1:光沢がなく、ザラツキが見られる。
The melting point evaluation criteria, plasticity evaluation criteria, shape retention evaluation criteria, appearance evaluation criteria, and trans fatty acid content measurement methods used in the examples of the present invention will be described.
(Melting melting evaluation standard)
A sample that had been stored at 10 ° C. was evaluated by placing it in the mouth of about 2 g.
3: Those in which solubility was confirmed within 5 seconds 2: Those in which solubility was confirmed within 5 to 10 seconds 1: Those that required more than 10 seconds (Plasticity evaluation criteria)
The hardness (breaking strength) of the sample stored for 30 days at 10 ° C. was measured with a rheometer (manufactured by Yamaden Co., Ltd.). The stress value (g) when pressed 10 mm with a 30 mm diameter plunger was evaluated as the hardness of the sample.
3: 1500-2500 g
2: 700-1500 g, 2500-4000 g
1: Less than 700g, 4000g or more (Evaluation criteria for shape retention)
A sample shaped like a cylinder with a diameter of 2 cm and a height of 2 cm was stored at 30 ° C. for 24 hours.
3: Only 10% lower than the initial height 2: Only 10-20% lower than the initial height 1: 20% lower than the initial height (appearance evaluation standard)
The appearance of the samples stored at 10 ° C. for 30 days was evaluated with the naked eye.
3: There is gloss and gloss.
2: There is no gloss.
1: There is no luster and graininess is seen.

Figure 2007215521
Figure 2007215521

Figure 2007215521
Figure 2007215521

表2から明らかなように、実施例1〜3により製造されたマーガリンは、業務用のマーガリンやファットスプレッドとして十分な口溶け、硬さ(保型性)、可塑性、光沢、保存安定性を有し、ツヤのある良好な製品状態であった。   As is apparent from Table 2, the margarine produced according to Examples 1 to 3 has sufficient meltability, hardness (shape retention), plasticity, gloss, and storage stability as commercial margarine and fat spread. The product was glossy and in good condition.

比較例1
液状植物油脂としてコーン油を77重量部、油脂C−1を20重量部、油脂D−1を3重量部混合して、油脂組成物とした。油脂組成物の融点は34℃、炭素数12の飽和脂肪酸の含有量は46質量%、炭素数18の飽和脂肪酸の含有量は7.7質量%、20℃の固体脂含有率(SFC)は8、トランス酸含量は0.8質量%であった。
油脂組成物80.8重量部に、グリセリン脂肪酸エステル(商品名:エマルジーMS:理研ビタミン株式会社製)0.1重量部、大豆レシチン0.1重量部、及びβ-カロチン、香料を適量添加し、油相部とした。
この油相部81重量部に対し、水17重量部に食塩1重量部と脱脂粉乳1重量部を溶解した水相部を添加し、約70℃に加熱しながらスリーワンモーターにて攪拌混合し、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、マーガリンを製造した。
組成比を表3に記す。
Comparative Example 1
As a liquid vegetable oil, 77 parts by weight of corn oil, 20 parts by weight of oil C-1 and 3 parts by weight of oil D-1 were mixed to obtain an oil composition. The fat and oil composition has a melting point of 34 ° C., a saturated fatty acid content of 12 carbon atoms of 46 mass%, a saturated fatty acid content of 18 carbon atoms of 7.7 mass%, and a solid fat content (SFC) of 20 ° C. 8. The trans acid content was 0.8% by mass.
An appropriate amount of 0.1 parts by weight of glycerin fatty acid ester (trade name: Emergy MS: manufactured by Riken Vitamin Co., Ltd.), 0.1 parts by weight of soybean lecithin, β-carotene, and fragrance is added to 80.8 parts by weight of the oil and fat composition. The oil phase part.
A water phase part in which 1 part by weight of salt and 1 part by weight of skim milk powder are dissolved in 17 parts by weight of water is added to 81 parts by weight of the oil phase part, and the mixture is stirred and mixed with a three-one motor while being heated to about 70 ° C. Emulsified. This was passed through a combinator (manufactured by Schroeder) and quenched and kneaded to produce margarine.
The composition ratio is shown in Table 3.

比較例2〜10
表3の組成で、比較例1と同様な方法にて、マーガリンを調整した。
Comparative Examples 2-10
Margarine was prepared in the same manner as in Comparative Example 1 with the composition shown in Table 3.

Figure 2007215521
Figure 2007215521

Figure 2007215521
Figure 2007215521

表4から明らかなように、B成分を配合しない比較例1は、口溶け性が悪く口の中でもたつきを感じ、硬さも軟らかく、保型性に劣っていた。同様にC成分を配合しない比較例2〜4は、可塑性、外観が劣り、D成分を配合しない比較例5は、十分な保型性が得られず、数日間の常温保管で液状油がしみ出した。D成分を多く使用した比較例6は、口溶けに劣った。B成分の少ない比較例7は口溶けが劣り、C成分の少ない比較例8は外観と可塑性にが劣った。炭素数12の飽和脂肪酸と炭素数18の飽和脂肪酸との質量比が1:0.54の比較例9は、外観と可塑性が劣り、炭素数12の飽和脂肪酸と炭素数18の飽和脂肪酸との質量比が1:1.42の比較例10は口溶けに劣った。   As is clear from Table 4, Comparative Example 1 in which the B component was not blended had poor meltability in the mouth, felt loose in the mouth, had a soft hardness, and was inferior in shape retention. Similarly, Comparative Examples 2 to 4 in which the C component is not blended are inferior in plasticity and appearance, and Comparative Example 5 in which the D component is not blended does not provide sufficient shape retention, and the liquid oil stains when stored at room temperature for several days. I put it out. The comparative example 6 which used many D components was inferior to melt in a mouth. Comparative Example 7 with less B component was poor in melting in the mouth, and Comparative Example 8 with less C component was inferior in appearance and plasticity. Comparative Example 9 having a mass ratio of saturated fatty acid having 12 carbon atoms and saturated fatty acid having 18 carbon atoms of 1: 0.54 is inferior in appearance and plasticity, and is composed of saturated fatty acid having 12 carbon atoms and saturated fatty acid having 18 carbon atoms. Comparative Example 10 having a mass ratio of 1: 1.42 was inferior to melting in the mouth.

Claims (2)

下記のA成分:70〜80質量%、B成分:5〜20質量%、C成分:5〜20質量%、D成分1〜3質量%からなり、さらに炭素数12の飽和脂肪酸と炭素数18の飽和脂肪酸との質量比が1:0.6〜1.3であることを特徴とする低トランス酸植物性油脂組成物。
A成分:液状植物油脂、
B成分:融点32℃〜42℃で、炭素数12の飽和脂肪酸を35質量%以上含有する植物性極度硬化油脂、
C成分:融点30℃〜45℃で、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%含有する植物油脂由来エステル交換油脂、
D成分:融点48℃〜70℃で、炭素数18の飽和脂肪酸を40質量%を超えて含有する植物性硬化油脂。
The following A component: 70-80 mass%, B component: 5-20 mass%, C component: 5-20 mass%, D component 1-3 mass%, Furthermore, a C12 saturated fatty acid and carbon number 18 A low trans acid vegetable oil composition characterized by having a mass ratio of 1: 0.6 to 1.3 with a saturated fatty acid.
A component: Liquid vegetable oil and fat,
B component: Vegetable extremely hardened fats and oils having a melting point of 32 ° C. to 42 ° C. and containing 35% by mass or more of saturated fatty acids having 12 carbon atoms,
C component: vegetable oil-derived transesterified oil and fat containing a saturated fatty acid having 12 to 10 carbon atoms and 5 to 25% saturated fatty acid having 18 carbon atoms at a melting point of 30 ° C. to 45 ° C.,
D component: Vegetable hardened fats and oils which have melting | fusing point 48 to 70 degreeC, and contain C18 saturated fatty acid exceeding 40 mass%.
請求項1記載の油脂組成物を原料とするマーガリン、又はファットスプレッド。   The margarine or fat spread which uses the oil-fat composition of Claim 1 as a raw material.
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JP2009089684A (en) * 2007-10-11 2009-04-30 Nisshin Oillio Group Ltd Low trans-fatty acid oil and fat composition
JP2009201380A (en) * 2008-02-26 2009-09-10 Nisshin Oillio Group Ltd Oil-and-fat composition for sandwich cream
JP2009232738A (en) * 2008-03-27 2009-10-15 Nisshin Oillio Group Ltd Oil and fat composition for sandwich cream
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JP2010111727A (en) * 2008-11-05 2010-05-20 Boso Oil & Fat Co Ltd Good-flavored, low trans acid, vegetable-oil or fat composition
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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009089684A (en) * 2007-10-11 2009-04-30 Nisshin Oillio Group Ltd Low trans-fatty acid oil and fat composition
US8206772B2 (en) 2007-11-08 2012-06-26 Kraft Foods Global Brands Llc Structured lipid compositions and methods of formulation thereof
US8486478B2 (en) 2007-11-08 2013-07-16 International Great Brands LLC Structured lipid compositions
US8911813B2 (en) 2007-11-08 2014-12-16 Intercontinental Great Brands Llc Structured lipid compositions
JP2009201380A (en) * 2008-02-26 2009-09-10 Nisshin Oillio Group Ltd Oil-and-fat composition for sandwich cream
JP2009232738A (en) * 2008-03-27 2009-10-15 Nisshin Oillio Group Ltd Oil and fat composition for sandwich cream
JP2009284869A (en) * 2008-05-30 2009-12-10 Taiyo Yushi Kk Oil-in-water emulsified oil-and-fat composition for whipped-cream
JP2010111727A (en) * 2008-11-05 2010-05-20 Boso Oil & Fat Co Ltd Good-flavored, low trans acid, vegetable-oil or fat composition
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