JP2007097419A - Creaming-property improver, and oil-and-fat composition - Google Patents

Creaming-property improver, and oil-and-fat composition Download PDF

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JP2007097419A
JP2007097419A JP2005287863A JP2005287863A JP2007097419A JP 2007097419 A JP2007097419 A JP 2007097419A JP 2005287863 A JP2005287863 A JP 2005287863A JP 2005287863 A JP2005287863 A JP 2005287863A JP 2007097419 A JP2007097419 A JP 2007097419A
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oil
creaming
fatty acid
fat
fat composition
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Norihisa Tanaka
礼央 田中
Naokazu Tsuzuki
直和 都築
Makoto Shioda
誠 塩田
Susumu Miura
晋 三浦
Toshimitsu Yoshioka
俊満 吉岡
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Snow Brand Milk Products Co Ltd
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Snow Brand Milk Products Co Ltd
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Abstract

<P>PROBLEM TO BE SOLVED: To provide an oil-and-fat composition containing mixed oil-and-fat, suppressing phenomena such as reduction in creaming properties, tissue abnormality, decreased palate feeling and/or the like caused when using oil-and-fat derived from palm oil, and slightly causing tissue deterioration during storage. <P>SOLUTION: A creaming-property improver contains sorbitan fatty acid ester as an active ingredient. The oil-and-fat composition having excellent creaming properties is produced by mixing the creaming improver having sorbitan fatty acid ester as an active ingredient with oil-and-fat derived from palm oil. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

本発明は、パーム油由来の油脂を含有する混合油脂を使用すると、製造中及び保存中の冷却や冷蔵によって油脂の組織が劣化し、クリーミング性や吸水性が低下するという現象を抑制するためのクリーミング性向上剤及びクリーミング性の良好な油脂組成物に関する。   In the present invention, when mixed fats and oils containing palm oil-derived fats and oils are used, the structure of the fats and oils deteriorates due to cooling and refrigeration during production and storage, and the phenomenon that creaming properties and water absorption are reduced is suppressed. The present invention relates to a creaming property improving agent and an oil and fat composition having good creaming property.

ケーキや焼き菓子等に用いるロールインマーガリンやショートニングの原料油脂として、これらの製品に求められるショートニング性を付与する為、またその淡白な風味を期待して、パーム油やそのエステル交換油、分別油がよく利用される。また、家庭用として市販されるケーキ用マーガリン原料油脂として、上記のショートニング性に加えて、家庭での使用に耐え得る保存性と、ケーキの味を邪魔しない淡白な風味が求められる。この点、パーム油脂は淡白な風味であり、パーム系油脂の利用が効果的である。   As a raw oil for roll-in margarine and shortening used in cakes, baked goods, etc., palm oil, its transesterified oil, and fractionated oil are used in order to provide the shortening properties required for these products and to expect its pale taste. Is often used. Moreover, as margarine raw material fats and oils for cakes marketed for home use, in addition to the above-mentioned shortening properties, storage stability that can withstand use at home and a light and white flavor that does not interfere with the taste of the cake are required. In this respect, palm oil and fat has a light white flavor, and the use of palm oil and fat is effective.

ビスケットやクッキー、ケーキなどの焼き菓子の製造の基本となる工程は、最初に油脂と砂糖を合わせて、泡立て器でしっかり撹拌して、全体が白っぽく見えるまで油脂中に微細な気泡を抱き込ませた後、牛乳、卵等を抱き込ませ、最後に小麦粉を混ぜて焼成する。最初に油脂と砂糖を合わせて、すり合わせることによって、油脂の中に細かく多量に混ぜ込まれた気泡が、焼成中に水蒸気や膨張剤の炭酸ガスとくっ付いて大きく膨らんで行き、焼き菓子をふっくらと、きめ細かく焼き上げる。このように、撹拌したときに多量の空気を細かい気泡として抱き込む性質をクリーミング性という。また、気泡を抱き込ませた後、牛乳、卵等を油脂中に抱き込ませて風味を増強するが、この水溶性物質を抱き込む性質を吸水性という。
このように、油脂と砂糖を撹拌しながら油脂中に微細な気泡を抱き込ませる際には油脂のクリーミング性が大きく関与し、牛乳、卵等を抱き込ませる際には油脂の吸水性が大きく関与する。このクリーミング性と吸水性が、マーガリンやショートニングのような油中水型乳化油脂組成物に求められる重要な性質である。
パーム系油脂は物量が豊富で、比較的安価であり、淡白な味なので使用するメリットが大きい油脂である。しかし、クリーミング性を求めるような油脂組成物には、物性の問題からパーム油そのものではパーム系油脂の含量を増やすことができず、パーム油由来のエステル交換油等を配合する必要がある。ところが、パーム系油脂を使用した場合、前述のように、クリーミング性が低下するという問題があった。特に、パーム油由来の油脂を含有する混合油脂を使用すると、冷却や冷蔵によって油脂の組織が悪化し、クリーミング性が大きく低下する。そのため、これまでにも、これらの現象を抑制するために様々な検討が行われてきた。例えば、ポリグリセリン脂肪酸エステルを用いるとクリーミング性が向上することが知られている(例えば、特許文献1参照。)が、ポリグリセリン脂肪酸エステルを用いると好ましい風味発現が抑制され、ポリグリセリン脂肪酸エステル特有の風味が感じられてしまうことから適用可能な油脂組成物が限られていた。一方、ショ糖脂肪酸エステルは、結晶成長抑制効果が知られており(例えば、特許文献2参照。)、これを用いることでクリーミング性をある程度向上させることが可能であるが、長期保存試験を行うとクリーミング性が低下することが判明した。
ソルビタン脂肪酸エステルに関しては、パーム油を用いたときに生じる粗大結晶の生成をソルビタン脂肪酸エステル及び中鎖脂肪酸を含有することにより防止した油中水型乳化油脂組成物が開示されている(例えば、特許文献3参照。)。しかし、中鎖脂肪酸を特定量含有させてパーム油特有のトリグリセリドに起因する粗大結晶の生成を防止するもので、本発明のクリーミング性の良好な油脂組成物とは異なる。ソルビタン脂肪酸エステルを用いることにより、パーム油由来油脂等の組織劣化を抑制し、使い勝手が良く、保存中の組織劣化も少ないクリーミング性を良好にすることについての報告は見られない。
特許2914056号公報 特開昭62-205738号公報 特許3434463号公報
The basic process for making baked goods such as biscuits, cookies, cakes, etc. is to first add oil and sugar together and stir well with a whisk to embed fine bubbles in the oil until the whole looks whitish. After that, milk and eggs are embraced, and finally flour is mixed and baked. First, by combining oil and fat and sugar, bubbles that are finely mixed in the oil and fat stick together with water vapor and carbon dioxide gas of the expanding agent during baking, so that the baked goods are greatly expanded. Bake it plumply and finely. Thus, the property of embracing a large amount of air as fine bubbles when stirred is called creaming property. In addition, after embedding bubbles, milk, eggs and the like are entrapped in fats and oils to enhance the flavor. The property of embracing this water-soluble substance is called water absorption.
As described above, when the fine bubbles are embraced in the fat and oil while stirring the fat and sugar, the creaming property of the fat and oil is greatly involved. concern. This creaming property and water absorption are important properties required for water-in-oil type emulsified oils and fats such as margarine and shortening.
Palm-based fats and oils are abundant in quantity, relatively inexpensive, and have a light white taste. However, an oil / fat composition that requires creaming properties cannot be increased with palm oil itself due to physical properties, and it is necessary to add a transesterified oil derived from palm oil. However, when palm oil is used, there is a problem that the creaming property is lowered as described above. In particular, when mixed fats and oils containing fats and oils derived from palm oil are used, the structure of the fats and oils deteriorates due to cooling and refrigeration, and the creaming properties are greatly reduced. Therefore, various studies have been made so far to suppress these phenomena. For example, it is known that the use of polyglycerin fatty acid ester improves the creaming property (see, for example, Patent Document 1). However, when polyglycerin fatty acid ester is used, preferable flavor expression is suppressed, and polyglycerin fatty acid ester is unique. Therefore, the applicable fat and oil composition has been limited. On the other hand, sucrose fatty acid esters are known to have a crystal growth inhibitory effect (see, for example, Patent Document 2). By using this, the creaming property can be improved to some extent, but a long-term storage test is performed. It was found that the creaming property deteriorated.
Regarding sorbitan fatty acid esters, water-in-oil emulsified oil and fat compositions that prevent the formation of coarse crystals that occur when palm oil is used by containing sorbitan fatty acid esters and medium chain fatty acids are disclosed (for example, patents). Reference 3). However, it contains a specific amount of medium-chain fatty acid to prevent the formation of coarse crystals due to the triglyceride peculiar to palm oil, and is different from the oil-fat composition having good creaming property of the present invention. There has been no report on the use of sorbitan fatty acid esters to suppress the deterioration of tissues such as palm oil-derived fats and oils, to improve the ease of use, and to improve the creaming properties with little deterioration during storage.
Japanese Patent No. 2914056 JP 62-205738 A Japanese Patent No. 3434463

パーム油由来の油脂を用いたときに生じるクリーミング性の低下、組織異常、あるいは食感が劣化するなどの現象を抑制し、使い勝手が良く、保存中の組織劣化が少ないケーキ用マーガリン、ショートニングなどの混合油脂を含有する油脂組成物を得ることを課題とするものである。   Suppresses phenomena such as reduced creaming, tissue abnormalities, or deterioration of texture caused by using palm oil-derived fats and oils, and is easy to use and has little tissue deterioration during storage, such as margarine for cakes and shortening An object of the present invention is to obtain an oil / fat composition containing a mixed oil / fat.

パーム油由来の油脂を用いたときに生じるクリーミング性の低下、油脂の組織異常、あるいは食感が劣化するなどの現象に対し、パーム油由来の油脂配合および各種乳化剤について鋭意検討を進めた結果、飽和脂肪酸結合型ソルビタン脂肪酸エステルがクリーミング性向上に顕著に有効であることを見出し、飽和脂肪酸結合型ソルビタン脂肪酸エステルを含有するクリーミング性向上剤を完成した。また、パーム油由来の油脂と、ラウリン酸とパルミチン酸の脂肪酸が結合したソルビタン脂肪酸エステルを含有することを特徴とし、これらの組み合わせにより組織劣化を抑制し、使い勝手が良く、保存中の組織劣化も少ないクリーミング性の良好な油脂組成物とすることにより、上記課題が解決することを見出し本発明を完成するに至った。   As a result of diligent investigation on the oil composition and various emulsifiers derived from palm oil, for the phenomenon such as the decrease in creaming property, the abnormal structure of the oil or fat, and the texture deteriorated when using the oil derived from palm oil, The present inventors have found that saturated fatty acid-bonded sorbitan fatty acid esters are remarkably effective in improving creaming properties, and have completed a creaming property improver containing saturated fatty acid-bonded sorbitan fatty acid esters. In addition, it is characterized by containing palm oil-derived fat and oil and sorbitan fatty acid ester in which fatty acids of lauric acid and palmitic acid are combined, and these combinations suppress tissue deterioration, are easy to use, and tissue deterioration during storage The present invention has been completed by finding that the above-mentioned problems can be solved by using an oil composition having a small creaming property.

すなわち、本発明は、飽和脂肪酸結合型ソルビタン脂肪酸エステルを有効成分とするクリーミング性向上剤に関する。
また、本発明は、飽和脂肪酸結合型ソルビタン脂肪酸エステルを構成する飽和脂肪酸の50〜100重量%がパルミチン酸及び/又はラウリン酸であり、平均結合脂肪酸数が2〜4であるクリーミング性向上剤に関する。
また、本発明は、前記したクリーミング性向上剤と、パーム油由来のエステル交換油とを含有することを特徴とするクリーミング性の良好な油脂組成物に関する。
また、本発明は、前記したクリーミング性向上剤の有効成分である飽和脂肪酸結合型ソルビタン脂肪酸エステル0.02〜1.5重量%と、パーム油由来のエステル交換油5〜50重量%とを含有することを特徴とするクリーミング性の良好な油脂組成物に関する。
また、本発明は、前記油脂組成物を含有することを特徴とするクリーミング性の良好な油中水型乳化油脂組成物に関する。
That is, the present invention relates to a creaming improver comprising a saturated fatty acid-bonded sorbitan fatty acid ester as an active ingredient.
The present invention also relates to a creaming improver wherein 50 to 100% by weight of the saturated fatty acid constituting the saturated fatty acid-bonded sorbitan fatty acid ester is palmitic acid and / or lauric acid, and the average number of bonded fatty acids is 2 to 4. .
The present invention also relates to an oil / fat composition having good creaming property, comprising the creaming improver described above and a transesterified oil derived from palm oil.
Further, the present invention contains 0.02 to 1.5% by weight of a saturated fatty acid-bonded sorbitan fatty acid ester, which is an active ingredient of the creaming improver, and 5 to 50% by weight of transesterified oil derived from palm oil. It is related with the oil-fat composition with favorable creaming property.
Moreover, this invention relates to the water-in-oil type emulsified oil-fat composition with favorable creaming property characterized by including the said oil-fat composition.

本発明による飽和脂肪酸結合型ソルビタン脂肪酸エステルを有効成分とするクリーミング性向上剤、パーム油由来の油脂と前記クリーミング性向上剤を含有することを特徴とするクリーミング性の良好な油脂組成物、及び前記油脂組成物を含有することを特徴とするクリーミング性の良好な油中水型乳化油脂組成物は、パーム油由来の油脂を用いたときに生じるクリーミング性の低下、組織異常、あるいは食感が劣化するなどの現象を抑制し、優れたクリーミング性を有する、ケーキ用途、その他製菓製パン用に使用でき、製造中若しくは保存中の組織劣化が少ないという優れた特徴を持つ。   A creaming property improver comprising a saturated fatty acid-bonded sorbitan fatty acid ester according to the present invention as an active ingredient, a fat and oil composition having good creaming property, comprising a fat and oil derived from palm oil and the creaming property improver, and A water-in-oil emulsified oil / fat composition with good creaming properties, characterized by containing an oil / fat composition, has a reduced creaming property, abnormal tissue, or deteriorated texture when using oils derived from palm oil. It has excellent characteristics that it can be used for cake use and other confectionery bakery products with excellent creaming properties, and has little tissue deterioration during production or storage.

以下、本発明について詳細に説明する。
本発明のクリーミング性向上剤は、飽和脂肪酸結合型ソルビタン脂肪酸エステルを有効成分とする。
また、本発明のクリーミング性の良好な油脂組成物は、前記クリーミング性向上剤とパーム油由来のエステル交換油とを含有することを特徴とする。前記クリーミング性向上剤の有効成分である飽和脂肪酸結合型ソルビタン脂肪酸エステル0.02〜1.5重量%と、パーム油由来のエステル交換油5〜50重量%とを含有することが望ましい。パーム油由来のエステル交換油が5重量%未満であると、パーム油独特のショートニング性や淡白な風味が付与できず、またクリーミング性の劣化がないので乳化剤添加の必要がない。50重量%を超えると、冷却や冷蔵によって油脂が非常に硬くなる。
Hereinafter, the present invention will be described in detail.
The creaming property improver of the present invention contains a saturated fatty acid-bonded sorbitan fatty acid ester as an active ingredient.
Moreover, the oil-fat composition with favorable creaming property of this invention contains the said creaming property improving agent and transesterified oil derived from palm oil, It is characterized by the above-mentioned. It is desirable to contain 0.02 to 1.5% by weight of a saturated fatty acid-bonded sorbitan fatty acid ester, which is an active ingredient of the creaming improver, and 5 to 50% by weight of transesterified oil derived from palm oil. When the amount of the transesterified oil derived from palm oil is less than 5% by weight, the shortening property and light white flavor peculiar to palm oil cannot be imparted, and the creaming property does not deteriorate, so that it is not necessary to add an emulsifier. If it exceeds 50% by weight, the oil becomes very hard due to cooling or refrigeration.

本発明のクリーミング性の良好な油脂組成物としては、パーム油由来のエステル交換油と他の油脂を混合した油脂組成物が考えられる。ここでいうパーム油由来のエステル交換油とは、パーム油単独で、あるいはパーム分別油、パーム油の加水分解により得られた脂肪酸との混合の後にエステル交換処理を行うことで調製した油脂、あるいはパーム油を含む2種以上の油脂もしくは脂肪酸を用いてエステル交換反応を行うことで調製した油脂である。2種類以上の油脂を用いてエステル交換を行う場合のパーム油以外の油脂としては、食用に供される油脂であれば特に制限されない。例えば、大豆油、ピーナッツ油、やし油、パーム核油、乳脂、なたね油、コーン油、サフラワー油、綿実油、ひまわり油、ラード、牛脂、魚油等、あるいはこれらの硬化油、エステル交換油、分別油等を挙げることができ、これらの中から1種以上が選択される。   As the oil and fat composition having good creaming properties of the present invention, an oil and fat composition in which a transesterified oil derived from palm oil and other oils and fats are mixed can be considered. The transesterified oil derived from palm oil as used herein refers to oil or fat prepared by performing transesterification after mixing with palm oil alone or after mixing with palm fractionated oil and a fatty acid obtained by hydrolysis of palm oil, or It is the fat prepared by performing transesterification using 2 or more types of fats and oils or fatty acid containing palm oil. The fats and oils other than palm oil when transesterification is performed using two or more kinds of fats and oils are not particularly limited as long as they are fats and oils used for food. For example, soybean oil, peanut oil, palm oil, palm kernel oil, milk fat, rapeseed oil, corn oil, safflower oil, cottonseed oil, sunflower oil, lard, beef tallow, fish oil, etc., or hardened oil, transesterified oil, fractionation An oil etc. can be mentioned and 1 or more types are selected from these.

本発明のクリーミング性の良好な油脂組成物を調製した場合、パルミチン酸含量は構成脂肪酸中2〜80重量%となり、トコトリエノール含量が0.0025〜0.08重量%となる。トコトリエノールは、近年、パームヤシからの抽出・精製に成功してから研究が進んでいる新規成分である。トコトリエノールはビタミンE(トコフェロール)と似た構造であるが、炭素同士の二重結合が3か所ある。抗酸化能はビタミンEと比較すると数倍強い。
パーム油のエステル交換油中には、パルミチン酸が30〜50重量%、トコトリエノールが0.03〜0.1重量%含まれているため、パーム油のエステル交換油が含まれていると必ずパルミチン酸、トコトリエノールが含まれることとなる。
When the oil and fat composition having good creaming property of the present invention is prepared, the palmitic acid content is 2 to 80% by weight in the constituent fatty acid, and the tocotrienol content is 0.0025 to 0.08% by weight. Tocotrienol is a novel component that has been researched recently after successful extraction and purification from palm palm. Tocotrienol has a structure similar to vitamin E (tocopherol), but has three carbon-carbon double bonds. Antioxidant ability is several times stronger than vitamin E.
The transesterified oil of palm oil contains 30-50% by weight of palmitic acid and 0.03-0.1% by weight of tocotrienol. Therefore, if the transesterified oil of palm oil is contained, palmitic acid and tocotrienol are always included. Will be included.

本発明のもう一方の特徴は、クリーミング性向上剤として、飽和脂肪酸結合型ソルビタン脂肪酸エステルを有効成分として配合することである。
ソルビタン脂肪酸エステルに結合する飽和脂肪酸としては、多くの飽和脂肪酸が利用可能であるが、特にラウリン酸とパルミチン酸が好ましい。また、飽和脂肪酸結合型ソルビタン脂肪酸エステルを構成する飽和脂肪酸の50〜100重量%がパルミチン酸及び/またはラウリン酸であることが好ましい。また、本発明においては、ソルビタン脂肪酸エステルに結合する飽和脂肪酸のエステル化度による影響を受け、平均結合脂肪酸数2〜4が好ましく、特に、トリ体において好ましい効果が得られる。モノ体はトリ体よりも立体障害が少なくなるために、油脂の相互作用に大きな影響を与えず、よってクリーミング性向上に向かないと考えられる。
Another feature of the present invention is that a saturated fatty acid-bonded sorbitan fatty acid ester is blended as an active ingredient as a creaming improver.
Many saturated fatty acids can be used as the saturated fatty acid bonded to the sorbitan fatty acid ester, but lauric acid and palmitic acid are particularly preferable. Moreover, it is preferable that 50 to 100% by weight of the saturated fatty acid constituting the saturated fatty acid-bonded sorbitan fatty acid ester is palmitic acid and / or lauric acid. In the present invention, the average fatty acid number of 2 to 4 is preferred due to the influence of the degree of esterification of the saturated fatty acid bonded to the sorbitan fatty acid ester, and a preferable effect is particularly obtained in the avian form. Since the steric body has less steric hindrance than the bird body, it does not have a great influence on the interaction of fats and oils.

本発明におけるクリーミング性向上剤としてのソルビタン脂肪酸エステルは、ソルビトールおよび/またはソルビタンと脂肪酸のエステル化反応により得られるが、原料のソルビトールは、グルコースの高圧水素還元によって得られる市販のものが使用できる。具体的には例えば、ソルビットD-70(東和化成工業(株))が挙げられる。エステル化反応用の原料脂肪酸としては、多くの飽和脂肪酸が利用可能であるが、特にラウリン酸とパルミチン酸が好ましく、下記の実施例ではパルミチン酸を用いた。エステル化反応に使用する触媒としては、水酸化ナトリウムと亜リン酸、水酸化ナトリウムと次亜リン酸、水酸化カリウムと亜リン酸などが挙げられる。また反応は窒素ガス中で、常圧下、200〜230℃、3〜9時間反応するのがよい。反応終了後、必要により、ろ過等による触媒の除去、酸化性や還元性を持つ脱色剤、あるいは活性炭や活性白土等の吸着剤による脱色を行う。
エステル化反応の具体例を以下に示す。パルミチン酸300g、70%ソルビトール水溶液190g(ソルビットD-70;東和化成工業(株))、水酸化ナトリウム1.5g、亜リン酸1.0gを、1Lの4つ口フラスコにとり、常圧、窒素ガス中で加熱して220℃で5時間、エステル化反応を行った。反応終了後、ろ過により触媒を除去し、生成物125gを得た。
調製したソルビタン脂肪酸エステルは、そのままで本発明のクリーミング性向上剤として用いることができるし、あるいは、他の乳化剤や油脂と混合して本発明のクリーミング性向上剤として用いることができる。
The sorbitan fatty acid ester as the creaminess improver in the present invention can be obtained by an esterification reaction of sorbitol and / or sorbitan and a fatty acid, and a commercially available sorbitol obtained by high-pressure hydrogen reduction of glucose can be used. Specific examples include Sorbit D-70 (Towa Kasei Kogyo Co., Ltd.). Although many saturated fatty acids can be used as the starting fatty acid for the esterification reaction, lauric acid and palmitic acid are particularly preferable. In the following examples, palmitic acid was used. Examples of the catalyst used in the esterification reaction include sodium hydroxide and phosphorous acid, sodium hydroxide and hypophosphorous acid, potassium hydroxide and phosphorous acid. The reaction is preferably carried out in nitrogen gas under normal pressure at 200 to 230 ° C. for 3 to 9 hours. After completion of the reaction, if necessary, removal of the catalyst by filtration or the like, decolorization with an oxidizing or reducing decolorizing agent, or an adsorbent such as activated carbon or activated clay is performed.
Specific examples of the esterification reaction are shown below. Palmitic acid 300g, 70% aqueous sorbitol solution 190g (Sorbit D-70; Towa Kasei Kogyo Co., Ltd.), sodium hydroxide 1.5g and phosphorous acid 1.0g were put into a 1L 4-necked flask in normal pressure and nitrogen gas. And the esterification reaction was carried out at 220 ° C. for 5 hours. After completion of the reaction, the catalyst was removed by filtration to obtain 125 g of product.
The prepared sorbitan fatty acid ester can be used as it is as the creaming improver of the present invention, or it can be mixed with other emulsifiers and oils and used as the creaming improver of the present invention.

本発明のクリーミング性向上剤は、飽和脂肪酸結合型ソルビタン脂肪酸エステル量として、パーム油由来のエステル交換油を含む混合油脂に対して0.02〜1.5重量%を配合して、本発明のクリーミング性の良好な油脂組成物を調製することができる。飽和脂肪酸結合型ソルビタン脂肪酸エステルの配合量において、0.02重量%未満では、クリーミング性、乳化性、ホイップ性などのケーキ用途に求められる機能を果たさない。一方、1.5 重量%を超えて配合した場合には、ソルビタン脂肪酸エステルの異臭が感じられるようになり、口どけも悪くなる場合がある。
本発明のクリーミング性の良好な油脂組成物は、前記のクリーミング性向上剤とパーム油由来のエステル交換油とを含有することを特徴とし、クリーミング性や吸水性に優れ、製菓用に適している。
The creaming property improver of the present invention is blended in an amount of 0.02 to 1.5% by weight as a saturated fatty acid-bonded sorbitan fatty acid ester amount with respect to a mixed fat containing a transesterified oil derived from palm oil. Oil and fat compositions can be prepared. If the amount of the saturated fatty acid-bonded sorbitan fatty acid ester is less than 0.02% by weight, the functions required for cake use such as creaming property, emulsifying property and whipping property are not achieved. On the other hand, when it exceeds 1.5% by weight, the odor of sorbitan fatty acid ester can be felt and the mouthfeel may be worse.
An oil and fat composition having good creaming properties according to the present invention is characterized by containing the creaming property improving agent and a transesterified oil derived from palm oil, and is excellent in creaming properties and water absorption and suitable for confectionery. .

また、本発明のクリーミング性の良好な油中水型乳化油脂組成物は、上記のクリーミング性の良好な油脂組成物を含有することを特徴とする。油中水型乳化油脂組成物に上記油脂組成物を含有させる場合は、上記油脂組成物にレシチンや不飽和脂肪酸モノグリセリド等の乳化剤を配合することが、油中水型乳化油脂組成物の乳化安定性の点から好ましい。油中水型乳化油脂組成物に対する油脂組成物の含有量としては、20〜90重量%が適当である。   The water-in-oil emulsified oil / fat composition having good creaming properties of the present invention contains the above-described oil / fat composition having good creaming properties. When the oil-and-water emulsified oil / fat composition contains the oil / fat composition, it is possible to add an emulsifier such as lecithin or unsaturated fatty acid monoglyceride to the oil / fat composition to stabilize the water-in-oil emulsified oil / fat composition. From the viewpoint of sex. The content of the oil / fat composition relative to the water-in-oil emulsified oil / fat composition is suitably 20 to 90% by weight.

なお、クリーミング性と吸水性については、それぞれ以下に示すクリーミング価と吸水指数により評価することができる。本発明の目的とするクリーミング性と吸水性に優れた油脂含有食品とは、クリーミング価が300以上、吸水指数が600以上のものをいう。
クリーミング価は、油脂200gを、KENMIXミキサー(KM-230;(株)愛工舎製作所)を用いて回転数200rpm、20℃保持で撹拌含気させたサンプルを用い、次式により求める。
クリーミング価=(撹拌含気前の比重)÷(撹拌含気後の比重)×100
吸水指数は、上記クリーミング操作40分後、撹拌含気操作を続けながら、約20mL / 分の速度で水を添加し、水が混ざらなくなった時点を終点として、次式により求める。
吸水指数=〔吸水量(g)〕÷〔油脂重量(g)〕×100
In addition, creaming property and water absorption can be evaluated by the creaming number and water absorption index shown below, respectively. The fat-and-oil-containing food excellent in creaming property and water absorbency, which is the object of the present invention, has a creaming value of 300 or more and a water absorption index of 600 or more.
The creaming value is obtained by the following formula using a sample in which 200 g of fats and oils are stirred and aerated using a KENMIX mixer (KM-230; Aikosha Seisakusho) at a rotation speed of 200 rpm and maintained at 20 ° C.
Creaming number = (specific gravity before aeration with agitation) ÷ (specific gravity after aeration with agitation) x 100
The water absorption index is obtained by the following equation, with water added at a rate of about 20 mL / min while continuing the stirring and aeration operation after 40 minutes of the creaming operation, with the end point being the point at which water no longer mixes.
Water absorption index = [Water absorption (g)] ÷ [Oil weight (g)] x 100

以下に乳化剤の種類を変化させて調製したパーム油由来の油脂を含有する油脂組成物について試験例を示す。
[試験例1]
本発明の油脂組成物としてショートニングの吸水性、クリーミング性、官能評価、保存性等のケーキ用としての適性について確認した。
パーム油由来のエステル交換油40重量%、大豆白絞油60重量%からなる混合油脂に対して、表1に示す各種乳化剤を1重量%添加し、本発明の油脂組成物を調製した後、80℃で加熱溶解後、急冷練り合わせによりショートニングを得た。このショートニングを25℃の恒温器で1日テンパリングした後、その200gをKENMIXミキサー(KM-230;(株)愛工舎製作所)で10分間撹拌し、クリーミング価、および吸水指数を求め、5℃にて2週間保存したサンプルの官能評価、さらに、5℃にて1、2、4ヶ月保存した場合の保存性を確認し、4ヶ月保存した後のクリーミング価及び吸水指数を求めた。
官能評価はショートニングをそのまま食して味を評価した。異風味は、通常の油脂の風味と異なる不味い味で、乳化剤由来の味と考えられる。保存性は、目視観察で光沢の有無を確認し、ナイフで油脂表面をかきとり、滑らかさを確認した。光沢や滑らかさが無くなった場合に組織劣化と判断した。
吸水性、クリーミング性、官能評価、保存性の結果を表2に示す。
A test example is shown below about the oil and fat composition containing the fat and oil derived from palm oil prepared by changing the kind of emulsifier.
[Test Example 1]
As the oil and fat composition of the present invention, the suitability for a cake such as shortening water-absorbing property, creaming property, sensory evaluation, and storage property was confirmed.
After adding 1% by weight of various emulsifiers shown in Table 1 to a mixed fat / oil comprising 40% by weight of a transesterified oil derived from palm oil and 60% by weight of a white soybean oil extract, the oil / fat composition of the present invention was prepared, After heating and melting at 80 ° C., shortening was obtained by rapid cooling and kneading. After this shortening was tempered with a thermostat at 25 ° C for 1 day, 200g of the shortening was stirred with a KENMIX mixer (KM-230; Aikosha Seisakusho Co., Ltd.) for 10 minutes to obtain the creaming value and water absorption index. The sensory evaluation of the samples stored for 2 weeks and the storage stability when stored for 1 to 2 and 4 months at 5 ° C. were confirmed, and the creaming number and water absorption index after storage for 4 months were determined.
The sensory evaluation evaluated the taste by eating the shortening as it was. The different flavor is an unpleasant taste different from that of normal fats and oils and is considered to be a taste derived from an emulsifier. Preservability was confirmed by visually observing the presence or absence of gloss, and the oil and fat surface was scraped off with a knife to confirm smoothness. When gloss or smoothness disappeared, it was judged that the structure was deteriorated.
Table 2 shows the results of water absorption, creaming properties, sensory evaluation, and storage stability.

Figure 2007097419
Figure 2007097419

Figure 2007097419
Figure 2007097419

本発明の油脂組成物として乳化剤1(ソルビタントリパルミテート)、乳化剤2(ソルビタントリラウレート)、乳化剤5(ソルビタントリステアレート)を用いたものは、いずれもクリーミング価が300以上、吸水指数が600以上であり、官能評価も良好であった。保存性については、ソルビタン脂肪酸エステルとしてパルミチン酸を結合させた乳化剤1(ソルビタントリパルミテート)及びラウリン酸を結合させた乳化剤2(ソルビタントリラウレート)を用いたものは、4ヶ月後も組織が良好であったのに比べ、飽和脂肪酸としてステアリン酸を結合させた乳化剤5(ソルビタントリステアレート)を用いたものは、2ヶ月後までは組織が良好であったが、4ヶ月後には組織が劣化した。ソルビタン脂肪酸エステルとして結合する飽和脂肪酸としては、ラウリン酸とパルミチン酸が特に好ましいことが判る。グリセリン脂肪酸エステルである乳化剤8(デカグリセリンステアレート)を用いたものは、クリーミング価、吸水指数及び保存性のいずれも良好であったものの、異風味を呈し、食用としては適さない。また、クリーミング性と吸水性は、保存による組織劣化が見られる場合に低下し、クリーミング性と吸水性は組織の状態と関連していることが判る。   As the oil and fat composition of the present invention, those using emulsifier 1 (sorbitan tripalmitate), emulsifier 2 (sorbitan trilaurate), and emulsifier 5 (sorbitan tristearate) all have a creaming number of 300 or more and a water absorption index. It was 600 or more, and the sensory evaluation was also good. As for storability, those using emulsifier 1 (sorbitan tripalmitate) combined with palmitic acid as sorbitan fatty acid ester and emulsifier 2 (sorbitan trilaurate) combined with lauric acid have a structure after 4 months. Compared to the good, the emulsifier 5 (sorbitan tristearate) combined with stearic acid as a saturated fatty acid had a good structure until 2 months, but after 4 months the structure was Deteriorated. It can be understood that lauric acid and palmitic acid are particularly preferable as the saturated fatty acid bonded as a sorbitan fatty acid ester. Those using emulsifier 8 (decaglycerin stearate), which is a glycerin fatty acid ester, have good creaming value, water absorption index, and storage stability, but have a different flavor and are not suitable for food. Moreover, creaming property and water absorption decrease when tissue deterioration due to storage is observed, and it is understood that creaming property and water absorption are related to the state of the tissue.

[試験例2]
本発明の油中水型乳化油脂組成物として低脂肪タイプファットスプレッドの乳化特性、保存性について確認した。
表3に示す配合に従い低脂肪スプレッドを調製した。まず、油脂に乳化剤を添加し、60℃で加熱溶解して、油相を調製した。次いで、水に食塩、ゼラチンを添加し溶解混合して水相を調製した。油相を撹拌しながら水相を添加し乳化させ、乳化特性を確認した(表4)。得られた乳化物を80℃で殺菌し、パーフェクター(型式Perfector Pilot Plant;Gerstenberg and Agger社)を用いて急冷後に混練し、低脂肪タイプファットスプレッドを得た。これを15℃で4ヶ月間保存し、保存性を確認した(表4)。
[Test Example 2]
As the water-in-oil emulsified oil / fat composition of the present invention, the emulsification characteristics and storage stability of the low fat type fat spread were confirmed.
Low fat spreads were prepared according to the formulation shown in Table 3. First, an emulsifier was added to fats and oils, and heated and dissolved at 60 ° C. to prepare an oil phase. Next, sodium chloride and gelatin were added to water and dissolved and mixed to prepare an aqueous phase. The water phase was added and emulsified while stirring the oil phase, and the emulsification characteristics were confirmed (Table 4). The obtained emulsion was sterilized at 80 ° C., kneaded after quenching using a perfector (model Perfector Pilot Plant; Gerstenberg and Agger), and a low fat type fat spread was obtained. This was stored at 15 ° C. for 4 months, and the storage stability was confirmed (Table 4).

Figure 2007097419
Figure 2007097419

Figure 2007097419
Figure 2007097419

本発明の油中水型乳化油脂組成物として試料1(ソルビタントリパルミテート)、試料3(ソルビタントリラウレート)、試料4(パルミチン酸、ラウリン酸を1:1混合したトリ混合脂肪酸エステル)を用いたものは、乳化特性、4ヶ月後の保存性のいずれも良好であった。一方、ソルビタン脂肪酸エステルのモノ体であるソルビタンモノパルミテートを用いた試料2は乳化時に分離してしまい保存性の試験には進めなかったため、油中水型乳化油脂組成物としての評価はできなかった。本試験例において、ソルビタン脂肪酸エステルに結合する飽和脂肪酸としては、ラウリン酸とパルミチン酸が特に好ましいことが確認された。   Samples 1 (sorbitan tripalmitate), sample 3 (sorbitan trilaurate), and sample 4 (trimixed fatty acid ester in which palmitic acid and lauric acid are mixed 1: 1) are used as the water-in-oil emulsified fat composition of the present invention. The used product had good emulsification characteristics and storage stability after 4 months. On the other hand, since sample 2 using sorbitan monopalmitate, which is a sorbitan fatty acid ester, was separated during emulsification and could not be stored, it could not be evaluated as a water-in-oil emulsified fat composition. It was. In this test example, it was confirmed that lauric acid and palmitic acid are particularly preferable as the saturated fatty acid bonded to the sorbitan fatty acid ester.

[試験例3]
本発明の油脂組成物としてショートニングの吸水性、クリーミング性、官能評価、保存性等のケーキ用としての適性について確認した。
パーム油由来のエステル交換油45重量%、大豆白絞油54重量%からなる混合油脂に対して、表5に示す各種乳化剤を添加し、本発明の油脂組成物を調製した後、80℃で加熱溶解後、急冷練り合わせによりショートニングを得た。このショートニングをこの混合油脂を25℃の恒温器で1日テンパリングした後、その200gをKENMIXミキサー(KM-230;(株)愛工舎製作所)で10分間撹拌し、クリーミング価、および吸水指数を求めた。なお、参考としてパーム油由来のエステル交換油に特徴的な成分として、構成脂肪酸中のパルミチン酸含量及びトコトリエノール含量についても求めた。結果を表5に示す。
[Test Example 3]
As the oil and fat composition of the present invention, the suitability for a cake such as shortening water-absorbing property, creaming property, sensory evaluation, and storage property was confirmed.
After adding the various emulsifiers shown in Table 5 to the mixed fat and oil comprising 45% by weight of the transesterified oil derived from palm oil and 54% by weight of the white soybean oil, the oil / fat composition of the present invention was prepared, and then at 80 ° C. After heating and dissolving, shortening was obtained by rapid kneading. After this shortening was tempered for 1 day with a 25 ° C thermostatic oven, 200g was stirred with a KENMIX mixer (KM-230; Aikosha Seisakusho) for 10 minutes to obtain the creaming number and water absorption index. It was. For reference, the palmitic acid content and tocotrienol content in the constituent fatty acids were also determined as components characteristic of the transesterified oil derived from palm oil. The results are shown in Table 5.

Figure 2007097419
Figure 2007097419

本発明の油脂組成物として試料1(ソルビタントリパルミテート)、試料5(ソルビタントリラウレート)を用いたものは、いずれもクリーミング価が300以上、吸水指数が600以上であり、官能評価も良好であった。ソルビタン脂肪酸エステルのモノ体であるソルビタンモノパルミテートを用いた試料4は吸水性では良かったものの、クリーミング性で劣った。ソルビタンに結合する飽和脂肪酸として優れていたラウリン酸とパルミチン酸をショ糖と結合させたショ糖脂肪酸エステルである試料2(ショ糖パルミテート)、試料3(ショ糖ラウレート)を用いたものは、クリーミング価及び吸水指数のいずれかにおいて、クリーミング価が300以上、吸水指数が600以上という数値に達しなかった。また、ソルビタン脂肪酸エステルのモノ体であるソルビタンモノパルミテートを用いた試料4はクリーミング価において300以上という数値に達しなかった。本発明においては、ソルビタン脂肪酸エステルが好ましく、さらに、モノ体よりもトリ体において特に好ましい効果が得られることが確認された。
以下に本発明の実施例を示し、具体的に説明する。
As for the oil and fat composition of the present invention, those using sample 1 (sorbitan tripalmitate) and sample 5 (sorbitan trilaurate) both have a creaming number of 300 or more, a water absorption index of 600 or more, and good sensory evaluation. Met. Sample 4 using sorbitan monopalmitate, which is a monomer of sorbitan fatty acid ester, was good in water absorption but inferior in creaming property. Creams that use sucrose fatty acid ester sucrose fatty acid ester sucrose fatty acid ester sucrose combined with sucrose, which are excellent as saturated fatty acids bound to sorbitan, are creamed The creaming number was not more than 300 and the water absorption index was not more than 600 in any of the value and the water absorption index. Sample 4 using sorbitan monopalmitate, which is a monomer of sorbitan fatty acid ester, did not reach a numerical value of 300 or more in creaming value. In the present invention, sorbitan fatty acid esters are preferable, and it has been confirmed that particularly preferable effects are obtained in the tri-isomer rather than the mono-isomer.
Examples of the present invention will be shown and described in detail below.

表6に示す配合により、まず、パーム油由来のエステル交換油脂25重量%、大豆硬化油7重量%、および大豆白絞油35重量%を混合して75℃に加温し、混合油脂を調製した。この混合油脂に本発明のクリーミング性向上剤として各ソルビタン脂肪酸エステルを0.3重量%、モノグリセリド0.2 重量%、レシチン0.2 重量%およびβ−カロチン若干量を添加して撹拌溶解して油相とした。このように調製した油相は、そのままで、本発明の油脂組成物として使用可能である。
一方、水相は50℃の温水29.8重量%に、食塩1.5 重量%と脱脂粉乳1.0 重量%を添加し、分散・溶解して調製した。上記で調製した油相を撹拌しながら、これに水相を添加して油中水型乳化物とした。得られた油中水型乳化物にバターフレーバー若干量を添加し、85℃で殺菌処理を行なった後、45℃まで冷却した。次いでパーフェクター(型式Perfector Pilot Plant:Gerstenberg and Agger社)で10℃まで急冷処理後、混練処理を行ない油中水型乳化油脂組成物とした。この油中水型乳化油脂組成物をこの混合油脂を25℃の恒温器で1日テンパリングした後、その200gをKENMIXミキサー(KM-230:(株)愛工舎製作所)で10分間撹拌し、クリーミング価、および吸水指数を求めた。結果を表6に示す。
First, 25% by weight of transesterified oil / fat derived from palm oil, 7% by weight of soybean hardened oil, and 35% by weight of soybean white oil are mixed and heated to 75 ° C. to prepare a mixed oil / fat. did. To this mixed oil and fat, 0.3% by weight of each sorbitan fatty acid ester, 0.2% by weight of monoglyceride, 0.2% by weight of lecithin and some amount of β-carotene were added as a creaming improver of the present invention and dissolved by stirring to obtain an oil phase. The oil phase thus prepared can be used as it is as the oil and fat composition of the present invention.
On the other hand, the aqueous phase was prepared by adding 1.5% by weight of salt and 1.0% by weight of skim milk powder to 29.8% by weight of warm water at 50 ° C., and dispersing and dissolving. While stirring the oil phase prepared above, the water phase was added thereto to obtain a water-in-oil emulsion. A slight amount of butter flavor was added to the obtained water-in-oil emulsion, sterilized at 85 ° C, and then cooled to 45 ° C. Next, after quenching to 10 ° C. with a perfector (type Perfector Pilot Plant: Gerstenberg and Agger), kneading was performed to obtain a water-in-oil emulsified oil composition. This water-in-oil emulsified oil / fat composition is tempered for 1 day with a 25 ° C thermostatic oven, and 200g of the mixture is stirred with a KENMIX mixer (KM-230: Aikosha Seisakusho) for 10 minutes to cream. Value and water absorption index were determined. The results are shown in Table 6.

混合油脂として、大豆硬化油を用いず、パーム油由来のエステル交換油脂32重量%を用いた以外は実施例1と全く同様にして油中水型乳化油脂組成物を得た。水相を添加する前の油相は、そのままで、本発明の油脂組成物として使用可能である。クリーミング価、および吸水指数を求めた結果を表6に示す。   A water-in-oil emulsified oil / fat composition was obtained in the same manner as in Example 1 except that the hardened soybean oil was not used and 32% by weight of the transesterified oil / fat derived from palm oil was used as the mixed fat / oil. The oil phase before adding the water phase can be used as it is as the oil and fat composition of the present invention. Table 6 shows the results of the creaming number and the water absorption index.

乳化剤として、ソルビタン脂肪酸トリパルミテートの代わりに、ソルビタン脂肪酸トリラウレートを用いた以外は実施例1と全く同様にして油中水型乳化油脂組成物を得た。水相を添加する前の油相は、そのままで、本発明の油脂組成物として使用可能である。クリーミング価、および吸水指数を求めた結果を表6に示す。   A water-in-oil emulsified oil / fat composition was obtained in the same manner as in Example 1 except that sorbitan fatty acid trilaurate was used instead of sorbitan fatty acid tripalmitate as an emulsifier. The oil phase before adding the water phase can be used as it is as the oil and fat composition of the present invention. Table 6 shows the results of the creaming number and the water absorption index.

[比較例1]
乳化剤として、ソルビタン脂肪酸トリパルミテートの代わりに、ソルビタン脂肪酸モノラウレートを用いた以外は実施例1と全く同様にして油中水型乳化油脂組成物を得た。クリーミング価、および吸水指数を求めた結果を表6に示す。
[Comparative Example 1]
A water-in-oil emulsified oil / fat composition was obtained in the same manner as in Example 1 except that sorbitan fatty acid monolaurate was used instead of sorbitan fatty acid tripalmitate as an emulsifier. Table 6 shows the results of the creaming number and the water absorption index.

Figure 2007097419
Figure 2007097419

本発明の油中水型乳化油脂組成物として実施例1(ソルビタントリパルミテート)、実施例2(ソルビタントリパルミテート)実施例3(ソルビタントリラウレート)を用いたものは、いずれもクリーミング価が300以上、吸水指数が600以上であった。ソルビタン脂肪酸エステルのモノ体であるソルビタンモノパルミテートを用いた比較例1では吸水性は良かったものの、クリーミング価において300以上という数値に達しなかった。本発明においては、ソルビタン脂肪酸エステルのモノ体よりもトリ体において特に好ましい効果が得られることが確認された。   As the water-in-oil type emulsified oil / fat composition of the present invention, those using Example 1 (sorbitan tripalmitate), Example 2 (sorbitan tripalmitate) and Example 3 (sorbitan trilaurate) are both creaming values. Was 300 or more, and the water absorption index was 600 or more. In Comparative Example 1 using sorbitan monopalmitate which is a monomer of sorbitan fatty acid ester, the water absorption was good, but the creaming value did not reach a value of 300 or more. In the present invention, it was confirmed that a particularly preferable effect was obtained in the tri-form rather than the mono-form of sorbitan fatty acid ester.

Claims (5)

飽和脂肪酸結合型ソルビタン脂肪酸エステルを有効成分とするクリーミング性向上剤。   A creaming improver comprising a saturated fatty acid-bonded sorbitan fatty acid ester as an active ingredient. 飽和脂肪酸結合型ソルビタン脂肪酸エステルを構成する飽和脂肪酸の50〜100重量%がパルミチン酸及び/またはラウリン酸であり、平均結合脂肪酸数が2〜4である請求項1記載のクリーミング性向上剤。   The creaming property improver according to claim 1, wherein 50 to 100% by weight of the saturated fatty acid constituting the saturated fatty acid-bonded sorbitan fatty acid ester is palmitic acid and / or lauric acid, and the average number of bonded fatty acids is 2 to 4. 請求項1または2記載のクリーミング性向上剤と、パーム油由来のエステル交換油とを含有することを特徴とするクリーミング性の良好な油脂組成物。   An oil / fat composition having good creaming property, comprising the creaming property improver according to claim 1 or 2 and a transesterified oil derived from palm oil. 請求項1または2記載のクリーミング性向上剤の有効成分である飽和脂肪酸結合型ソルビタン脂肪酸エステル0.02〜1.5重量%と、パーム油由来のエステル交換油5〜50重量%とを含有することを特徴とする請求項3記載のクリーミング性の良好な油脂組成物。   It contains 0.02 to 1.5% by weight of a saturated fatty acid-bonded sorbitan fatty acid ester, which is an active ingredient of the creaminess improver according to claim 1 or 2, and 5 to 50% by weight of transesterified oil derived from palm oil. The oil-fat composition with good creaming property according to claim 3. 請求項3または4記載の油脂組成物を含有することを特徴とするクリーミング性の良好な油中水型乳化油脂組成物。   A water-in-oil emulsified oil / fat composition having good creaming properties, comprising the oil / fat composition according to claim 3.
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JP2000036170A (en) * 1999-07-15 2000-02-02 Hitachi Ltd Disk cartridge
WO2013129539A1 (en) * 2012-02-29 2013-09-06 株式会社明治 Method for producing water-in-oil type oil or fat composition
JP2014212720A (en) * 2013-04-24 2014-11-17 ミヨシ油脂株式会社 Fat composition for confectionery and bread production
JP2015007161A (en) * 2013-06-25 2015-01-15 理研ビタミン株式会社 Oil and fat solidifying agent
JP2017074069A (en) * 2016-12-26 2017-04-20 ミヨシ油脂株式会社 Fat composition for confectionery and breadmaking, and production method thereof
JP2018191592A (en) * 2017-05-18 2018-12-06 理研ビタミン株式会社 Curing inhibitor for palm oil and fat

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JP2000212590A (en) * 1999-01-20 2000-08-02 Nisshin Oil Mills Ltd:The Production of modified oil and fat and modified oil and fat
JP3434463B2 (en) * 1999-03-19 2003-08-11 雪印乳業株式会社 Water-in-oil emulsified fat composition

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JPS6439941A (en) * 1987-08-07 1989-02-10 Miyoshi Yushi Kk Production of plasticized oil and fat
JP2000212590A (en) * 1999-01-20 2000-08-02 Nisshin Oil Mills Ltd:The Production of modified oil and fat and modified oil and fat
JP3434463B2 (en) * 1999-03-19 2003-08-11 雪印乳業株式会社 Water-in-oil emulsified fat composition

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000036170A (en) * 1999-07-15 2000-02-02 Hitachi Ltd Disk cartridge
WO2013129539A1 (en) * 2012-02-29 2013-09-06 株式会社明治 Method for producing water-in-oil type oil or fat composition
JPWO2013129539A1 (en) * 2012-02-29 2015-07-30 株式会社明治 Method for producing water-in-oil type oil and fat composition
JP2014212720A (en) * 2013-04-24 2014-11-17 ミヨシ油脂株式会社 Fat composition for confectionery and bread production
JP2015007161A (en) * 2013-06-25 2015-01-15 理研ビタミン株式会社 Oil and fat solidifying agent
JP2017074069A (en) * 2016-12-26 2017-04-20 ミヨシ油脂株式会社 Fat composition for confectionery and breadmaking, and production method thereof
JP2018191592A (en) * 2017-05-18 2018-12-06 理研ビタミン株式会社 Curing inhibitor for palm oil and fat
JP7029231B2 (en) 2017-05-18 2022-03-03 理研ビタミン株式会社 Curing inhibitor for palm-based fats and oils

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