JP6855272B2 - Emulsifier for foamable oil-in-water emulsified composition - Google Patents

Emulsifier for foamable oil-in-water emulsified composition Download PDF

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JP6855272B2
JP6855272B2 JP2017029563A JP2017029563A JP6855272B2 JP 6855272 B2 JP6855272 B2 JP 6855272B2 JP 2017029563 A JP2017029563 A JP 2017029563A JP 2017029563 A JP2017029563 A JP 2017029563A JP 6855272 B2 JP6855272 B2 JP 6855272B2
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孝紀 安部
孝紀 安部
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本発明は、食品のトッピング用及びフィリング用のホイップクリームの原料となる起泡性水中油型乳化組成物の製造に用いられる乳化剤に関する。 The present invention relates to an emulsifier used in the production of a foamable oil-in-water emulsified composition which is a raw material for whipped cream for food toppings and fillings.

従来、製菓や製パン、飲料等のトッピング用及びフィリング用のホイップクリームの原料としては、油分が乳脂肪のみからなる生クリームや、油分の一部或いは全部に植物性油脂を使用して調製したホイップ用起泡性水中油型乳化組成物(以下単に「起泡性水中油型乳化組成物」という)が市販されている。生クリームは、風味、口溶けの点で優れているが、高価である上、ホイップ後の安定性が悪いという欠点がある。このため、特に大規模に生産を行う洋菓子店等では、安価で比較的安定性の良い起泡性水中油型乳化組成物を使用することが多い。 Conventionally, as a raw material for whipped cream for toppings and fillings of confectionery, bread making, beverages, etc., it has been prepared by using fresh cream whose oil content is only milk fat or vegetable oil and fat as part or all of the oil content. Foaming oil-in-water emulsification compositions for whipping (hereinafter simply referred to as "foaming oil-in-water emulsification compositions") are commercially available. Fresh cream is excellent in flavor and melting in the mouth, but has the disadvantages of being expensive and having poor stability after whipped cream. For this reason, especially in a pastry shop or the like that produces on a large scale, a foaming oil-in-water emulsified composition that is inexpensive and has relatively good stability is often used.

ここで、近年、口溶けの良さへの要望の高まりに伴い、起泡性水中油型乳化組成物に使用する植物油脂として、ヤシ油やパーム核油といった構成脂肪酸全体に占めるラウリン酸の含有量が比較的多い油脂(以下「ラウリン系油脂」という)が多く配合される傾向がある。また、健康志向や軽い食感への要望の高まりに伴い、起泡性水中油型乳化組成物中の油脂の含有量を低減する低油分化が進んでいる。具体的には、従来は起泡性水中油型乳化組成物100質量%中の油脂の含有量は生クリームと同様45質量%前後であることが一般的であったところ、これを40質量%以下に低減することが行われている。 Here, in recent years, with the increasing demand for good melting in the mouth, the content of lauric acid in the total constituent fatty acids such as coconut oil and palm kernel oil has increased as a vegetable oil used in the foamable oil-in-water emulsified composition. There is a tendency for a relatively large amount of fats and oils (hereinafter referred to as "lauric oils and fats") to be mixed. In addition, with increasing demands for health consciousness and a light texture, low oil differentiation is progressing to reduce the content of fats and oils in the foamable oil-in-water emulsified composition. Specifically, conventionally, the content of fats and oils in 100% by mass of the foamable oil-in-water emulsified composition was generally about 45% by mass as in the case of fresh cream, but this is 40% by mass. The following reductions have been made.

しかし、ラウリン系油脂を多く配合した起泡性水中油型乳化組成物は、乳化安定性が悪く、流通過程等における振動や時間経過により増粘・固化(ボテ)を生じ易いほか、これをホイップして得られるホイップクリームは耐熱性が低く、室温下で急激に保形性を失ったり、離水が発生したりしやすいという問題がある。また、起泡性水中油型乳化組成物中の油脂の含有量を低減すると、ホイップクリームの骨格となる油脂が少ないことから、保形性や耐熱性が低くなる。 However, the foamable oil-in-water emulsified composition containing a large amount of laurin-based oil and fat has poor emulsification stability, and is prone to thickening and solidification (bottoming) due to vibration and the passage of time in the distribution process, etc. The whipped cream thus obtained has low heat resistance, and has a problem that the shape retention property is rapidly lost at room temperature and water separation is likely to occur. Further, when the content of fats and oils in the foamable oil-in-water emulsified composition is reduced, the fats and oils that form the skeleton of the whipped cream are reduced, so that the shape retention and heat resistance are lowered.

このような問題を解決する方法として、例えば、構成脂肪酸組成において炭素数14以下の飽和脂肪酸含量が20〜50質量%であり炭素数16以上の飽和脂肪酸含量が35〜70質量%である油脂配合物をランダムエステル交換して得た油脂を使用する方法(特許文献1)や、トリグリセリド組成と上昇融点を規定した油脂Aと、所定温度のSFCを規定したラウリン系油脂である油脂Bを所定の割合で含有する油脂を使用し、さらにHLBが0〜5の主要構成脂肪酸がベヘン酸である乳化剤を使用する方法(特許文献2)が提案されている。しかし、これらの方法は使用できる油脂が制限されることから好ましくなく、またその効果も実用上満足し得るものとは言えない。 As a method for solving such a problem, for example, a fat or oil compound having a constituent fatty acid composition in which the content of saturated fatty acids having 14 or less carbon atoms is 20 to 50% by mass and the content of saturated fatty acids having 16 or more carbon atoms is 35 to 70% by mass. A method of using fats and oils obtained by randomly transesterifying substances (Patent Document 1), fats and oils A having a triglyceride composition and an elevated melting point, and fats and oils B which are lauric-based fats and oils having an SFC of a predetermined temperature are specified. A method has been proposed in which fats and oils contained in a proportion are used, and an emulsifier in which the main constituent fatty acid having an HLB of 0 to 5 is behenic acid is used (Patent Document 2). However, these methods are not preferable because the fats and oils that can be used are limited, and the effects thereof cannot be said to be practically satisfactory.

そこで、起泡性水中油型乳化組成物に対してより優れた乳化安定性を付与し、且つ、該組成物をホイップして得られるホイップクリームの耐熱性、保形性を改善できる方法が求められていた。 Therefore, there is a need for a method that can impart better emulsion stability to a foamable oil-in-water emulsified composition and improve the heat resistance and shape retention of the whipped cream obtained by whipping the composition. Was being done.

特開2011−103809号公報Japanese Unexamined Patent Publication No. 2011-103809 特開2012−019766号公報Japanese Unexamined Patent Publication No. 2012-109766

本発明は、起泡性水中油型乳化組成物の乳化安定性の改善効果及び該組成物をホイップして得られるホイップクリームの耐熱性、保形性の改善効果に優れた起泡性水中油型乳化組成物用乳化剤を提供することを課題とする。 The present invention is a foaming oil in water that is excellent in the effect of improving the emulsification stability of a foaming oil-type emulsifying composition and the effect of improving the heat resistance and shape retention of a whipped cream obtained by whipping the composition. An object of the present invention is to provide an emulsifier for a mold emulsified composition.

本発明者は、上記課題に対して鋭意検討を行った結果、起泡性水中油型乳化組成物に特定の条件を満たすポリグリセリン脂肪酸エステルを添加することにより、該組成物の乳化安定性及び該組成物をホイップして得られるホイップクリームの耐熱性、保形性が改善されることを見出し、この知見に基づいて本発明を成すに至った。 As a result of diligent studies on the above-mentioned problems, the present inventor added a polyglycerin fatty acid ester satisfying a specific condition to the foamable oil-in-water emulsified composition to obtain the emulsion stability of the composition and the emulsion stability of the composition. It has been found that the heat resistance and shape retention of the whipped cream obtained by whipping the composition are improved, and the present invention has been made based on this finding.

即ち、本発明は、下記(1)及び(2)からなっている。
(1)下記条件1〜3を満たすポリグリセリン脂肪酸エステルであることを特徴とする起泡性水中油型乳化組成物用乳化剤。
条件1:ポリグリセリンの平均重合度が3以上
条件2:構成脂肪酸100質量%中、炭素数16〜18の飽和脂肪酸の含有量が50〜85質量%
条件3:構成脂肪酸100質量%中、炭素数22の飽和脂肪酸の含有量が15〜50質量%
(2)前記(1)に記載の起泡性水中油型乳化組成物用乳化剤を含有する起泡性水中油型乳化組成物。
That is, the present invention comprises the following (1) and (2).
(1) An emulsifier for a foamable oil-in-water emulsified composition, which is a polyglycerin fatty acid ester satisfying the following conditions 1 to 3.
Condition 1: The average degree of polymerization of polyglycerin is 3 or more Condition 2: The content of saturated fatty acids having 16 to 18 carbon atoms is 50 to 85% by mass in 100% by mass of constituent fatty acids.
Condition 3: The content of saturated fatty acid having 22 carbon atoms is 15 to 50% by mass in 100% by mass of constituent fatty acids.
(2) A foamable oil-in-water emulsion composition containing the emulsifier for the foamable oil-in-water emulsion composition according to (1) above.

本発明の起泡性水中油型乳化組成物用乳化剤は、起泡性水中油型乳化組成物に対して使用することにより、該組成物の乳化安定性及び該組成物をホイップして得られるホイップクリームの耐熱性、保形性を改善することができる。
本発明の起泡性水中油型乳化組成物用乳化剤は、使用対象となる起泡性水中油型乳化組成物をホイップする際のホイップ時間や、該組成物をホイップして得られるホイップクリームの口溶け等の品質を害しない範囲で、十分な乳化安定性、耐熱性、保形性の改善効果を発揮することができる。
The emulsifier for a foamable oil-in-water emulsified composition of the present invention can be obtained by using the emulsifier for a foamable oil-in-water emulsified composition with respect to the emulsion stability of the composition and whipping the composition. The heat resistance and shape retention of whipped cream can be improved.
The emulsifier for a foamable oil-in-water emulsion composition of the present invention can be used for whipping time when whipping a foamable oil-in-water emulsion to be used, and for whipping cream obtained by whipping the composition. As long as it does not impair the quality such as melting in the mouth, it can exhibit sufficient effects of improving emulsion stability, heat resistance, and shape retention.

本発明において起泡性水中油型乳化組成物用乳化剤として用いられるポリグリセリン脂肪酸エステル(以下「本発明のポリグリセリン脂肪酸エステル」ともいう)は、ポリグリセリンと脂肪酸とのエステル化生成物であって、以下に述べる条件1〜3を満たすものである。 The polyglycerin fatty acid ester used as an emulsifier for a foamable oil-in-water emulsion composition in the present invention (hereinafter, also referred to as “polyglycerin fatty acid ester of the present invention”) is an esterification product of polyglycerin and a fatty acid. , Satisfy the conditions 1 to 3 described below.

[条件1について]
本発明のポリグリセリン脂肪酸エステルを構成するポリグリセリンは、平均重合度が3以上、好ましくは3〜10である。ポリグリセリンの平均重合度がこのような範囲であると、起泡性水中油型乳化組成物の乳化安定性が良好となる。具体的なポリグリセリンとしては、例えば、トリグリセリン(平均重合度3)、テトラグリセリン(平均重合度4)、ペンタグリセリン(平均重合度5)、ヘキサグリセリン(平均重合度6)、ヘプタグリセリン(平均重合度7)、オクタグリセリン(平均重合度8)、デカグリセリン(平均重合度10)等が挙げられる。
[About condition 1]
The polyglycerin constituting the polyglycerin fatty acid ester of the present invention has an average degree of polymerization of 3 or more, preferably 3 to 10. When the average degree of polymerization of polyglycerin is in such a range, the emulsion stability of the foamable oil-in-water emulsified composition becomes good. Specific polyglycerins include, for example, triglycerin (average degree of polymerization 3), tetraglycerin (average degree of polymerization 4), pentaglycerin (average degree of polymerization 5), hexaglycerin (average degree of polymerization 6), and heptaglycerin (average degree of polymerization 6). Degree of polymerization 7), octaglycerin (average degree of polymerization 8), decaglycerin (average degree of polymerization 10) and the like can be mentioned.

ここで、上記ポリグリセリンの平均重合度(n)は、次式(1)及び(2)に基づき算出される。 Here, the average degree of polymerization (n) of the polyglycerin is calculated based on the following formulas (1) and (2).

分子量=74n+18・・・(1)
水酸基価=56110(n+2)/分子量・・・(2)
Molecular weight = 74n + 18 ... (1)
Hydroxy group value = 56110 (n + 2) / molecular weight ... (2)

尚、上記式(2)中の水酸基価は、「基準油脂分析試験法(I)」(社団法人日本油化学会編)の[2.3.6−1996ヒドロキシル価]に従って測定される。 The hydroxyl value in the above formula (2) is measured according to [2.3.6-1996 hydroxyl value] of "Reference Oil and Fat Analytical Test Method (I)" (edited by Japan Oil Chemists' Society).

[条件2について]
本発明のポリグリセリン脂肪酸エステルは、構成脂肪酸100質量%中、炭素数16〜18の飽和脂肪酸の含有量が50〜85質量%、好ましくは60〜80質量%である。構成脂肪酸100質量%中における炭素数16〜18の飽和脂肪酸の含有量がこのような範囲であると、起泡性水中油型乳化組成物の乳化安定性が高くなると同時に、これをホイップして得られるホイップクリームの口溶けが良いものになる。具体的な炭素数16〜18の飽和脂肪酸としては、例えば、パルミチン酸、ステアリン酸が挙げられる。これら炭素数16〜18の飽和脂肪酸は、いずれか1種のみを単独で用いても良く、2種以上を任意に組み合わせて用いても良い。
[Condition 2]
The polyglycerin fatty acid ester of the present invention contains 50 to 85% by mass, preferably 60 to 80% by mass of saturated fatty acids having 16 to 18 carbon atoms in 100% by mass of the constituent fatty acids. When the content of saturated fatty acids having 16 to 18 carbon atoms in 100% by mass of the constituent fatty acids is in such a range, the emulsion stability of the foamable oil-in-water emulsified composition is increased, and at the same time, the foaming oil-type emulsified composition is whipped. The resulting whipped cream will melt in the mouth well. Specific examples of saturated fatty acids having 16 to 18 carbon atoms include palmitic acid and stearic acid. As these saturated fatty acids having 16 to 18 carbon atoms, only one of them may be used alone, or two or more of them may be used in any combination.

[条件3について]
本発明のポリグリセリン脂肪酸エステルは、構成脂肪酸100重量%中、炭素数22の飽和脂肪酸の含有量が15〜50質量%、好ましくは20〜40質量%である。構成脂肪酸100重量%中における炭素数22の飽和脂肪酸の含有量がこのような範囲であると、起泡性水中油型乳化組成物をホイップして得られるホイップクリームの耐熱性が良好となる。具体的な炭素数22の飽和脂肪酸としては、例えば、ベヘン酸が挙げられる。
[About condition 3]
The polyglycerin fatty acid ester of the present invention contains 15 to 50% by mass, preferably 20 to 40% by mass, of a saturated fatty acid having 22 carbon atoms in 100% by weight of the constituent fatty acids. When the content of the saturated fatty acid having 22 carbon atoms in 100% by weight of the constituent fatty acids is in such a range, the heat resistance of the whip cream obtained by whipping the foamable oil-in-water emulsified composition becomes good. Specific examples of the saturated fatty acid having 22 carbon atoms include behenic acid.

尚、本発明のポリグリセリン脂肪酸エステルの構成脂肪酸100質量%中における炭素数16〜18の飽和脂肪酸と炭素数22の飽和脂肪酸の含有量の合計は、80質量%以上であることが好ましく、90質量%以上であることがより好ましい。 The total content of the saturated fatty acids having 16 to 18 carbon atoms and the saturated fatty acids having 22 carbon atoms in 100% by mass of the constituent fatty acids of the polyglycerin fatty acid ester of the present invention is preferably 80% by mass or more, preferably 90. It is more preferably mass% or more.

本発明のポリグリセリン脂肪酸エステルの製造方法に特に制限はなく、エステル化反応等自体公知の方法により製造される。例えば、本発明のポリグリセリン脂肪酸エステルをポリグリセリンと脂肪酸とのエステル化反応により製造する場合の好ましい製造方法の概略は次のとおりである。 The method for producing the polyglycerin fatty acid ester of the present invention is not particularly limited, and the polyglycerin fatty acid ester is produced by a method known per se, such as an esterification reaction. For example, the outline of a preferable production method in the case of producing the polyglycerin fatty acid ester of the present invention by an esterification reaction of polyglycerin and a fatty acid is as follows.

即ち、攪拌機、加熱用のジャケット、邪魔板、不活性ガス吹き込み管、温度計及び冷却器付き水分分離器等を備えた通常の反応容器に、ポリグリセリン、脂肪酸及び触媒を供給して攪拌混合し、窒素又は二酸化炭素等の任意の不活性ガス雰囲気下で、エステル化反応により生成する水を系外に除去しながら、所定温度で一定時間加熱する。 That is, polyglycerin, fatty acid, and a catalyst are supplied to a normal reaction vessel equipped with a stirrer, a jacket for heating, a baffle plate, an inert gas blowing tube, a thermometer, a moisture separator with a cooler, and the like, and the mixture is stirred and mixed. In an atmosphere of any inert gas such as nitrogen or carbon dioxide, the water generated by the esterification reaction is removed from the system and heated at a predetermined temperature for a certain period of time.

ポリグリセリンに対する脂肪酸の仕込み量は、得られるポリグリセリン脂肪酸エステルのエステル化率が10〜30%になるような範囲であることが好ましい。例えば、ポリグリセリンとしてデカグリセリンを用いる場合、デカグリセリン1モルに対して脂肪酸が1.5〜3.0モルであることが好ましく、トリグリセリンを用いる場合、トリグリセリン1モルに対して脂肪酸が0.8〜1.5モルであることが好ましい。 The amount of fatty acid charged with respect to polyglycerin is preferably in the range in which the esterification rate of the obtained polyglycerin fatty acid ester is 10 to 30%. For example, when decaglycerin is used as polyglycerin, the fatty acid is preferably 1.5 to 3.0 mol per mol of decaglycerin, and when triglycerin is used, the fatty acid is 0 per mol of triglycerin. It is preferably 0.8 to 1.5 mol.

ここで、エステル化率(%)は下記式により算出される。尚、下記式中のエステル価及び水酸基価は、「基準油脂分析試験法(I)」(社団法人 日本油化学会編)の[2.3.3−1996 エステル価]及び[2.3.6−1996 ヒドロキシル価]に準じて測定される。 Here, the esterification rate (%) is calculated by the following formula. The ester value and hydroxyl value in the following formula are [2.3-3-1996 ester value] and [2.3.3-1996 ester value] of "Standard Oil and Fat Analysis Test Method (I)" (edited by Japan Oil Chemists' Society). 6-1996 hydroxyl value] is measured.

Figure 0006855272
Figure 0006855272

上記触媒としては、通常アルカリ触媒が用いられる。アルカリ触媒としては、例えば水酸化カリウム、水酸化ナトリウム、炭酸カリウム、炭酸ナトリウム等が挙げられる。アルカリ触媒の使用量は、全仕込み量(乾燥物換算)100質量%中、0.01〜1.0質量%、好ましくは0.05〜0.5質量%である。 As the catalyst, an alkaline catalyst is usually used. Examples of the alkaline catalyst include potassium hydroxide, sodium hydroxide, potassium carbonate, sodium carbonate and the like. The amount of the alkaline catalyst used is 0.01 to 1.0% by mass, preferably 0.05 to 0.5% by mass, based on 100% by mass of the total amount charged (in terms of dried product).

反応温度は、通常180〜260℃であり、好ましくは200〜260℃である。また、反応における圧力条件は、減圧下又は常圧下であり、反応時間は、通常0.5〜15時間であり、好ましくは1〜4時間である。反応の終点は、反応混合物の酸価を測定し、その酸価が3以下であることを目安として決定するのが好ましい。 The reaction temperature is usually 180 to 260 ° C, preferably 200 to 260 ° C. The pressure condition in the reaction is reduced pressure or normal pressure, and the reaction time is usually 0.5 to 15 hours, preferably 1 to 4 hours. The end point of the reaction is preferably determined by measuring the acid value of the reaction mixture and using the acid value of 3 or less as a guide.

エステル化反応終了後、必要により反応混合物中に残存する触媒を中和する。エステル化の反応温度が200℃を超える場合、中和処理は、反応混合物を120〜250℃に冷却してから行うのが好ましい。また、触媒として水酸化ナトリウムを使用した場合、中和処理では、反応混合物にリン酸(85質量%)を添加し、良く混合することが好ましい。
この場合、中和処理で添加するリン酸(85質量%)の量は、以下に示す中和反応式(化1)で計算されるリン酸量を0.85で除した量(以下、「基準リン酸量」という)以上であることが好ましく、基準リン酸量の2〜3倍量であることがより好ましい。尚、基準リン酸量は、具体的には、水酸化ナトリウム1.0gに対し、0.96gである。
After completion of the esterification reaction, if necessary, the catalyst remaining in the reaction mixture is neutralized. When the reaction temperature of esterification exceeds 200 ° C., the neutralization treatment is preferably carried out after cooling the reaction mixture to 120 to 250 ° C. When sodium hydroxide is used as a catalyst, it is preferable to add phosphoric acid (85% by mass) to the reaction mixture and mix well in the neutralization treatment.
In this case, the amount of phosphoric acid (85% by mass) added in the neutralization treatment is the amount obtained by dividing the amount of phosphoric acid calculated by the following neutralization reaction formula (Chemical Formula 1) by 0.85 (hereinafter, "" The amount is preferably more than or equal to the reference amount of phosphoric acid, and more preferably 2 to 3 times the amount of the reference phosphoric acid. Specifically, the reference amount of phosphoric acid is 0.96 g with respect to 1.0 g of sodium hydroxide.

Figure 0006855272
Figure 0006855272

中和処理後、そのままの温度で、好ましくは0.5時間以上、さらに好ましくは1〜10時間放置するのが好ましい。また、未反応のポリグリセリンが下層に分離した場合はそれを除去するのが好ましい。また、必要に応じて、常法に従い、脱色、脱臭等の処理を行うことができる。 After the neutralization treatment, it is preferably left at the same temperature for preferably 0.5 hours or more, more preferably 1 to 10 hours. If unreacted polyglycerin is separated into the lower layer, it is preferable to remove it. In addition, if necessary, treatments such as decolorization and deodorization can be performed according to a conventional method.

本発明のポリグリセリン脂肪酸エステルは、起泡性水中油型乳化組成物を製造する際に添加する乳化剤として使用される。本発明で言うところの起泡性水中油型乳化組成物とは、水及びタンパク質等を含む水相を連続相とし、該水相中に油脂等を含む油相を分散・乳化して成る水中油型の乳化組成物であって、該組成物をホイップすることによりホイップクリームを製造できる、起泡性を有するものである。起泡性水中油型乳化組成物の製造には、通常、乳化の安定等を目的とする乳化剤と、ホイップ時間の短縮やホイップクリームの保形性を高めること等を目的とする乳化剤が使用されているが、本発明のポリグリセリン脂肪酸エステルは、このような起泡性水中油型乳化組成物に通常使用される公知の乳化剤と共に、あるいは該乳化剤の一部と置き換えて使用することができる。本発明のポリグリセリン脂肪酸エステルと併用する乳化剤に特に制限はないが、例えば、ショ糖脂肪酸エステル、ポリグリセリン脂肪酸エステル(本発明のポリグリセリン脂肪酸エステル以外)、グリセリン脂肪酸エステル、グリセリン有機酸脂肪酸エステル、ソルビタン脂肪酸エステル、ポリオキシエチレンソルビタン脂肪酸エステル、プロピレングリコール脂肪酸エステル、レシチン等が挙げられる。 The polyglycerin fatty acid ester of the present invention is used as an emulsifier to be added when producing a foamable oil-in-water emulsified composition. The foamable oil-in-water emulsified composition referred to in the present invention is water in which an aqueous phase containing water and proteins is a continuous phase, and an oil phase containing oils and fats is dispersed and emulsified in the aqueous phase. It is an oil-type emulsified composition, which has a foaming property and can produce a whipped cream by whipping the composition. In the production of a foamable oil-in-water emulsified composition, an emulsifier for the purpose of stabilizing emulsification and an emulsifier for the purpose of shortening the whipping time and improving the shape retention of the whipped cream are usually used. However, the polyglycerin fatty acid ester of the present invention can be used together with a known emulsifier usually used for such a foamable oil-in-water emulsified composition, or in place of a part of the emulsifier. The emulsifier used in combination with the polyglycerin fatty acid ester of the present invention is not particularly limited, and for example, sucrose fatty acid ester, polyglycerin fatty acid ester (other than the polyglycerin fatty acid ester of the present invention), glycerin fatty acid ester, glycerin organic acid fatty acid ester, and the like. Examples thereof include sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, propylene glycol fatty acid ester, and lecithin.

起泡性水中油型乳化組成物に対する本発明のポリグリセリン脂肪酸エステルの使用量は、該組成物の配合や併用する乳化剤の使用量等により異なるが、例えば、起泡性水中油型乳化組成物100質量%に対し、0.01〜2.0質量%、好ましくは0.05〜1.0質量%である。使用量がこのような範囲であると、ホイップクリームの口溶け等を害することなく、本発明の効果を十分に発揮することができる。尚、本発明のポリグリセリン脂肪酸エステルを使用して製造される、本発明のポリグリセリン脂肪酸エステルを含有する起泡性水中油型乳化組成物(以下「本発明の起泡性水中油型乳化組成物」ともいう)も、本発明の一つの態様である。 The amount of the polyglycerin fatty acid ester of the present invention used in the foamable oil-in-water emulsified composition varies depending on the composition of the composition, the amount of the emulsifier used in combination, and the like. It is 0.01 to 2.0% by mass, preferably 0.05 to 1.0% by mass with respect to 100% by mass. When the amount used is in such a range, the effect of the present invention can be sufficiently exerted without damaging the melting of the whipped cream in the mouth. A foamable oil-in-water emulsified composition containing the polyglycerin fatty acid ester of the present invention, which is produced by using the polyglycerin fatty acid ester of the present invention (hereinafter, "the foamable oil-in-water emulsified composition of the present invention"). A thing) is also one aspect of the present invention.

本発明の起泡性水中油型乳化組成物の水相を構成する水としては、飲用可能なものであれば特に制限は無く、例えば蒸留水、イオン交換樹脂処理水、逆浸透膜(RO)処理水又は限外ろ過膜(UF)処理水等の精製水、水道水、地下水あるいは涌水等の天然水又はアルカリイオン水等が挙げられる。 The water constituting the aqueous phase of the foamable oil-in-water emulsified composition of the present invention is not particularly limited as long as it is drinkable, for example, distilled water, ion exchange resin-treated water, reverse osmosis membrane (RO). Examples thereof include purified water such as treated water or ultra-filtered membrane (UF) treated water, natural water such as tap water, groundwater or distilled water, or alkaline ionized water.

本発明の起泡性水中油型乳化組成物100質量%中の水の含有量に特に制限は無く、タンパク質、油脂、本発明のポリグリセリン脂肪酸エステル、その他の原材料を配合した残余を水とすれば良い。 The content of water in 100% by mass of the foamable oil-in-water emulsified composition of the present invention is not particularly limited, and the residue containing protein, fat and oil, the polyglycerin fatty acid ester of the present invention, and other raw materials is treated with water. Just do it.

同じく水相を構成するタンパク質としては、動植物由来で食用可能なものであれば特に制限は無く、例えば全卵、卵白、卵黄等の卵タンパク、脱脂乳、脱脂粉乳、全脂肪乳、濃縮乳、脱脂濃縮乳、ホエータンパク、カゼインナトリウム等の乳タンパク、大豆タンパク、小麦タンパク、えんどうタンパク、とうもろこしタンパク等の植物性タンパク、ゼラチン等の動物性タンパク等が挙げられるが、好ましくは乳タンパクである。これらタンパク質は、いずれか1種のみを用いても良いし、2種以上を任意に組み合わせて用いても良い。 Similarly, the proteins constituting the aqueous phase are not particularly limited as long as they are derived from animals and plants and are edible. For example, egg proteins such as whole eggs, egg whites, and egg yolks, defatted milk, defatted powdered milk, whole fat milk, concentrated milk, etc. Examples thereof include non-fat concentrated milk, milk protein such as whey protein and sodium caseinate, vegetable protein such as soybean protein, wheat protein, corn protein and corn protein, and animal protein such as gelatin, but milk protein is preferable. .. Only one of these proteins may be used, or two or more of these proteins may be used in any combination.

本発明の起泡性水中油型乳化組成物100質量%中のタンパク質の含有量は1〜10質量%が好ましく、2〜8質量%であるのがより好ましい。タンパク質の含有量がこのような範囲であると、起泡性水中油型乳化組成物の粘度が適切となり、乳化安定性や風味も良好なものが得られる。 The protein content in 100% by mass of the foamable oil-in-water emulsified composition of the present invention is preferably 1 to 10% by mass, more preferably 2 to 8% by mass. When the protein content is in such a range, the viscosity of the foamable oil-in-water emulsified composition becomes appropriate, and one having good emulsification stability and flavor can be obtained.

本発明の起泡性水中油型乳化組成物の油相を構成する油脂としては、一般に食品に用いられるものであれば特に制限は無く、例えばパーム油、パーム核油、菜種油、大豆油、ヒマワリ種子油、綿実油、落花生油、米糠油、コーン油、サフラワー油、オリーブ油、カポック油、ゴマ油、月見草油、シア脂、サル脂、カカオ脂、ヤシ油等の植物性油脂並びに乳脂、牛脂、ラード、魚油、鯨油等の動物性油脂あるいはそれらに硬化、分別、エステル交換等の処理を施した加工油脂が挙げられる。これら油脂は、いずれか1種のみを用いても良いし、2種以上を任意に組み合わせて用いても良い。尚、本発明のポリグリセリン脂肪酸エステルは乳化安定性や耐熱性、保形性の改善効果が高いことから、油脂としてパーム核油、ヤシ油等のラウリン系油脂を多く配合した場合であっても、良好な品質の起泡性水中油型乳化組成物を製造することができる。 The oil and fat constituting the oil phase of the foamable oil-in-water emulsified composition of the present invention is not particularly limited as long as it is generally used for foods, for example, palm oil, palm kernel oil, rapeseed oil, soybean oil, sunflower. Seed oil, cottonseed oil, peanut oil, rice bran oil, corn oil, saflower oil, olive oil, capoc oil, sesame oil, evening primrose oil, shea butter, monkey fat, cacao butter, coconut oil and other vegetable fats and oils, milk fat, beef fat, lard , Fish oil, whale oil and other animal fats and oils, or processed fats and oils obtained by subjecting them to treatments such as hardening, sorting and ester exchange. Only one of these fats and oils may be used, or two or more of these fats and oils may be used in any combination. Since the polyglycerin fatty acid ester of the present invention has a high effect of improving emulsion stability, heat resistance, and shape retention, even when a large amount of laurin-based oil such as palm kernel oil or coconut oil is blended as the oil. , A foamable oil-in-water emulsified composition of good quality can be produced.

本発明の起泡性水中油型乳化組成物100質量%中の油脂の含有量は20〜55質量%が好ましく、30〜45質量%であるのがより好ましい。油脂の含有量がこのような範囲であると、起泡性水中油型乳化組成物の粘度が適切となり、該組成物をホイップして得られるホイップクリームの保形性も良くなる。本発明のポリグリセリン脂肪酸エステルは耐熱性、保形性の改善効果が高いことから、起泡性水中油型乳化組成物100質量%中の油脂の含有量が例えば20〜35質量%のような少ない範囲の場合であっても、良好な品質の起泡性水中油型乳化組成物を製造することができる。 The content of fats and oils in 100% by mass of the foamable oil-in-water emulsified composition of the present invention is preferably 20 to 55% by mass, more preferably 30 to 45% by mass. When the content of the fat and oil is in such a range, the viscosity of the foamable oil-in-water emulsified composition becomes appropriate, and the shape-retaining property of the whipped cream obtained by whipping the composition is also improved. Since the polyglycerin fatty acid ester of the present invention has a high effect of improving heat resistance and shape retention, the content of fats and oils in 100% by mass of the foamable oil-in-water emulsified composition is, for example, 20 to 35% by mass. Even in the case of a small range, a foamable oil-in-water emulsified composition of good quality can be produced.

また、本発明の起泡性水中油型乳化組成物は、上記水、タンパク質、油脂、本発明のポリグリセリン脂肪酸エステル及び本発明のポリグリセリン脂肪酸エステル以外の乳化剤のほかに、本発明の効果を阻害しない範囲で、通常起泡性水中油型乳化組成物の製造に用いられる他の任意の成分を含有していても良い。そのような成分としては、例えば、クエン酸三ナトリウム等のクエン酸塩、メタリン酸ナトリウム、ピロリン酸ナトリウム及びポリリン酸ナトリウム等のリン酸塩、β−カロテン等の着色料、抽出トコフェロール及びL−アスコルビン酸パルミチン酸エステル等の酸化防止剤、ミルクフレーバー、バニラ香料及びオレンジオイル等の着香料、キシロース、ブドウ糖及び果糖等の単糖、ショ糖、乳糖及び麦芽糖等の二糖類、デキストリン及び水飴等の澱粉分解物並びにマルトトリオース、マルトテトラオース、マルトペンタオース及びマルトヘキサオース等のマルトオリゴ糖、ソルビトール、マンニトール、マルチトール及び還元水飴等の糖アルコール、リン酸架橋澱粉等の加工澱粉、水溶性ヘミセルロース、アラビアガム、カラギナン、カラヤガム、キサンタンガム、グアーガム、タマリンドシードガム、トラガントガム、ペクチン及びローカストビーンガム等の増粘安定剤等が挙げられる。 In addition, the foamable oil-in-water emulsified composition of the present invention has the effects of the present invention in addition to the above-mentioned water, protein, fat and oil, emulsifiers other than the polyglycerin fatty acid ester of the present invention and the polyglycerin fatty acid ester of the present invention. As long as it does not inhibit, it may contain any other component usually used for producing a foamable oil-in-water emulsified composition. Such components include, for example, citrates such as trisodium citrate, phosphates such as sodium metaphosphate, sodium pyrophosphate and sodium polyphosphate, colorants such as β-carotene, extracted tocopherols and L-ascorbin. Antioxidants such as acid palmitic acid ester, flavoring agents such as milk flavor, vanilla fragrance and orange oil, monosaccharides such as xylose, glucose and fructose, disaccharides such as sucrose, lactose and malt sugar, starch such as dextrin and starch syrup. Decomposed products and maltooligosaccharides such as maltotriose, maltotetraose, maltopentaose and maltohexaose, sugar alcohols such as sorbitol, mannitol, maltitol and reduced starch syrup, processed starch such as phosphoric acid cross-linked starch, water-soluble hemicellulose, Examples thereof include thickening stabilizers such as Arabic gum, caraginan, karaya gum, xanthan gum, guar gum, tamarind seed gum, tragant gum, pectin and locust bean gum.

本発明の起泡性水中油型乳化組成物を製造する方法に特に制限は無く、自体公知の方法を用いることができる。例えば、その好ましい製造方法の概略は次のとおりである。 The method for producing the foamable oil-in-water emulsified composition of the present invention is not particularly limited, and a method known per se can be used. For example, the outline of the preferable manufacturing method is as follows.

即ち、水、タンパク質、リン酸塩及び本発明のポリグリセリン脂肪酸エステルを50〜95℃、好ましくは60〜85℃に加熱して分散又は溶解し、水相とする。一方、油脂及び本発明のポリグリセリン脂肪酸エステル以外の乳化剤を50〜90℃、好ましくは60〜80℃に加熱して溶解し、油相とする。上記水相を撹拌しながら、ここに上記油相を加えて乳化し、さらに均質化する。得られた均質化液を殺菌処理し、所望により再度均質化処理を行う。その後、該均質化液を5〜10℃に冷却し、その温度で12時間以上、例えば18〜48時間エージング(熟成)処理を行い、本発明の起泡性水中油型乳化組成物を得る。尚、本発明の効果を阻害しない限り、上記各乳化剤は、そのHLBに応じて水相又は油相のいずれから添加しても良い。 That is, water, protein, phosphate and the polyglycerin fatty acid ester of the present invention are heated to 50 to 95 ° C., preferably 60 to 85 ° C. to disperse or dissolve them to form an aqueous phase. On the other hand, an emulsifier other than the fat and oil and the polyglycerin fatty acid ester of the present invention is heated to 50 to 90 ° C., preferably 60 to 80 ° C. and dissolved to obtain an oil phase. While stirring the aqueous phase, the oil phase is added thereto to emulsify and further homogenize. The obtained homogenizing solution is sterilized and, if desired, homogenized again. Then, the homogenizing solution is cooled to 5 to 10 ° C. and aged at that temperature for 12 hours or more, for example, 18 to 48 hours to obtain a foamable oil-in-water emulsified composition of the present invention. As long as the effect of the present invention is not impaired, each of the above emulsifiers may be added from either the aqueous phase or the oil phase depending on the HLB.

上記水相と油相を乳化するための装置に特に制限は無く、例えば、攪拌機、加熱用のジャケット及び邪魔板等を備えた通常の攪拌・混合槽を用いることができる。装備する攪拌機としては、例えばTKホモミクサー(プライミクス社製)又はクレアミックス(エムテクニック社製)等の高速回転式ホモジナイザーが好ましく用いられる。該ホモジナイザーによる乳化条件としては、例えば実験室用の小型機では、回転数6000〜20000rpm、攪拌時間5〜60分間を例示できる。 The device for emulsifying the aqueous phase and the oil phase is not particularly limited, and for example, a normal stirring / mixing tank equipped with a stirrer, a jacket for heating, a baffle plate, or the like can be used. As the stirrer to be equipped, for example, a high-speed rotary homogenizer such as TK homomixer (manufactured by Primix Corporation) or Clairemix (manufactured by M-Technique Co., Ltd.) is preferably used. As the emulsification conditions by the homogenizer, for example, in a small machine for a laboratory, a rotation speed of 6000 to 20000 rpm and a stirring time of 5 to 60 minutes can be exemplified.

次に、上記装置で乳化した液を均質化するための高圧式均質化処理機としては、例えばゴーリンホモジナイザー(APV社製)、圧力式ホモジナイザー(エスエムテー社製)、ホモゲナイザー(イズミフードマシナリ社製)、マイクロフルイダイザー(マイクロフルイデックス社製)、アルティマイザー(スギノマシン社製)、ナノマイザー(ナノマイザー社製)等が好ましく用いられる。該均質化処理機による乳化条件(圧力)としては、装置の仕様により異なり一様ではないが、例えば5〜30MPaを例示できる。均質化処理により、液中の脂質は微細化し、平均粒子径が1〜5μm程度となり均一に分散した状態になる。尚、上記均質化処理機に代えて、例えば超音波乳化機等の均質化処理機を用いても良い。 Next, examples of the high-pressure homogenizer for homogenizing the liquid emulsified by the above apparatus include a gorin homogenizer (manufactured by APV), a pressure homogenizer (manufactured by SMT), and a homogenizer (manufactured by Izumi Food Machinery). , Microfluidizer (manufactured by Microfluidex), Ultimizer (manufactured by Sugino Machine Limited), Nanomizer (manufactured by Nanomizer) and the like are preferably used. The emulsification condition (pressure) by the homogenizing machine varies depending on the specifications of the apparatus and is not uniform, but for example, 5 to 30 MPa can be exemplified. By the homogenization treatment, the lipids in the liquid are made finer, and the average particle size is about 1 to 5 μm, and the lipids are uniformly dispersed. In addition, instead of the above homogenization treatment machine, a homogenization treatment machine such as an ultrasonic emulsifier may be used.

上記殺菌処理する方法としては特に限定されず、例えば、高温短時間殺菌法及び超高温殺菌法等が挙げられる。高温短時間殺菌法による殺菌条件としては、72℃で15秒間、又は80〜85℃で10〜15秒間等が例示される。また、超高温殺菌法による殺菌条件としては、120〜130℃で2秒間、又は150℃で1秒間等が例示される。尚、超高温殺菌法としては、例えば、起泡性水中油型乳化組成物に直接水蒸気を吹き込むスチームインジェクション式等の直接加熱方式、プレートやチューブ等表面熱交換器を用いる間接加熱方式等が挙げられる。殺菌処理済み液は、所望により再度均質化処理機を通した後、熱交換器等を用いて急冷される。 The method for the sterilization treatment is not particularly limited, and examples thereof include a high-temperature short-time sterilization method and an ultra-high-temperature sterilization method. Examples of sterilization conditions by the high-temperature short-time sterilization method include sterilization conditions at 72 ° C. for 15 seconds, 80 to 85 ° C. for 10 to 15 seconds, and the like. Further, examples of the sterilization conditions by the ultra-high temperature sterilization method include sterilization conditions at 120 to 130 ° C. for 2 seconds, 150 ° C. for 1 second, and the like. Examples of the ultra-high temperature sterilization method include a direct heating method such as a steam injection method in which steam is directly blown into a foamable oil-in-water emulsified composition, and an indirect heating method using a surface heat exchanger such as a plate or a tube. Be done. If desired, the sterilized liquid is passed through a homogenizing treatment machine again and then rapidly cooled using a heat exchanger or the like.

本発明の起泡性水中油型乳化組成物は、常法によりホイップすることによりホイップクリームを製造することができる。本発明の起泡性水中油型乳化組成物をホイップするための装置としては、例えばケンウッドミキサー(英国ケンウッド社製)、ホバートミキサー(HOBART CORPORATION社製)、縦形ミキサー(例えば、関東混合機工業社製、愛工舎製作所社製等)及び連続式ホイップ装置(例えば、モンドミックス社製、シーピーエンジニアリング社製等)等が挙げられる。 The foamable oil-in-water emulsified composition of the present invention can produce a whipped cream by whipping by a conventional method. Examples of the device for whipping the foamable oil-in-water emulsified composition of the present invention include a Kenwood mixer (manufactured by Kenwood Co., Ltd., UK), a hobart mixer (manufactured by HOBART CORPORATION), and a vertical mixer (for example, Kanto Mixer Industry Co., Ltd.). , Aikosha Seisakusho Co., Ltd., etc.) and continuous whipping equipment (for example, Mondomix Co., Ltd., CP Engineering Co., Ltd., etc.) and the like.

本発明の起泡性水中油型乳化組成物をホイップして得られたホイップクリームは、例えば、ケーキのナッペやロールケーキ等のフィリングに使用することができる。また、該ホイップクリームを絞り袋形プラスチック三角袋容器等に充填し、該容器から絞り出すことにより、ケーキ、ムース、アイスクリーム、パフェ等の菓子・デザート類のデコレーションに使用することができる。 The whipped cream obtained by whipping the foamable oil-in-water emulsified composition of the present invention can be used, for example, for filling cake nappes, roll cakes, and the like. Further, by filling the whipped cream in a piping bag-shaped plastic triangular bag container or the like and squeezing it out of the container, it can be used for decoration of sweets and desserts such as cakes, mousses, ice creams and parfaits.

以下、実施例をもって本発明を具体的に説明するが、本発明はこれらに限定されるものではない。 Hereinafter, the present invention will be specifically described with reference to Examples, but the present invention is not limited thereto.

[トリグリセリン混合物の製造]
攪拌機、温度計、ガス吹込管及び水分離器を取り付けた反応釜にグリセリン20kgを仕込み、触媒として水酸化ナトリウム20w/v%水溶液100mlを加え、窒素ガス気流中250℃で4時間グリセリン縮合反応を行った。得られた反応生成物を約90℃まで冷却し、リン酸(85重量%)約20gを添加して中和した後ろ過し、ろ液を160℃、250Paの条件下で減圧蒸留してグリセリンを除き、さらに蒸留残液を、200℃、20Paの高真空条件下で真空蒸留してジグリセリンを回収し、さらに蒸留残液を、240℃、20Pの高真空条件下で真空蒸留し、ジグリセリン8%、トリグリセリン84%及びテトラグリセリン7.5%を含む留分約1.5kgを得た。該留分に対して1%の活性炭を加え、減圧下にて脱色処理した後ろ過し、トリグリセリン混合物(試作品A)を得た。得られたトリグリセリン混合物は、水酸基価が1165、その平均重合度が約3.0であった。
[Manufacturing of triglycerin mixture]
20 kg of glycerin was charged into a reaction vessel equipped with a stirrer, a thermometer, a gas blow tube and a water separator, 100 ml of a 20 w / v% aqueous solution of sodium hydroxide was added as a catalyst, and a glycerin condensation reaction was carried out at 250 ° C. in a nitrogen gas stream for 4 hours. went. The obtained reaction product is cooled to about 90 ° C., about 20 g of phosphoric acid (85% by weight) is added to neutralize the product, the mixture is filtered, and the filtrate is distilled under reduced pressure at 160 ° C. and 250 Pa to glycerin. The distillation residual liquid is further vacuum-distilled under high vacuum conditions of 200 ° C. and 20 Pa to recover diglycerin, and the distilled residual liquid is vacuum-distilled under high vacuum conditions of 240 ° C. and 20 P. A fraction of about 1.5 kg containing 8% glycerin, 84% triglycerin and 7.5% tetraglycerin was obtained. 1% activated carbon was added to the fraction, decolorized under reduced pressure, and then filtered to obtain a triglycerin mixture (prototype A). The obtained triglycerin mixture had a hydroxyl value of 1165 and an average degree of polymerization of about 3.0.

[ポリグリセリン脂肪酸エステルの製造]
(1)原材料
1)トリグリセリン混合物(試作品A;平均重合度約3.0)
2)デカグリセリン混合物(商品名:ポリグリセリン#750;平均重合度10;阪本薬品工業社製)
3)パルミチン酸(商品名:パルミチン酸98;パルミチン酸含有量約98質量%;ミヨシ油脂社製)
4)ステアリン酸(商品名:NAA−180;ステアリン酸含有量約97質量%;日油社製)
5)ベヘン酸(商品名:ベヘン酸85;ベヘン酸含有量約89質量%;ミヨシ油脂社製)
[Manufacturing of polyglycerin fatty acid ester]
(1) Raw materials 1) Triglycerin mixture (prototype A; average degree of polymerization about 3.0)
2) Decaglycerin mixture (trade name: polyglycerin # 750; average degree of polymerization 10; manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.)
3) Palmitic acid (trade name: palmitic acid 98; palmitic acid content of about 98% by mass; manufactured by Miyoshi Oil & Fat Co., Ltd.)
4) Stearic acid (trade name: NAA-180; stearic acid content of about 97% by mass; manufactured by NOF CORPORATION)
5) Behenic acid (trade name: behenic acid 85; behenic acid content of about 89% by mass; manufactured by Miyoshi Oil & Fat Co., Ltd.)

(2)原材料の仕込み量
上記原材料を用いて製造したポリグリセリン脂肪酸エステルの試作品1〜9について、原材料の仕込み量を表1に示した。この内、試作品1〜7は本発明に係る実施例であり、試作品8及び9はそれらに対する比較例である。
(2) Amount of raw materials charged Table 1 shows the amount of raw materials charged for prototypes 1 to 9 of polyglycerin fatty acid esters produced using the above raw materials. Of these, prototypes 1 to 7 are examples according to the present invention, and prototypes 8 and 9 are comparative examples thereof.

Figure 0006855272
Figure 0006855272

(3)ポリグリセリン脂肪酸エステルの製造方法
撹拌機、温度計、ガス吹込管及び水分離器を取り付けた500mLの四つ口フラスコに、表1に示した仕込み量に従って原材料を仕込み、触媒として水酸化ナトリウム10w/v%水溶液3.5mLを加え、常圧下、窒素ガス気流中、245℃で約2.5時間エステル化反応した後、さらに温度を255℃に上げ、約0.5時間エステル化反応を行った。反応液の酸価が2以下であることを確認した後、反応液を約250℃まで冷却し、リン酸(85質量%)0.49gを添加して触媒を中和し、さらに反応液を約150℃まで冷却した後、ろ過してポリグリセリン脂肪酸エステルの試作品1〜9それぞれ約250gを得た。
(3) Method for producing polyglycerin fatty acid ester A 500 mL four-necked flask equipped with a stirrer, a thermometer, a gas blow tube and a water separator is charged with raw materials according to the charged amount shown in Table 1 and hydroxylated as a catalyst. After adding 3.5 mL of a 10 w / v% aqueous solution of sodium and performing an esterification reaction at 245 ° C. for about 2.5 hours in a nitrogen gas stream under normal pressure, the temperature is further raised to 255 ° C. and the esterification reaction is carried out for about 0.5 hours. Was done. After confirming that the acid value of the reaction solution is 2 or less, the reaction solution is cooled to about 250 ° C., 0.49 g of phosphoric acid (85% by mass) is added to neutralize the catalyst, and the reaction solution is further added. After cooling to about 150 ° C., the mixture was filtered to obtain about 250 g of each of the polyglycerin fatty acid ester prototypes 1 to 9.

(4)脂肪酸の含有量及びエステル化率
上記試作品1〜9について、原材料として使用した各脂肪酸の脂肪酸組成及び仕込み量の比率に基づき、構成脂肪酸100質量%中の炭素数16〜18の飽和脂肪酸及び炭素数22の飽和脂肪酸の含有量を算出した。また、それぞれエステル価及び水酸基価を測定し、エステル化率を算出した。結果を表2に示す。
(4) Fatty acid content and esterification rate For the above prototypes 1 to 9, the saturation of 16 to 18 carbon atoms in 100% by mass of the constituent fatty acids is based on the ratio of the fatty acid composition and the charged amount of each fatty acid used as a raw material. The contents of fatty acids and saturated fatty acids having 22 carbon atoms were calculated. In addition, the esterification value and the hydroxyl value were measured, respectively, and the esterification rate was calculated. The results are shown in Table 2.

Figure 0006855272
Figure 0006855272

[起泡性水中油型乳化組成物の調製]
(1)原材料
1)イオン交換水
2)脱脂粉乳(森永乳業社製)
3)ヘキサメタリン酸ナトリウム
4)精製パーム核油(上昇融点約28℃;不二製油社製)
5)硬化パーム核油(上昇融点約40℃)
6)硬化ナタネ油(上昇融点約35℃;横関油脂工業社製)
7)供試乳化剤以外の乳化剤
7−1)クルードレシチン(日清オイリオ社製)
7−2)ソルビタンオレイン酸エステル(商品名:ポエムO−80V;理研ビタミン社製)
7−3)グリセリンステアリン酸エステル(商品名:エマルジーMS;理研ビタミン社製)
7−4)グリセリンオレイン酸エステル(商品名:エマルジーOL−100H;理研ビタミン社製)
7−5)ジグリセリンミリスチン酸エステル(商品名:ポエムDM−100;理研ビタミン社製)
7−6)ジグリセリンパルミチン酸エステル(商品名:ポエムDP−95RF;理研ビタミン社製)
8)供試乳化剤(ポリグリセリンの平均重合度が3以上のポリグリセリン脂肪酸エステル)
8−1)試作品1(トリグリセリンステアリン酸ベヘン酸エステル)
8−2)試作品2(デカグリセリンパルミチン酸ベヘン酸エステル)
8−3)試作品3(デカグリセリンステアリン酸ベヘン酸エステル)
8−4)試作品4(デカグリセリンステアリン酸ベヘン酸エステル)
8−5)試作品5(デカグリセリンステアリン酸ベヘン酸エステル)
8−6)試作品6(デカグリセリンステアリン酸ベヘン酸エステル)
8−7)試作品7(デカグリセリンステアリン酸ベヘン酸エステル)
8−8)試作品8(デカグリセリンパルミチン酸ステアリン酸エステル)
8−9)試作品9(デカグリセリンステアリン酸エステル)
8−10)デカグリセリンベヘン酸エステル(商品名:SYグリスターHB−750;阪本薬品工業社製)
[Preparation of foamable oil-in-water emulsified composition]
(1) Raw materials 1) Ion-exchanged water 2) Skim milk powder (manufactured by Morinaga Milk Industry Co., Ltd.)
3) Sodium hexametaphosphate 4) Refined palm kernel oil (rising melting point about 28 ° C; manufactured by Fuji Oil Co., Ltd.)
5) Hardened palm kernel oil (rising melting point about 40 ° C)
6) Hardened rapeseed oil (rising melting point about 35 ° C; manufactured by Yokoseki Yushi Kogyo Co., Ltd.)
7) Emulsifiers other than the test emulsifier 7-1) Crude lecithin (manufactured by Nisshin Oillio)
7-2) Sorbitan oleic acid ester (trade name: Poem O-80V; manufactured by Riken Vitamin Co., Ltd.)
7-3) Glycerin stearic acid ester (trade name: Emarji MS; manufactured by RIKEN Vitamin Co., Ltd.)
7-4) Glycerin oleic acid ester (trade name: Emulgie OL-100H; manufactured by RIKEN Vitamin Co., Ltd.)
7-5) Diglycerin myristic acid ester (trade name: Poem DM-100; manufactured by RIKEN Vitamin Co., Ltd.)
7-6) Diglycerin palmitic acid ester (trade name: Poem DP-95RF; manufactured by RIKEN Vitamin Co., Ltd.)
8) Test emulsifier (polyglycerin fatty acid ester having an average degree of polymerization of polyglycerin of 3 or more)
8-1) Prototype 1 (triglycerin stearic acid behenic acid ester)
8-2) Prototype 2 (decaglycerin palmitic acid behenic acid ester)
8-3) Prototype 3 (decaglycerin stearate behenic acid ester)
8-4) Prototype 4 (decaglycerin stearate behenic acid ester)
8-5) Prototype 5 (decaglycerin stearate behenic acid ester)
8-6) Prototype 6 (decaglycerin stearate behenic acid ester)
8-7) Prototype 7 (decaglycerin stearate behenic acid ester)
8-8) Prototype 8 (decaglycerin palmitic acid stearic acid ester)
8-9) Prototype 9 (decaglycerin stearic acid ester)
8-10) Decaglycerin behenic acid ester (trade name: SY Glycer HB-750; manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.)

(2)原材料の配合
上記原材料を用いて調製した起泡性水中油型乳化組成物1〜16の配合組成を表3及び4に示した。この内、起泡性水中油型乳化組成物1〜10は、本発明のポリグリセリン脂肪酸エステルを使用した実施例であり、起泡性水中油型乳化組成物11〜16はそれらに対する比較例である。尚、全ての実験系において一定の起泡性等を確保する目的で、各起泡性水中油型乳化組成物には効果の比較対象となる供試乳化剤(ポリグリセリンの平均重合度が3以上のポリグリセリン脂肪酸エステル)の他に、起泡性水中油型乳化組成物の製造に通常使用される公知の乳化剤(クルードレシチン、ソルビタンオレイン酸エステル、グリセリンステアリン酸エステル、グリセリンオレイン酸エステル、ジグリセリンミリスチン酸エステル及びジグリセリンパルミチン酸エステル)を適宜組み合わせて所定量ずつ添加した。
各起泡性水中油型乳化組成物は、原材料の合計が900gとなる分量で調製した。
(2) Formulation of raw materials Tables 3 and 4 show the composition of the foamable oil-in-water emulsified compositions 1 to 16 prepared using the above raw materials. Of these, the foaming oil-in-water emulsified compositions 1 to 10 are examples using the polyglycerin fatty acid ester of the present invention, and the foaming oil-in-water emulsified compositions 11 to 16 are comparative examples thereof. is there. For the purpose of ensuring a certain level of foaming property in all experimental systems, each foaming oil-in-water emulsified composition has a test emulsifier (polyglycerin having an average degree of polymerization of 3 or more) to be compared in effect. Polyglycerin fatty acid ester), as well as known emulsifiers (crude lecithin, sorbitan oleic acid ester, glycerin stearic acid ester, glycerin oleic acid ester, diglycerin) commonly used in the production of foamable oil-in-water emulsified compositions. Myristic acid ester and diglycerin luminic acid ester) were appropriately combined and added in predetermined amounts.
Each foamable oil-in-water emulsified composition was prepared in an amount such that the total amount of raw materials was 900 g.

Figure 0006855272
Figure 0006855272

Figure 0006855272
Figure 0006855272

(3)起泡性水中油型乳化組成物の調整方法
1)2L容ステンレス製ジョッキにイオン交換水、脱脂粉乳、ヘキサメタリン酸ナトリウム及び供試乳化剤を所定量入れ、撹拌しながら85℃に加温して混合・溶解し、これを水相とした。
2)一方、別の2L容ステンレス製ジョッキに精製パーム核油、硬化パーム核油、硬化ナタネ油及び供試乳化剤以外の乳化剤を所定量入れ、撹拌しながら80℃に加温して混合・溶解し、これを油相とした。
3)上記水相をTKホモミクサー(型式:MARKIIfmodel;プライミクス社製)を用いて3000rpmで撹拌しながら、上記油相を徐々に加え、その後8000rpmで5分間乳化し、得られた乳化物をさらに高圧式均質化処理機(型式:LAB1000;エスエムテー社製)にて、8MPaの圧力で均質化した。
4)得られた均質化液を10℃以下まで冷却し、5℃で48時間エージングを行って起泡性水中油型乳化組成物1〜16を得た。
(3) Method for adjusting foamable oil-in-water emulsified composition 1) Put a predetermined amount of ion-exchanged water, skim milk powder, sodium hexametaphosphate and test emulsifier in a 2 L stainless steel jug and heat to 85 ° C with stirring. The mixture was mixed and dissolved, and this was used as an aqueous phase.
2) On the other hand, put a predetermined amount of refined palm kernel oil, hardened palm kernel oil, hardened rapeseed oil and emulsifiers other than the test emulsifier into another 2L stainless steel jug, and heat to 80 ° C with stirring to mix and dissolve. This was used as the oil phase.
3) While stirring the aqueous phase at 3000 rpm using a TK homomixer (model: MARKIIfmodel; manufactured by Primix Corporation), the oil phase is gradually added, and then emulsified at 8000 rpm for 5 minutes, and the obtained emulsion is further pressurized. It was homogenized at a pressure of 8 MPa with a formula homogenizing machine (model: LAB1000; manufactured by SMT).
4) The obtained homogenizing solution was cooled to 10 ° C. or lower and aged at 5 ° C. for 48 hours to obtain foamable oil-in-water emulsified compositions 1-16.

[起泡性水中油型乳化組成物の各種評価]
上記起泡性水中油型乳化組成物及びこれらをホイップして得られるホイップクリームの物性、口溶け等について各種の評価を行った。
[Various evaluations of foamable oil-in-water emulsified composition]
Various evaluations were carried out on the physical properties of the foaming oil-in-water emulsified composition and the whipped cream obtained by whipping them, melting in the mouth, and the like.

(1)乳化安定性の評価
100mL容三角フラスコに起泡性水中油型乳化組成物1〜16各50gと撹拌用マグネット(長さ35mm×直径8mm)を入れ、食品用ラップフィルムで蓋をして冷蔵庫(5℃)で6時間冷蔵保存した。冷蔵保存後、20℃の恒温器に移し、さらに30分間静置した。その後、マグネチックスターラー(型式:RO−5−Power;IKA社製)を使用して最高速度(約1100rpm)で撹拌した。撹拌開始から起泡性水中油型乳化組成物の流動性が低下するまでの時間を測定し、以下の基準に従って記号化した。結果を表6に示す。
◎:極めて良好 撹拌開始から5分以上経過しても流動性の低下が見られなかった
○:良好 撹拌開始から4分30秒以上、5分未満で流動性が低下した
△:やや悪い 撹拌開始から4分以上、4分30秒未満で流動性が低下した
×:悪い 撹拌開始から4分未満で流動性が低下した
(1) Evaluation of emulsification stability Put 50 g each of foamable oil-in-water emulsification compositions 1 to 16 and a stirring magnet (length 35 mm x diameter 8 mm) in a 100 mL Erlenmeyer flask, and cover with a plastic wrap film. The mixture was refrigerated in a refrigerator (5 ° C.) for 6 hours. After refrigerating, the mixture was transferred to an incubator at 20 ° C. and allowed to stand for another 30 minutes. Then, a magnetic stirrer (model: RO-5-Power; manufactured by IKA) was used to stir at the maximum speed (about 1100 rpm). The time from the start of stirring to the decrease in fluidity of the foamable oil-in-water emulsified composition was measured and symbolized according to the following criteria. The results are shown in Table 6.
⊚: Very good No decrease in fluidity was observed even after 5 minutes or more from the start of stirring ○: Good The fluidity decreased in 4 minutes 30 seconds or more and less than 5 minutes from the start of stirring Δ: Slightly bad Start of stirring Liquidity decreased in 4 minutes or more and less than 4 minutes and 30 seconds. ×: Poor fluidity decreased in less than 4 minutes from the start of stirring.

(2)ホイップ時間の評価
ジャケットに冷媒を通して10℃に冷却したホイップ用ボウルに起泡性水中油型乳化組成物1〜16各500g及びグラニュー糖50gを入れ、卓上ミキサー(型式:ケンミックスKM−300;愛工舎製作所社製)を用いて設定速度5速(約420rpm)にてホイップし、ホイップクリームを作製した。下記測定方法によるホイップクリームの硬さが0.25Nになった時点を起泡の終点とし、終点に達するまでのホイップ時間を測定した。測定したホイップ時間を以下の基準に従って記号化した。結果を表6に示す。
◎:極めて良好 ホイップ時間4分未満
○:良好 ホイップ時間4分以上、6分未満
△:やや悪い ホイップ時間6分以上、8分未満
×:悪い ホイップ時間8分以上
(2) Evaluation of whipping time 500 g of foamable oil-in-water emulsified composition 1 to 16 and 50 g of granulated sugar were placed in a whipping bowl cooled to 10 ° C. by passing a refrigerant through a jacket, and a desktop mixer (model: Kenmix KM-) was placed. 300; manufactured by Aikosha Seisakusho Co., Ltd.) was used to whip at a set speed of 5 (about 420 rpm) to prepare a whipped cream. The time when the hardness of the whip cream reached 0.25 N by the following measuring method was set as the end point of foaming, and the whipping time until reaching the end point was measured. The measured whip time was symbolized according to the following criteria. The results are shown in Table 6.
◎: Very good whipping time less than 4 minutes ○: Good whipping time 4 minutes or more, less than 6 minutes △: Slightly bad whipping time 6 minutes or more, less than 8 minutes ×: Bad whipping time 8 minutes or more

<ホイップクリームの硬さの測定方法>
プラスチック製の円錐台形状の容器(容量90mL;内径:上部65mm、底部45mm)にホイップクリームをすり切り一杯まで充填し、テクスチャアナライザ(型式:EZ−Test;φ14円柱型治具装着;進入速度120mm/min;島津製作所社製)を使用して円柱型治具をホイップクリームの表面からその内部に20mm進入させるまでの最大応力(N)を測定した。
<Measuring method of whipped cream hardness>
Fill a plastic truncated cone-shaped container (capacity 90 mL; inner diameter: top 65 mm, bottom 45 mm) with whipped cream to the fullest extent, and texture analyzer (model: EZ-Test; φ14 cylindrical jig mounted; approach speed 120 mm / The maximum stress (N) from the surface of the whipped cream to the inside of the whipped cream by 20 mm was measured using min; manufactured by Shimadzu Corporation).

(3)耐熱性及び保形性の評価
上記(2)で作製したホイップクリームを、口金を取り付けた絞り袋に充填し、プラスチックトレー上にホイップクリームを絞り出して造形した。プラスチックトレーに蓋をして、25℃の恒温器内に移し、1時間静置した。その後、恒温器から取り出して造形したホイップクリームの状態を観察し、以下の基準に従って記号化した。結果を表6に示す。
◎:極めて良好 型崩れや離水が全く見られない
○:良好 僅かに型崩れや離水が見られるが、静置前とほぼ同等の外観
△:やや悪い 型崩れや離水が見られ、静置前と比べて外観の変化を感じる
×:悪い 型崩れや離水が著しく、静置前と比べて外観の変化が明らか
(3) Evaluation of heat resistance and shape retention The whipped cream prepared in (2) above was filled in a piping bag to which a mouthpiece was attached, and the whipped cream was squeezed out onto a plastic tray for modeling. The plastic tray was covered, transferred to an incubator at 25 ° C., and allowed to stand for 1 hour. Then, the state of the whipped cream taken out from the incubator and formed was observed and symbolized according to the following criteria. The results are shown in Table 6.
◎: Very good No shape loss or water separation ○: Good Slight shape loss or water separation is seen, but appearance is almost the same as before standing △: Slightly bad shape loss or water separation is seen, before standing Feeling a change in appearance compared to ×: Bad shape loss and water separation are remarkable, and the change in appearance is clear compared to before standing.

(4)口溶けの評価
上記(2)で作製したホイップクリームを容器に充填し、冷蔵庫(5℃)で4時間冷蔵保存した。冷蔵保存後、ホイップクリームの口溶けについて官能試験を行った。官能試験は表5に示す評価基準に従って5名のパネラーで行い、結果は5名の評点の平均値を求め、以下の基準に従って記号化した。結果を表6に示す。
○:良好 平均値2.5以上
△:やや悪い 平均値1.5以上、2.5未満
×:悪い 平均値1.5未満
(4) Evaluation of melting in the mouth The whipped cream prepared in (2) above was filled in a container and refrigerated in a refrigerator (5 ° C.) for 4 hours. After refrigerating, a sensory test was conducted on the melting of whipped cream in the mouth. The sensory test was performed by 5 panelists according to the evaluation criteria shown in Table 5, and the results were obtained by calculating the average value of the scores of the 5 persons and symbolized according to the following criteria. The results are shown in Table 6.
◯: Good average value 2.5 or more Δ: Slightly bad average value 1.5 or more, less than 2.5 ×: Bad average value less than 1.5

Figure 0006855272
Figure 0006855272

Figure 0006855272
Figure 0006855272

表6の結果から明らかなように、本発明のポリグリセリン脂肪酸エステルを使用した実施例である起泡性水中油型乳化組成物1〜10は、いずれも乳化安定性、ホイップ時間、耐熱性及び保形性、口溶けの全てにおいて良好以上の評価結果となった。
一方、比較例の起泡性水中油型乳化組成物11〜16は、少なくとも1つ以上の項目で評価結果が劣っていた。
As is clear from the results in Table 6, the foamable oil-in-water emulsified compositions 1 to 10 of the examples using the polyglycerin fatty acid ester of the present invention all have emulsion stability, whipping time, heat resistance and heat resistance. The evaluation results were better than good in all of the shape retention and melting in the mouth.
On the other hand, the foamable oil-in-water emulsified compositions 11 to 16 of the comparative example were inferior in evaluation results in at least one or more items.

Claims (1)

下記条件1〜3を満たすポリグリセリン脂肪酸エステルである起泡性水中油型乳化組成物用乳化剤0.01〜2.0質量%と、下記乳化剤とを含有する起泡性水中油型乳化組成物。
条件1:ポリグリセリンの平均重合度が3以上
条件2:構成脂肪酸100質量%中、炭素数16〜18の飽和脂肪酸の含有量が50〜85質量%
条件3:構成脂肪酸100質量%中、炭素数22の飽和脂肪酸の含有量が15〜50質量%
乳化剤:ショ糖脂肪酸エステル、ポリグリセリン脂肪酸エステル(但し、起泡性水中油型乳化組成物用乳化剤であるポリグリセリン脂肪酸エステルを除く)、グリセリン脂肪酸エステル、グリセリン有機酸脂肪酸エステル、ソルビタン脂肪酸エステル、ポリオキシエチレンソルビタン脂肪酸エステル、プロピレングリコール脂肪酸エステル及びレシチンからなる群から選択される1種又は2種以上の乳化剤
Foamable oil-in-water emulsification composition containing 0.01 to 2.0% by mass of an emulsifier for a foamable oil-in-water emulsification composition which is a polyglycerin fatty acid ester satisfying the following conditions 1 to 3 and the following emulsifier. ..
Condition 1: The average degree of polymerization of polyglycerin is 3 or more.
Condition 2: The content of saturated fatty acids having 16 to 18 carbon atoms is 50 to 85% by mass in 100% by mass of constituent fatty acids.
Condition 3: The content of saturated fatty acid having 22 carbon atoms is 15 to 50% by mass in 100% by mass of constituent fatty acids.
Emulsifiers: sucrose fatty acid ester, polyglycerin fatty acid ester (excluding polyglycerin fatty acid ester, which is an emulsifier for foaming oil-in-water emulsifier composition), glycerin fatty acid ester, glycerin organic acid fatty acid ester, sorbitan fatty acid ester, poly One or more emulsifiers selected from the group consisting of oxyethylene sorbitan fatty acid ester, propylene glycol fatty acid ester and lecithin
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