JP5692784B2 - Fry food modifier, fried food containing the same, and premix for fried food - Google Patents

Fry food modifier, fried food containing the same, and premix for fried food Download PDF

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JP5692784B2
JP5692784B2 JP2010270163A JP2010270163A JP5692784B2 JP 5692784 B2 JP5692784 B2 JP 5692784B2 JP 2010270163 A JP2010270163 A JP 2010270163A JP 2010270163 A JP2010270163 A JP 2010270163A JP 5692784 B2 JP5692784 B2 JP 5692784B2
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fatty acid
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春樹 高塒
春樹 高塒
竹内 正一郎
正一郎 竹内
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DKS CO. LTD.
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Description

本発明は、フライ食品用改質剤、並びにこれを含有するフライ食品、及びフライ食品用プレミックスに関し、詳しくはコロッケ、フライ、天ぷら等のフライ食品を作る際に使用するフライ食品用改質剤、並びにこれを含有するフライ食品用プレミックス、及びフライ食品用プレミックスに関し、主として、調理後、時間の経過とともに食品中の残存水分や周囲環境からの水分移行などによって失われる、調理直後の軽い食感を長期的に持続させることができる、フライ食品用改質剤、並びこれを含有するフライ食品、及びフライ食品用プレミックスに関するものである。   TECHNICAL FIELD The present invention relates to a fried food modifier, a fried food containing the fried food, and a premix for fried food, and more particularly to a fried food modifier used when making fried foods such as croquettes, fries, and tempura. , As well as premixes for fried foods containing them, and premixes for fried foods, which are mainly lost after cooking, due to residual moisture in the food or moisture transfer from the surrounding environment, etc. The present invention relates to a fried food modifier, a fried food containing the same, and a premix for fried food, which can maintain the texture for a long time.

一般的にフライ食品は、調理直後にはサクサクとした軽い食感があるものの、時間の経過とともに食品中の残存水分や周囲環境からの水分移行などによってその食感が損なわれてしまう。この様な食感の改善のために、油ちょう温度の上昇や油ちょう時間の延長し、食品中の水分を少なくすることで、食感をある程度維持するとは可能であるが、その場合、硬化して食べにくくなったり、こげた色目になったり、工程時間が長くなって製造効率が低下したりするなど、別な問題が生じうる。そこで、主に食感改善の為に(A)ショ糖脂肪酸エステル、モノグリセリン脂肪酸モノエステル、有機酸モノグリセリド、及びレシチンからなる群より選ばれる1種以上からなる乳化剤、及び(B)蛋白分解物、及び糖類からなる群より選ばれる1種以上からなる賦形剤を混合してなる分散液を噴霧乾燥することによって得られてなるバッター改質剤(特許文献1)、食用油脂と、水と、2000Gの遠心法による保水量が100g/100g以上の食用保水性物質と、ロスマイルス法により25℃で0.1重量%含有水溶液として測定した起泡力が50mm以上の起泡剤と、乳化安定剤とを含むエマルジョンからなる冷凍フライ類に用いるバッター液、(特許文献2)、及び温度が20℃での個体脂量が3〜20%の範囲の植物脂に、HLBが2以下であって、構成脂肪酸が炭素数が8〜22の飽和脂肪酸20〜80%と、炭素数が16〜22の不飽和脂肪酸80〜20%とからなるショ糖脂肪酸エステルを、特定量配合した、室温付近での固化する現象の改良されたフライ用油脂組成物。(特許文献3)が提案されている。しかし、調理後の食品の食感は改良されるものの、その食感の維持という点では改善の余地があり、より良好な食感をより長期的に持続させることができる改質剤が要求されていた。   In general, fried foods have a light and crunchy texture immediately after cooking, but with the passage of time, the texture is impaired due to residual moisture in the food and moisture transfer from the surrounding environment. In order to improve such texture, it is possible to maintain the texture to some extent by increasing the temperature of the oil, extending the time of oiling, and reducing the moisture in the food. As a result, other problems such as difficulty in eating, a dark color, and a long process time and a decrease in production efficiency may occur. Therefore, mainly for improving the texture, (A) one or more emulsifiers selected from the group consisting of sucrose fatty acid esters, monoglycerin fatty acid monoesters, organic acid monoglycerides, and lecithins, and (B) proteolysates And a batter modifier (Patent Document 1) obtained by spray drying a dispersion obtained by mixing one or more excipients selected from the group consisting of saccharides, edible oils and fats, water An edible water-retaining substance having a water retention amount of 100 g / 100 g or more by a centrifugal method of 2000 G, a foaming agent having a foaming force of 50 mm or more measured as a 0.1 wt% aqueous solution at 25 ° C. by the Ross Miles method, and emulsification Batter liquid used for frozen fries consisting of an emulsion containing a stabilizer, (Patent Document 2), and vegetable fats with a solid fat amount of 3 to 20% at a temperature of 20 ° C., HL Is a sucrose fatty acid ester consisting of 20 to 80% saturated fatty acid having 8 to 22 carbon atoms and 80 to 20% unsaturated fatty acid having 16 to 22 carbon atoms. A blended oil composition for frying with improved phenomenon of solidifying near room temperature. (Patent Document 3) has been proposed. However, although the texture of the food after cooking is improved, there is room for improvement in terms of maintaining the texture, and a modifier that can sustain a better texture for a longer period is required. It was.

特開2002−65193号公報JP 2002-65193 A 特開平7−255402号公報JP 7-255402 A 特開平8−228677号公報JP-A-8-228677

本発明は上記の実情に鑑みてなされたものであり、その目的は、調理後、時間の経過とともに食品中の残存水分や周囲環境からの水分移行などによって失われる、調理直後の軽い食感を長期的に持続させることができる、フライ食品用改質剤、並びこれを含有するフライ食品用プレミックス、及びフライ食品を提供することにある。   The present invention has been made in view of the above circumstances, and its purpose is to provide a light texture immediately after cooking that is lost due to residual moisture in food or moisture transfer from the surrounding environment over time after cooking. An object of the present invention is to provide a fried food modifier, a premix for fried food containing the same, and a fried food that can be sustained for a long time.

本発明者らが鋭意研究を重ねた結果、特定の組成を有するショ糖脂肪酸エステルと糖類を水に分散した分散液を噴霧乾燥して得られるフライ食品用改質剤が調理直後のみならず長期間軽い食感を持続させることを見出し、本発明を完成するに至った。
すなわち、本発明は、下記(a)及び(b)の条件を満たしている(A)ショ糖脂肪酸エステル、並びに(B)糖類が配合されてなる分散液を噴霧乾燥することにより得られるフライ食品用改質剤であって、前記成分(A)と成分(B)との配合割合が、成分(A)5〜80重量%、及び成分(B)95〜20重量%であるフライ食品用改質剤であることを第一の要旨とする。
(a)脂肪酸が、炭素数14〜22の飽和脂肪酸及び/または不飽和脂肪酸であること。
(b)エステル組成が、モノエステルが0重量%を超えて40重量%以下、ジエステルが5重量%以上100重量%未満、トリエステルが0重量%を超えて40重量%以下、テトラエステル以上のポリエステルが0重量%以上10重量%以下であること。
本発明のフライ食品用改質剤は、成分(A)5〜80重量%、及び成分(B)95〜20重量%からなることが好ましい。
また、本発明は前記フライ食品用改質剤を調理前の生地全量中に0.01〜5重量%含有してなることを特徴とするフライ食品を第2の要旨とする。
更に、本発明は前記フライ食品用改質剤を小麦粉100重量%に対し0.01〜5重量%含有してなることを特徴とするフライ食品用プレミックスを第3の要旨とする。
As a result of extensive research by the present inventors, a fried food modifier obtained by spray-drying a dispersion in which a sucrose fatty acid ester having a specific composition and a saccharide is dispersed in water is not only immediately after cooking, but also long. It has been found that a light texture can be maintained for a long period of time, and the present invention has been completed.
That is, the present invention is a fried food obtained by spray-drying a dispersion containing (A) a sucrose fatty acid ester and (B) a saccharide that satisfy the following conditions (a) and (b): A modified food for foodstuffs, wherein the blending ratio of the component (A) and the component (B) is 5 to 80% by weight of the component (A) and 95 to 20% by weight of the component (B). The first gist is to be a quality agent .
(A) The fatty acid is a saturated fatty acid having 14 to 22 carbon atoms and / or an unsaturated fatty acid.
(B) The ester composition is such that the monoester is more than 0% by weight and not more than 40% by weight, the diester is not less than 5% by weight and less than 100% by weight, the triester is more than 0% by weight and not more than 40% by weight, The polyester is 0% by weight or more and 10 % by weight or less.
The fried food modifier of the present invention preferably comprises 5 to 80% by weight of component (A) and 95 to 20% by weight of component (B).
Moreover, this invention makes the 2nd summary the fried food characterized by including 0.01-5 weight% of said modifier for fried food in the dough whole quantity before cooking.
Furthermore, this invention makes the 3rd summary the premix for fried food characterized by including 0.01-5 weight% of said modifier for fried food with respect to 100 weight% of wheat flour.

本発明によりフライ食品の食感改良、およびそのその食感を持続させる効果を有する改質剤の提供が可能となった。すなわち、フライ食品が調理後にザクザク、あるいはバリバリといった硬い食感になるのを防ぎ、サクサク又はパリパリした軽い食感とし、更にこの食感を長時間持続することが出来る改質剤を提供することが可能となった。   According to the present invention, it is possible to provide a modifier having an effect of improving the texture of fried foods and maintaining the texture. That is, it is possible to prevent a fried food from becoming a hard texture such as crispy or crisp after cooking, to provide a modifier capable of making the texture crisp or crisp and maintaining this texture for a long time. It has become possible.

また本発明の改質剤は冷水に容易に分散可能であるため、既存の改質剤のように、加温してから水に分散する必要はなく、小麦粉との粉末混合でもその機能は損なわれることなく発現するものであり、取り扱いが容易である。   In addition, since the modifier of the present invention can be easily dispersed in cold water, it is not necessary to disperse in water after heating as in the case of existing modifiers, and its function is impaired even when powdered with flour. It is expressed without being easily handled.

次に、本発明を実施するための形態について説明する。 Next, the form for implementing this invention is demonstrated.

本発明のフライ食品改質剤は特定の条件を満たすショ糖脂肪酸エステル及び糖類が配合されてなる分散液を噴霧乾燥することにより得られることを特徴とする。
本発明のショ糖脂肪酸エステルは下記(a)及び(b)の条件を満たすものである。
(a)脂肪酸が、炭素数14〜22の飽和脂肪酸及び/または不飽和脂肪酸であること。
(b)エステル組成が、モノエステルが0重量%を超えて40重量%以下、ジエステルが5重量%以上100重量%未満、トリエステルが0重量%を超えて40重量%以下、テトラエステル以上のポリエステルが0重量%を超えて15重量%以下であること。
本発明のショ糖脂肪酸を構成する脂肪酸は炭素数14〜22であるが、炭素数16〜18が性能、味への影響の少なさ、入手しやすさの点で好ましい。炭素数が14未満の場合は、より親水的になるために食感が十分に維持できないことのほか、味に影響を及ぼす恐れがあり、22を超える場合はより親油的になるために食感が十分に維持できないことのほか原料コストが高いなどの理由で工業化が困難になる。本発明のショ糖脂肪酸のエステル組成はモノエステルが0重量%を超えて40重量%以下、ジエステルが5重量%以上100重量%未満、トリエステルが0重量%を超えて40重量%以下、テトラエステル以上のポリエステルが0重量%を超えて15重量%以下であるが、好ましくは、モノエステルが20重量%以上30重量%以下、ジエステルが30重量%以上60重量%以下、トリエステルが15重量%以上30重量%以下、テトラエステル以上のポリエステルが0重量%を超えて10重量%以下である。エステル組成が前記範囲外となると、例えばモノエステルが多すぎれば親水性が高くなってしまい、逆にトリエステルやポリエステルが多すぎれば親油性が高くなってしまい、いずれの場合でも食感の維持という本来の性能が発揮されなくなる。また、例えば、ジエステルを60%以上にすることで本改質剤の性能はより高まるが高度な精製が必要となって製造コストが掛かりすぎてしまい、実際の使用においてコスト的な制約が生じる恐れがある。
The fried food modifier of the present invention is obtained by spray-drying a dispersion liquid containing a sucrose fatty acid ester and a saccharide that satisfy specific conditions.
The sucrose fatty acid ester of the present invention satisfies the following conditions (a) and (b).
(A) The fatty acid is a saturated fatty acid having 14 to 22 carbon atoms and / or an unsaturated fatty acid.
(B) The ester composition is such that the monoester is more than 0% by weight and not more than 40% by weight, the diester is not less than 5% by weight and less than 100% by weight, the triester is more than 0% by weight and not more than 40% by weight, Polyester is more than 0% by weight and 15% by weight or less.
The fatty acid constituting the sucrose fatty acid of the present invention has 14 to 22 carbon atoms, but 16 to 18 carbon atoms are preferable in terms of performance, little influence on taste, and easy availability. If the number of carbon atoms is less than 14, it becomes more hydrophilic and the texture cannot be sufficiently maintained, and it may affect the taste. If it exceeds 22, the food becomes more lipophilic. Industrialization becomes difficult due to the fact that the feeling cannot be maintained sufficiently and the raw material costs are high. The ester composition of the sucrose fatty acid of the present invention is such that the monoester is more than 0% by weight and 40% by weight or less, the diester is 5% by weight to less than 100% by weight, the triester is more than 0% by weight and less than 40% by weight, tetra The amount of the ester or higher polyester is more than 0% by weight and 15% by weight or less. Preferably, the monoester is 20% by weight to 30% by weight, the diester is 30% by weight to 60% by weight, and the triester is 15% by weight. % To 30% by weight, and the tetraester or more polyester is more than 0% by weight and 10% by weight or less. When the ester composition is out of the above range, for example, if there are too many monoesters, the hydrophilicity becomes high, and conversely, if there are too many triesters or polyesters, the lipophilicity becomes high, and in any case, maintaining the texture The original performance is not demonstrated. In addition, for example, when the diester content is 60% or more, the performance of the present modifier is further enhanced, but advanced purification is required, resulting in excessive production costs, which may cause cost restrictions in actual use. There is.

本発明のショ糖脂肪酸エステルがフライ食品にサクサクとした軽い食感を与える機構については定かではないが下記の通り推測できる。   The mechanism by which the sucrose fatty acid ester of the present invention gives a light and crisp texture to fried foods is not clear but can be estimated as follows.

即ち、生地中の各種成分とショ糖脂肪酸エステルが相互作用し、各成分は生地中でより微細に均一分散される。また、油ちょう時に生地中のショ糖脂肪酸エステルが水分と揚げ油の置換を促進し、速やかに水分を低下させる。さらに、ショ糖脂肪酸エステルの添加により空気と水の表面張力が低下し、攪拌操作によって細密な気泡が生地中に形成される結果、油ちょう後の生地構造が多孔質化する。加えて、ショ糖脂肪酸エステルはグルテンやでんぷんと相互作用することが一般的に知られており、グルテン網を緻密化させたり、デンプンの糊化や老化に影響を及ぼしたりすると考えられる。以上の効果が複合的に作用し、ショ糖脂肪酸エステルを含むフライ食品は調理後に軽い食感を示すと考えられる。   That is, various components in the dough interact with sucrose fatty acid esters, and each component is more finely and uniformly dispersed in the dough. In addition, the sucrose fatty acid ester in the dough promotes the substitution of moisture and frying oil during oil dripping and quickly reduces moisture. Furthermore, the surface tension of air and water is reduced by the addition of sucrose fatty acid ester, and fine bubbles are formed in the dough by the stirring operation. As a result, the dough structure after oiling becomes porous. In addition, sucrose fatty acid esters are generally known to interact with gluten and starch, and are thought to densify the gluten network and affect starch gelatinization and aging. It is considered that the above effects act in combination, and the fried food containing sucrose fatty acid ester shows a light texture after cooking.

本発明のフライ食品改質剤に使用される(B)糖類は特に限定されるものではないが具体的には、単糖類、二糖類、多糖類、糖アルコールなどが挙げられる。これらは一種類を単独で使用しても、二種類以上を併用しても良い。具体的には、単糖類は、ブドウ糖、果糖、ガラクトースなどが挙げられる。二糖類としては、ショ糖、乳糖、トレハロース、麦芽糖などが挙げられる。多糖類としては、デキストリン、デンプン、ペクチンなどが挙げられ、糖アルコールとしては、ソルビトール、キシリトール、マルチトースなどが挙げられる。なお、上述のデンプンは、その分解物も含む。すなわち、デンプンとしては小麦デンプン、馬鈴薯デンプン、トウモロコシデンプン、タピオカデンプンなどが挙げられ、デンプン分解物としては、上記のデンプンの加水分解物である。湿熱デンプンを使用することもできる。前記糖類のうち比較的安価で入手しやすく、味への影響も少ないなどの点でデキストリン(DE=2〜30%)が好ましい。   Although (B) saccharides used for the fried food modifier of the present invention are not particularly limited, specific examples include monosaccharides, disaccharides, polysaccharides, and sugar alcohols. These may be used alone or in combination of two or more. Specifically, examples of the monosaccharide include glucose, fructose, and galactose. Examples of disaccharides include sucrose, lactose, trehalose, and maltose. Examples of polysaccharides include dextrin, starch, and pectin, and examples of sugar alcohols include sorbitol, xylitol, and maltose. In addition, the above-mentioned starch contains the decomposition product. That is, examples of the starch include wheat starch, potato starch, corn starch, and tapioca starch, and the starch degradation product is the above-mentioned starch hydrolyzate. Wet heat starch can also be used. Of the saccharides, dextrin (DE = 2 to 30%) is preferable in that it is relatively inexpensive and easily available and has little influence on taste.

本発明のフライ食品改質剤の成分(A)ショ糖脂肪酸エステルと成分(B)糖類の配合割合は特に限定はされないが、成分(A)は5〜80重量%、成分(B)は20〜95重量%であることが、冷水への良好な分散性を得る上で好ましい。さらに好ましい範囲は、成分(A)は10重量%〜60重量%、成分(B)は40重量%〜90重量%である。
成分(A)が5重量%未満の場合、有効成分が少ないために食品への添加量が増大する可能性が生じ、80重量%以上では冷水などへの分散性が良くなく、また、噴霧乾燥が困難になる可能性も生じる。
The blending ratio of the component (A) sucrose fatty acid ester and the component (B) saccharide of the fried food modifier of the present invention is not particularly limited, but the component (A) is 5 to 80% by weight and the component (B) is 20 It is preferably -95% by weight for obtaining good dispersibility in cold water. More preferably, the component (A) is 10% by weight to 60% by weight, and the component (B) is 40% by weight to 90% by weight.
When component (A) is less than 5% by weight, there is a possibility that the amount added to food increases because there are few active ingredients, and when it is 80% by weight or more, dispersibility in cold water or the like is not good, and spray drying May also be difficult.

本発明の改質剤は、(A)ショ糖脂肪酸エステルと(B)糖類とを配合されてなる分散液を調整する工程と、該分散液を噴霧乾燥する工程より製造されてなる。  The modifier of this invention is manufactured from the process of adjusting the dispersion liquid by which (A) sucrose fatty acid ester and (B) saccharide | sugar are mix | blended, and the process of spray-drying this dispersion liquid.

本発明の分散液の調整は(A)ショ糖脂肪酸エステルと(B)糖類と水を混合してこれらの水分散液を調整する。具体的には、(A)ショ糖脂肪酸エステルと(B)糖類の総量(固形分)100重量部に対し、水100部(前記総量の固形分が50%)〜900部(前記総量の固形分が10%)を添加し、安定な分散体が得られるまで攪拌、混合することにより得られる。攪拌はホモミキサー(ディスパー翼)等の通常の攪拌手段により行うことができる。   The dispersion of the present invention is prepared by mixing (A) sucrose fatty acid ester, (B) saccharide and water to prepare these aqueous dispersions. Specifically, from 100 parts by weight of (A) sucrose fatty acid ester and (B) total amount of saccharide (solid content), 100 parts of water (the total amount of the solids is 50%) to 900 parts (the total amount of solids). For 10 minutes) and stirring and mixing until a stable dispersion is obtained. Stirring can be performed by ordinary stirring means such as a homomixer (disper blade).

本発明の噴霧乾燥工程は従来公知の方法により行うことができるが吸気温度90〜200℃、排気温度50〜100℃、アトマイザー回転速度12000〜20000rpmの条件で乾燥することが好ましい。本発明の改質剤は噴霧乾燥する工程を経ることにより得られるものであり、単に、(A)ショ糖脂肪酸エステルと(B)糖類とを粉末のまま混合して用いても、本発明のような作用効果は得られない。   The spray drying step of the present invention can be carried out by a conventionally known method, but it is preferable to dry under the conditions of an intake temperature of 90 to 200 ° C., an exhaust temperature of 50 to 100 ° C., and an atomizer rotational speed of 12000 to 20000 rpm. The modifier of the present invention is obtained through a step of spray drying. Even if (A) sucrose fatty acid ester and (B) saccharide are mixed and used in the form of powder, the modifier of the present invention is used. Such effects cannot be obtained.

本発明のフライ食品は、上記改質剤を調理前の生地全量中に0.01〜5重量%含むものである。改質剤の配合割合が0.01重量%未満では十分な改質効果が得られないという問題が生じ、5重量%以上では、効果が頭打ちになるとともに、コストが増大し、経済的な不利益を招く恐れもある。より好ましい範囲は、0.1〜3重量%である。   The fried food of the present invention contains 0.01 to 5% by weight of the above modifier in the total amount of dough before cooking. If the blending ratio of the modifier is less than 0.01% by weight, there is a problem that a sufficient reforming effect cannot be obtained. There is also a risk of profit. A more preferable range is 0.1 to 3% by weight.

本発明のフライ食品用プレミックスは、上記改質剤を小麦粉100重量%に対し0.01〜5重量%含むものである。改質剤の配合割合が0.01重量%未満では性能が発揮されない問題が生じ、5重量%以上では、効果が頭打ちでコストが高くなるのみである。より好ましい範囲は、0.1〜3重量%である。   The premix for fried food of the present invention contains the above modifier in an amount of 0.01 to 5% by weight based on 100% by weight of wheat flour. If the blending ratio of the modifier is less than 0.01% by weight, there is a problem that the performance is not exhibited. A more preferable range is 0.1 to 3% by weight.

以下、実施例を挙げて本発明をさらに具体的に説明するが、本発明は、これらの実施例に限定されるものではない。なお、実施例、比較例中、部及び%は特に断らない限り重量基準である。   EXAMPLES Hereinafter, although an Example is given and this invention is demonstrated further more concretely, this invention is not limited to these Examples. In Examples and Comparative Examples, parts and% are based on weight unless otherwise specified.

改質剤1の製造
ショ糖1.0mol、ステアリン酸メチル0.7mol、パルミチン酸メチル0.3mol、炭酸カリウム3.0gを、DMSO3000.0gに溶解し、90〜100℃、減圧下で5時間反応させた。溶媒を留去後、精製、乾燥を経てショ糖脂肪酸エステルを得た。このエステル組成をゲル浸透クロマトグラフィー(検出器:Shodex社製RI−71、ポンプ:島津社製LC−6A、カラム:日本分光社製MEGAPAK GEL 201F、及び201FP、流速:3ml/min、溶離液:THF、以下、GPCという。)にて分析したところ、モノエステル50%、ジエステル35%、トリエステル15%、テトラエステル以上のポリエステル0%であった。
得られたショ糖脂肪酸エステルをメタノールに溶解した後、メタノールと同量のn−ヘキサンを加えて向流分配し、静置して二層に分離させn−ヘキサン層を分取した。n−ヘキサンを留去して、得られたショ糖脂肪酸エステルのエステル組成をGPCにて分析したところ、モノエステル24%、ジエステル60%、トリエステル16%、テトラエステル以上のポリエステルが0%であった。また、得られたショ糖脂肪酸エステルを加水分解して、脂肪酸組成をガスクロマトグラフィー(本体:Hewlett packard社製HP−5890、カラム:Agilent Technology社製DB−1 (内径0.53mm x 長さ15m x 膜厚 0.15 mm)、インジェクション温度:300℃、ディテクター温度:300℃、オーブン温度トレンド:100℃1分、300℃まで10℃/minで昇温、300℃5分、キャリアガス:ヘリウム、以下GCという。)にて分析したところ、ステアリン酸70%、パルミチン酸30%であった。
このようにして得られたショ糖脂肪酸エステルと、重量にしてショ糖脂肪酸エステルの3倍量のデキストリン(DE=22%)(三和澱粉工業社製サンデック#250)を、ショ糖脂肪酸エステルの20倍量の純水に室温で分散後、70℃で加熱溶解させた。その後、高圧ホモジナイザー(三丸機械工業社製ホモジナイザーH3−1B、15MPa)にて均質化し、噴霧乾燥(平野工業社製遠心噴霧乾燥装置SA−5型、乾燥条件:吸気温度150℃、排気温度70℃、スラリー供給速度:12L/h、アトマイザー回転速度18000rpm)してショ糖脂肪酸エステル製剤(ショ糖脂肪酸エステル25%、デキストリン75%)を得た。
Production of modifier 1 1.0 mol of sucrose, 0.7 mol of methyl stearate, 0.3 mol of methyl palmitate and 3.0 g of potassium carbonate were dissolved in 3000.0 g of DMSO, and the pressure was reduced at 90 to 100C. The reaction was allowed to proceed for 5 hours. After distilling off the solvent, sucrose fatty acid ester was obtained through purification and drying. This ester composition was subjected to gel permeation chromatography (detector: RI-71 manufactured by Shodex, pump: LC-6A manufactured by Shimadzu, column: MEGAPAK GEL 201F and 201FP manufactured by JASCO, flow rate: 3 ml / min, eluent: When analyzed by THF (hereinafter referred to as GPC), it was 50% monoester, 35% diester, 15% triester, and 0% polyester more than tetraester.
After the obtained sucrose fatty acid ester was dissolved in methanol, the same amount of n-hexane as methanol was added and counter-current distributed, allowed to stand to separate into two layers, and the n-hexane layer was separated. When n-hexane was distilled off and the ester composition of the obtained sucrose fatty acid ester was analyzed by GPC, it was found that the monoester 24%, the diester 60%, the triester 16%, and the tetraester or higher polyester was 0%. there were. In addition, the obtained sucrose fatty acid ester was hydrolyzed, and the fatty acid composition was analyzed by gas chromatography (main body: HP-5890 manufactured by Hewlett Packard, column: DB-1 manufactured by Agilent Technology (inner diameter 0.53 mm x length 15 m). x film thickness 0.15 mm), injection temperature: 300 ° C., detector temperature: 300 ° C., oven temperature trend: 100 ° C. for 1 minute, up to 300 ° C. at 10 ° C./min, 300 ° C. for 5 minutes, carrier gas: helium , Hereinafter referred to as GC), it was 70% stearic acid and 30% palmitic acid.
The sucrose fatty acid ester thus obtained and dextrin (DE = 22%) (Sandeck # 250 manufactured by Sanwa Starch Kogyo Co., Ltd.) 3 times the weight of the sucrose fatty acid ester by weight After being dispersed in 20 times the amount of pure water at room temperature, it was dissolved by heating at 70 ° C. Thereafter, it was homogenized with a high-pressure homogenizer (Homogenizer H3-1B, Sanmaru Machinery Co., Ltd., 15 MPa) and spray-dried (centrifugal spray dryer SA-5 type, manufactured by Hirano Kogyo Co., Ltd., drying conditions: intake air temperature 150 ° C., exhaust temperature 70 And sucrose fatty acid ester formulation (25% sucrose fatty acid ester, 75% dextrin).

改質剤2の製造
改質剤1の脂肪酸メチルをパルミチン酸メチルのみとし、それ以外は同様の操作によってショ糖パルミチン酸エステルを得た(エステル組成:モノエステル25%、ジエステル55%、トリエステル20%、テトラエステル以上のポリエステルが0%、脂肪酸組成:パルミチン酸100%)。得られたショ糖脂肪酸エステルと、重量にしてショ糖脂肪酸エステルの1.5倍量のデキストリン(DE=26%)(三和澱粉工業社製サンデック#300)を、ショ糖脂肪酸エステルの10倍量の純水に室温で分散後、70℃で加熱溶解させた。その後、改質剤1と同様の条件で均質化及び噴霧乾燥を行いショ糖脂肪酸エステル製剤(ショ糖脂肪酸エステル40%、デキストリン60%)を得た。
Production of modifier 2 Sucrose palmitate was obtained by the same procedure except that the fatty acid methyl of modifier 1 was methyl palmitate (ester composition: monoester 25%, diester 55). %, Triester 20%, tetraester or higher polyester 0%, fatty acid composition: palmitic acid 100%). The obtained sucrose fatty acid ester and dextrin (DE = 26%) (Sandek # 300 manufactured by Sanwa Starch Kogyo Co., Ltd.) 1.5 times the weight of the sucrose fatty acid ester by weight are 10 times the sucrose fatty acid ester. After dispersing in an amount of pure water at room temperature, it was dissolved by heating at 70 ° C. Thereafter, homogenization and spray-drying were performed under the same conditions as those of the modifier 1 to obtain a sucrose fatty acid ester preparation (sucrose fatty acid ester 40%, dextrin 60%).

改質剤3の製造
実施例1の脂肪酸メチルをステアリン酸メチルのみとし、それ以外は同様の操作によってショ糖ステアリン酸エステル製剤を得た(エステル組成:モノエステル30%、ジエステル55%、トリエステル15%、テトラエステル以上のポリエステルが0%、脂肪酸組成:ステアリン酸100%)。得られたショ糖脂肪酸エステルと、重量にしてショ糖脂肪酸エステルの3倍量のデキストリン(DE=10%)(三和澱粉工業社製サンデック#100)と、同じく3倍量のD−ソルビトール(東和化成工業株式会社製ソルビットDP−50)を、ショ糖脂肪酸エステルの20倍量の純水に室温で分散後、70℃で加熱溶解させた。その後、改質剤1と同様の条件で均質化及び噴霧乾燥を行いショ糖脂肪酸エステル製剤(ショ糖脂肪酸エステル15%、D−ソルビトール85%)を得た。
Manufacture of modifier 3 The fatty acid methyl of Example 1 was changed to only methyl stearate, and a sucrose stearate ester preparation was obtained by the same operation except that (ester composition: monoester 30%, diester 55) %, Triester 15%, tetraester or higher polyester 0%, fatty acid composition: stearic acid 100%). The obtained sucrose fatty acid ester, dextrin (DE = 10%) (Sandeck # 100, manufactured by Sanwa Starch Co., Ltd.) 3 times the amount of sucrose fatty acid ester by weight, and D-sorbitol (3 times the amount) Towa Kasei Kogyo Co., Ltd. Sorbit DP-50) was dispersed in pure water 20 times the amount of sucrose fatty acid ester at room temperature, and then heated and dissolved at 70 ° C. Thereafter, homogenization and spray-drying were performed under the same conditions as those of the modifier 1 to obtain a sucrose fatty acid ester preparation (sucrose fatty acid ester 15%, D-sorbitol 85%).

改質剤4の製造
ショ糖1.0mol、ステアリン酸メチル1.05mol、パルミチン酸メチル0.45 mol、炭酸カリウム6.0gを、DMSO 3000.0gに溶解し、90〜100℃、減圧下で5時間反応させた。溶媒を留去後、精製、乾燥を経てショ糖脂肪酸エステルを得た。このエステル組成をGPCにて分析したところ、モノエステル34%、ジエステル30%、トリエステル22%、テトラエステル以上のポリエステル14%であった。また、得られたショ糖脂肪酸エステルを加水分解して、脂肪酸組成をGCにて分析したところ、ステアリン酸70%、パルミチン酸30%であった。
このようにして得られたショ糖脂肪酸エステルと、重量にしてショ糖脂肪酸エステルの3倍量のデキストリン(DE=13%)(三和澱粉工業社製サンデック#100)を、ショ糖脂肪酸エステルの20倍量の純水に室温で分散後、70℃で加熱溶解させた。その後、改質剤1と同様の条件で均質化及び噴霧乾燥を行いショ糖脂肪酸エステル製剤(ショ糖脂肪酸エステル25%、デキストリン75%)を得た。
Production of modifier 4 1.0 mol of sucrose, 1.05 mol of methyl stearate, 0.45 mol of methyl palmitate and 6.0 g of potassium carbonate were dissolved in 3000.0 g of DMSO, and 90-100C. And reacted for 5 hours under reduced pressure. After distilling off the solvent, sucrose fatty acid ester was obtained through purification and drying. When this ester composition was analyzed by GPC, it was 34% monoester, 30% diester, 22% triester, and 14% polyester more than tetraester. Moreover, when the obtained sucrose fatty acid ester was hydrolyzed and the fatty acid composition was analyzed by GC, it was 70% stearic acid and 30% palmitic acid.
The sucrose fatty acid ester thus obtained and a dextrin (DE = 13%) (Sandeck # 100 manufactured by Sanwa Starch Kogyo Co., Ltd.) three times the weight of the sucrose fatty acid ester by weight After being dispersed in 20 times the amount of pure water at room temperature, it was dissolved by heating at 70 ° C. Thereafter, homogenization and spray-drying were performed under the same conditions as those of the modifier 1 to obtain a sucrose fatty acid ester preparation (sucrose fatty acid ester 25%, dextrin 75%).

改質剤5の製造
改質剤1で得られたショ糖脂肪酸エステルと、改質剤4で得られたショ糖脂肪酸エステルを混合し、脂肪酸組成がステアリン酸70%、パルミチン酸30%、エステル組成がモノエステル30 %、ジエステル42%、トリエステル20%、テトラエステル以上のポリエステル8%であるショ糖脂肪酸エステルを得た。
このようにして得られたショ糖脂肪酸エステルと、重量にしてショ糖脂肪酸エステルの0.82倍量のデキストリン(DE=30%)(三和澱粉工業社製サンデック#300)を、ショ糖脂肪酸エステルの7倍量の純水に室温で分散後、70℃で加熱溶解させた。その後、実施例1と同様の条件で均質化及び噴霧乾燥を行いショ糖脂肪酸エステル製剤(ショ糖脂肪酸エステル25%、デキストリン75%)を得た。
Production of modifying agent 5 Sucrose fatty acid ester obtained with modifying agent 1 and sucrose fatty acid ester obtained with modifying agent 4 are mixed to have a fatty acid composition of 70% stearic acid and palmitic acid. A sucrose fatty acid ester having an ester composition of 30%, a monoester of 30%, a diester of 42%, a triester of 20%, and a tetraester or higher polyester of 8% was obtained.
The sucrose fatty acid ester thus obtained, and dextrin (DE = 30%) (Sandeck # 300 manufactured by Sanwa Starch Kogyo Co., Ltd.) 0.82 times the sucrose fatty acid ester by weight, After dispersing in pure water 7 times the amount of ester at room temperature, it was dissolved by heating at 70 ° C. Thereafter, homogenization and spray drying were performed under the same conditions as in Example 1 to obtain a sucrose fatty acid ester preparation (sucrose fatty acid ester 25%, dextrin 75%).

改質剤6の製造
ショ糖1.0mol、ステアリン酸メチル1.4mol、パルミチン酸メチル0.6mol、炭酸カリウム6.0gを、DMSO 3000.0gに溶解し、90〜100℃、減圧下で6時間反応させた。溶媒を留去後、精製、乾燥を経てショ糖脂肪酸エステルを得た。このエステル組成をGPCにて分析したところ、モノエステル20%、ジエステル35%、トリエステル30%、テトラエステル以上のポリエステル15%であった。また、得られたショ糖脂肪酸エステルを加水分解して、脂肪酸組成をGCにて分析したところ、ステアリン酸70%、パルミチン酸30%であった。
このようにして得られたショ糖脂肪酸エステルと、重量にしてショ糖脂肪酸エステルの2.3倍量のデキストリン(DE=7%)(三和澱粉工業社製サンデック#70)を、ショ糖脂肪酸エステルの12倍量の純水に室温で分散後、70℃で加熱溶解させた。その後、改質剤1と同様の条件で均質化及び噴霧乾燥を行いショ糖脂肪酸エステル製剤(ショ糖脂肪酸エステル25%、デキストリン75%)を得た。
Production of modifier 6 Sucrose 1.0 mol, methyl stearate 1.4 mol, methyl palmitate 0.6 mol, potassium carbonate 6.0 g was dissolved in DMSO 3000.0 g, 90-100 ° C, The reaction was carried out for 6 hours under reduced pressure. After distilling off the solvent, sucrose fatty acid ester was obtained through purification and drying. When this ester composition was analyzed by GPC, it was 20% monoester, 35% diester, 30% triester, and 15% polyester more than tetraester. Moreover, when the obtained sucrose fatty acid ester was hydrolyzed and the fatty acid composition was analyzed by GC, it was 70% stearic acid and 30% palmitic acid.
The sucrose fatty acid ester thus obtained and dextrin (DE = 7%) (Sandeck # 70 manufactured by Sanwa Starch Kogyo Co., Ltd.) 2.3 times the weight of the sucrose fatty acid ester by weight After dispersing in pure water 12 times the amount of ester at room temperature, it was dissolved by heating at 70 ° C. Thereafter, homogenization and spray-drying were performed under the same conditions as those of the modifier 1 to obtain a sucrose fatty acid ester preparation (sucrose fatty acid ester 25%, dextrin 75%).

改質剤7の製造
改質剤1と同様にして調製されたショ糖脂肪酸エステル(エステル組成:モノエステル24%、ジエステル60%、トリエステル16%、テトラエステル以上のポリエステルが0%、脂肪酸組成:ステアリン酸70%、パルミチン酸30%)をそのまま試験に供した。
Manufacture of modifier 7 Sucrose fatty acid ester prepared in the same manner as modifier 1 (ester composition: monoester 24%, diester 60%, triester 16%, tetraester or higher polyester is 0 %, Fatty acid composition: stearic acid 70%, palmitic acid 30%) were subjected to the test as they were.

改質剤8の製造
改質剤2と同様にして調製されたショ糖パルミチン酸エステル(エステル組成:モノエステル25%、ジエステル55%、トリエステル20%、テトラエステル以上のポリエステルが0%、脂肪酸組成:パルミチン酸100%)を、そのまま試験に供した。
Production of modifier 8 Sucrose palmitate prepared in the same manner as modifier 2 (ester composition: monoester 25%, diester 55%, triester 20%, tetraester or higher polyester 0%, fatty acid composition: palmitic acid 100%) was used for the test as it was.

改質剤9の製造
改質剤3と同様にして調製されたショ糖ステアリン酸エステル(エステル組成:モノエステル30%、ジエステル55%、トリエステル15%、テトラエステル以上のポリエステルが0%、脂肪酸組成:ステアリン酸70%、パルミチン酸30%)をそのまま試験に供した。
Production of modifier 9 Sucrose stearate prepared in the same manner as modifier 3 (ester composition: monoester 30%, diester 55%, triester 15%, tetraester or higher polyester) 0%, fatty acid composition: stearic acid 70%, palmitic acid 30%) were used in the test as they were.

改質剤10の製造
改質剤4と同様にして調製されたショ糖脂肪酸エステル(エステル組成:モノエステル34%、ジエステル29%、トリエステル22%、テトラエステル以上のポリエステル15%、脂肪酸組成:ステアリン酸70%、パルミチン酸30%)を、製剤化せずにそのまま試験に供した。
Production of modifier 10 Sucrose fatty acid ester prepared in the same manner as modifier 4 (ester composition: monoester 34%, diester 29%, triester 22%, tetraester or higher polyester 15% Fatty acid composition: 70% stearic acid, 30% palmitic acid) was used for the test without preparation.

改質剤11の製造
改質剤5と同様にして調製されたショ糖脂肪酸エステル(エステル組成:モノエステル30%、ジエステル42%、トリエステル20%、テトラエステル以上のポリエステル8%、脂肪酸組成:ステアリン酸70%、パルミチン酸30%)をそのまま試験に供した。
Production of modifier 11 Sucrose fatty acid ester prepared in the same manner as modifier 5 (ester composition: monoester 30%, diester 42%, triester 20%, tetraester or higher polyester 8% Fatty acid composition: 70% stearic acid, 30% palmitic acid) was used in the test as it was.

改質剤12の製造
改質剤6と同様にして調製されたショ糖脂肪酸エステル(エステル組成:モノエステル20%、ジエステル35%、トリエステル30%、テトラエステル以上のポリエステル15%、脂肪酸組成:ステアリン酸70%、パルミチン酸30%)をそのまま試験に供した。
Production of modifier 12 Sucrose fatty acid ester prepared in the same manner as modifier 6 (ester composition: monoester 20%, diester 35%, triester 30%, tetraester or higher polyester 15% Fatty acid composition: 70% stearic acid, 30% palmitic acid) was used in the test as it was.

改質剤13の製造
ショ糖2.0mol、ステアリン酸メチル0.7mol、パルミチン酸メチル0.3mol、炭酸カリウム3.0gを、DMSO 3000.0gに溶解し、90〜100℃、減圧下で5時間反応させた。溶媒を留去後、精製、乾燥を経てショ糖脂肪酸エステルを得た。このエステル組成をGPCにて分析したところ、モノエステル70%、ジエステル20%、トリエステル10%、テトラエステル以上のポリエステル0%であった。また、得られたショ糖脂肪酸エステルを加水分解して、脂肪酸組成をGCにて分析したところ、ステアリン酸70%、パルミチン酸30%であった。
このようにして得られたショ糖脂肪酸エステルをそのまま試験に供した。
Production of modifier 13 Sucrose 2.0 mol, methyl stearate 0.7 mol, methyl palmitate 0.3 mol, potassium carbonate 3.0 g was dissolved in DMSO 3000.0 g, 90-100 ° C, The reaction was allowed to proceed for 5 hours under reduced pressure. After distilling off the solvent, sucrose fatty acid ester was obtained through purification and drying. When this ester composition was analyzed by GPC, it was found to be monoester 70%, diester 20%, triester 10%, and tetraester or higher polyester 0%. Moreover, when the obtained sucrose fatty acid ester was hydrolyzed and the fatty acid composition was analyzed by GC, it was 70% stearic acid and 30% palmitic acid.
The sucrose fatty acid ester thus obtained was used for the test as it was.

改質剤14の製造
改質剤4と同様にして調製されたショ糖脂肪酸エステル(エステル組成:モノエステル34%、ジエステル29%、トリエステル22%、テトラエステル以上のポリエステル15%、脂肪酸組成:ステアリン酸70%、パルミチン酸30%)と、重量にしてショ糖脂肪酸エステルの0.1倍量のデキストリン(DE=22%)(三和澱粉工業社製サンデック#250)を、ショ糖脂肪酸エステルの4.5倍量の純水に室温で分散後70℃で加熱溶解させた。改質剤1と同様の条件で均質化及び噴霧乾燥を行いショ糖脂肪酸エステル製剤(ショ糖脂肪酸エステル90%、デキストリン10%)を得た。
Production of modifier 14 Sucrose fatty acid ester prepared in the same manner as modifier 4 (ester composition: monoester 34%, diester 29%, triester 22%, tetraester or higher polyester 15% Fatty acid composition: stearic acid 70%, palmitic acid 30%) and 0.1 times the amount of dextrin (DE = 22%) of sucrose fatty acid ester by weight (Sandek # 250 manufactured by Sanwa Starch Co., Ltd.) After being dispersed in pure water 4.5 times the amount of sucrose fatty acid ester at room temperature, it was dissolved by heating at 70 ° C. Homogenization and spray-drying were carried out under the same conditions as for modifier 1 to obtain a sucrose fatty acid ester preparation (sucrose fatty acid ester 90%, dextrin 10%).

改質剤15の製造
ショ糖1.5mol、ステアリン酸メチル0.7mol、パルミチン酸メチル0.3mol、炭酸カリウム3.0gを、DMSO3000.0gに溶解し、90〜100℃、減圧下で5時間反応させた。溶媒を留去後、精製、乾燥を経てショ糖脂肪酸エステルを得た。このエステル組成をGPCにて分析したところ、モノエステル52%、ジエステル32%、トリエステル12%、テトラエステル以上のポリエステル4%であった。また、得られたショ糖脂肪酸エステルを加水分解して、脂肪酸組成をGCにて分析したところ、ステアリン酸70%、パルミチン酸30%であった。
このようにして得られたショ糖脂肪酸エステルと、重量にしてショ糖脂肪酸エステルの3倍量のデキストリン(DE=26%)(三和澱粉工業社製サンデック#250)を、ショ糖脂肪酸エステルの20倍量の純水に室温で分散後、70℃で加熱溶解させた。その後、改質剤1と同様の条件で均質化及び噴霧乾燥を行いショ糖脂肪酸エステル製剤(ショ糖脂肪酸エステル25%、デキストリン75%)を得た。
Production of modifier 15 Sucrose 1.5 mol, methyl stearate 0.7 mol, methyl palmitate 0.3 mol, potassium carbonate 3.0 g was dissolved in DMSO 3000.0 g, and the pressure was reduced at 90 to 100C. The reaction was allowed to proceed for 5 hours. After distilling off the solvent, sucrose fatty acid ester was obtained through purification and drying. When this ester composition was analyzed by GPC, it was 52% monoester, 32% diester, 12% triester, and 4% polyester more than tetraester. Moreover, when the obtained sucrose fatty acid ester was hydrolyzed and the fatty acid composition was analyzed by GC, it was 70% stearic acid and 30% palmitic acid.
The sucrose fatty acid ester thus obtained and a dextrin (DE = 26%) (Sandeck # 250, manufactured by Sanwa Starch Kogyo Co., Ltd.) three times the weight of the sucrose fatty acid ester by weight, After being dispersed in 20 times the amount of pure water at room temperature, it was dissolved by heating at 70 ° C. Thereafter, homogenization and spray-drying were performed under the same conditions as those of the modifier 1 to obtain a sucrose fatty acid ester preparation (sucrose fatty acid ester 25%, dextrin 75%).

改質剤16の製造
ショ糖0.8mol、ステアリン酸メチル1.68mol、パルミチン酸メチル0.72mol、炭酸カリウム6.0gを、DMSO3000.0gに溶解し、90〜100℃、減圧下で7時間反応させた。溶媒を留去後、精製、乾燥を経てショ糖脂肪酸エステルを得た。このエステル組成をGPCにて分析したところ、モノエステル0%、ジエステル0%、トリエステル5%、テトラエステル以上のポリエステル95%であった。また、得られたショ糖脂肪酸エステルを加水分解して、脂肪酸組成をGCにて分析したところ、ステアリン酸70%、パルミチン酸30%であった。
このようにして得られたショ糖脂肪酸エステルをそのまま試験に供した。
Production of modifier 16 Sucrose 0.8 mol, methyl stearate 1.68 mol, methyl palmitate 0.72 mol, potassium carbonate 6.0 g was dissolved in DMSO 3000.0 g, and the pressure was reduced at 90 to 100C. The reaction was allowed to proceed for 7 hours. After distilling off the solvent, sucrose fatty acid ester was obtained through purification and drying. When this ester composition was analyzed by GPC, it was 0% monoester, 0% diester, 5% triester, and 95% polyester more than tetraester. Moreover, when the obtained sucrose fatty acid ester was hydrolyzed and the fatty acid composition was analyzed by GC, it was 70% stearic acid and 30% palmitic acid.
The sucrose fatty acid ester thus obtained was used for the test as it was.

改質剤17の製造
ショ糖1.0mol、ラウリン酸メチル1.5mol、炭酸カリウム6.0gを、DMSO3000.0gに溶解し、90〜1.00℃、減圧下で5時間反応させた。溶媒を留去後、精製、乾燥を経てショ糖脂肪酸エステルを得た。このエステル組成をGPCにて分析したところ、モノエステル35%、ジエステル40%、トリエステル20%、テトラエステル以上のポリエステル5%であった。また、得られたショ糖脂肪酸エステルを加水分解して、脂肪酸組成をGCにて分析したところ、ラウリン酸100%であった。
このようにして得られたショ糖脂肪酸エステルをそのまま試験に供した。
Production of modifier 17 1.0 mol of sucrose, 1.5 mol of methyl laurate and 6.0 g of potassium carbonate are dissolved in 3000.0 g of DMSO and reacted at 90-1.00 ° C. under reduced pressure for 5 hours. I let you. After distilling off the solvent, sucrose fatty acid ester was obtained through purification and drying. When this ester composition was analyzed by GPC, it was 35% monoester, 40% diester, 20% triester, and 5% polyester more than tetraester. Moreover, when the obtained sucrose fatty acid ester was hydrolyzed and the fatty acid composition was analyzed by GC, it was 100% lauric acid.
The sucrose fatty acid ester thus obtained was used for the test as it was.

改質剤18の製造
ショ糖1.0mol、オレイン酸メチル0.9mol、リノール酸メチル0.6mol、炭酸カリウム6.0gを、DMSO3000.0gに溶解し、90〜100℃、減圧下で5時間反応させた。溶媒を留去後、精製、乾燥を経てショ糖脂肪酸エステルを得た。このエステル組成をGPCにて分析したところ、モノエステル0%、ジエステル40%、トリエステル40%、テトラエステル以上のポリエステル20%であった。また、得られたショ糖脂肪酸エステルを加水分解して、脂肪酸組成をGCにて分析したところ、オレイン酸60%、リノール酸40%であった。
このようにして得られたショ糖脂肪酸エステルをそのまま試験に供した。
Production of modifier 18 1.0 mol of sucrose, 0.9 mol of methyl oleate, 0.6 mol of methyl linoleate, 6.0 g of potassium carbonate were dissolved in 3000.0 g of DMSO, and the pressure was reduced at 90 to 100C. The reaction was allowed to proceed for 5 hours. After distilling off the solvent, sucrose fatty acid ester was obtained through purification and drying. When this ester composition was analyzed by GPC, it was 0% monoester, 40% diester, 40% triester, and 20% polyester more than tetraester. Moreover, when the obtained sucrose fatty acid ester was hydrolyzed and the fatty acid composition was analyzed by GC, it was 60% oleic acid and 40% linoleic acid.
The sucrose fatty acid ester thus obtained was used for the test as it was.

改質剤19の製造
実施例1と同様にして調製されたショ糖脂肪酸エステル(エステル組成:モノエステル24%、ジエステル60%、トリエステル16%、テトラエステル以上のポリエステルが0%、脂肪酸組成:ステアリン酸70%、パルミチン酸30%)と、重量にしてショ糖脂肪酸エステルの3倍量のデキストリン(DE=22%)(三和澱粉工業社製サンデック #250)を粉体混合し試験に供した。
上記実施例及び比較例のショ糖脂肪酸エステルとその製剤のエステル組成、及び脂肪酸組成を下記表1に示す。

Figure 0005692784
Production of modifier 19 Sucrose fatty acid ester prepared in the same manner as in Example 1 (ester composition: monoester 24%, diester 60%, triester 16%, tetraester or higher polyester 0% , Fatty acid composition: stearic acid 70%, palmitic acid 30%) and dextrin (DE = 22%) 3 times the amount of sucrose fatty acid ester by weight (Sandeck # 250 manufactured by Sanwa Starch Co., Ltd.) It was used for the test.
Table 1 below shows the sucrose fatty acid esters of the above Examples and Comparative Examples, the ester composition of the preparation thereof, and the fatty acid composition.
Figure 0005692784

(1)揚げ玉での評価
実施例1−1
薄力粉190部と改質剤1を0.6部混合して10℃に冷却した後、10℃の水310部を加えてミキサー(ホバートジャパン株式会社製ホバートフードミキサーN−50)でstage3で比重が0.7になるまで攪拌しバッターを調整した。得られた前記バッターの粘度、温度を測定したのち、175℃で45秒油ちょうして揚げ玉を調製した。
実施例1−2〜1−3、比較例1−1〜1−9
改質剤1をそれぞれ3、5、7、9、11、13、15〜19とした以外は実施例1−1と同様に揚げ玉を調整した。
揚げ玉の評価
油ちょう直後、及びそれから1時間後に、揚げ玉を食して食感を評価した。評価結果を下記表2に示した。

Figure 0005692784
食感の評価
5:非常にサクサクする
4:かなりサクサクする
3:ややサクサクする
2:あまりサクサクしない
1:全くサクサクしない (1) Evaluation with fried balls
Example 1-1
After 190 parts of flour and 0.6 parts of modifier 1 are mixed and cooled to 10 ° C., 310 parts of water at 10 ° C. is added, and specific gravity at stage 3 with a mixer (Hobart Food Mixer N-50, manufactured by Hobart Japan Co., Ltd.). The batter was adjusted by stirring until the value became 0.7. After measuring the viscosity and temperature of the batter obtained, it was oiled at 175 ° C. for 45 seconds to prepare fried balls.
Examples 1-2 to 1-3, Comparative Examples 1-1 to 1-9
Fried balls were prepared in the same manner as in Example 1-1 except that the modifier 1 was changed to 3, 5, 7, 9, 11, 13, 15-19, respectively.
Evaluation of fried balls Immediately after oiling and 1 hour after that, the fried balls were eaten to evaluate the texture. The evaluation results are shown in Table 2 below.
Figure 0005692784
Texture evaluation 5: Very crisp 4: Very crisp 3: Slight crisp 2: Not very crisp 1: Not crisp at all

(2)春巻きでの評価
実施例2−1
薄力粉132.5部、準強力粉105部、α化澱粉12.5部、改質剤1を1.5部プレミックスし5℃に冷却しプレミックスを調整した。また、水362.5部に食塩2.5部を加え、室温で攪拌して溶解させた後、5℃に冷却し食塩水を調整した。前記プレミックスに冷却した前記食塩水と大豆油(室温)12.5部を加え、ミキサー(ホバートジャパン株式会社製ホバートフードミキサーN−50)でStage2で12分間攪拌しバッターを調整した(5℃)。攪拌後、前記バッターを5℃で1時間静置した後、ホットプレートに薄く延ばして表面温度120℃で焼成し、縦約15cm、横約15cm、厚さ1〜2mmの春巻きの皮を調製した。市販の油ちょう用冷凍春巻きを解凍し、皮をはがして取り出した具材を調製した春巻きの皮で包み、180℃で5分間油ちょうした。
実施例2−2、参考例2−3、比較例2−1〜2−10
改質剤1をそれぞれ2、4、7、8、10、13〜19とした以外は実施例2−1と同様に春巻きを調整した。
春巻きの評価
油ちょう直後に以下の評価基準に基づき目視による外観(気泡によるでこぼこの状態)と食感を評価後、それから室温で1時間静置後に再び食して食感を評価した。評価結果を下記表3に示した。
外観の評価
5:でこぼこがなくなだらかである
4:あまりでこぼこしていない
3:ややでこぼこしている
2:かなりでこぼこしている
1:非常にでこぼこしている
食感の評価
5:非常にパリパリする
4:かなりパリパリする
3:ややパリパリする
2:あまりパリパリしない
1:全くパリパリしない

Figure 0005692784
(2) Evaluation with spring rolls
Example 2-1
Premix was prepared by premixing 132.5 parts of weak flour, 105 parts of semi-strong powder, 12.5 parts of pregelatinized starch, and 1.5 parts of modifier 1 and cooling to 5 ° C. In addition, 2.5 parts of sodium chloride was added to 362.5 parts of water, and the mixture was stirred and dissolved at room temperature. The cooled salt solution and 12.5 parts of soybean oil (room temperature) were added to the premix, and the batter was adjusted by stirring with Stage 2 for 12 minutes with a mixer (Hobart Food Mixer N-50 manufactured by Hobart Japan Co., Ltd.) (5 ° C. ). After stirring, the batter was allowed to stand at 5 ° C. for 1 hour, and then thinly spread on a hot plate and baked at a surface temperature of 120 ° C. to prepare a spring roll skin having a length of about 15 cm, a width of about 15 cm, and a thickness of 1 to 2 mm. . The commercially available frozen spring rolls for oil cans were thawed, peeled off and wrapped with the prepared spring rolls, and then oiled at 180 ° C. for 5 minutes.
Example 2-2, Reference Example 2-3, Comparative Examples 2-1 to 2-10
Spring rolls were adjusted in the same manner as in Example 2-1, except that the modifier 1 was changed to 2, 4, 7, 8, 10, and 13 to 19, respectively.
Evaluation of spring rolls Immediately after oiling, the visual appearance (bumpy state due to air bubbles) and texture were evaluated based on the following evaluation criteria, and after eating for 1 hour at room temperature, the texture was evaluated again. . The evaluation results are shown in Table 3 below.
Appearance rating 5: Smooth without bumps 4: Not very bumpy 3: Slightly bumpy 2: Slightly bumpy
1: Very bumpy
Texture evaluation 5: Very crisp 4: Pretty crisp 3: Slight crisp 2: Not very crisp 1: Not crisp at all
Figure 0005692784

(3)コロッケでの評価
実施例3−1
中だねの配合と調製方法
マッシュポテト100部に食塩1.5部と胡椒少々を加え、80℃の温水275部を加えて手早く混ぜ合わせ中だねを調整した。得られた前記中だね90gを俵型にまとめ、5℃で一晩静置した。
バッターの配合と調製方法
薄力粉150部、コーンスターチ150部、改質剤1を3部プレミックスし、5℃に冷却し、水(5℃)400部を加え、ミキサー(ホバートジャパン株式会社製ホバートフードミキサーN−50)でstage3でバッターの比重が0.7g/mlになるまで攪拌してバッターを調整した。
コロッケの調製方法
前記中だね表面に薄力粉をまぶし、前記バッターを付着させ、さらに市販のパン粉(フライスター細目,フライスター製)を付着させた後、−30℃で一晩冷凍してから1.80℃の大豆白絞油で6分間揚げた。
実施例3−2、3−3、比較例3−1〜3−9
改質剤1をそれぞれ2、5、7、8、11、13、15〜19とした以外は実施例3−1と同様にコロッケを調整した。
コロッケの評価
6分間揚げた後、十分に油を切り、室温で30分静置後、および3時間静置後に食して下記評価基準に基づき食感を評価した。
評価結果を下記表4に示した。
食感の評価
5:非常にサクサクする
4:かなりサクサクする
3:ややサクサクする
2:あまりサクサクしない
1:全くサクサクしない

Figure 0005692784
(3) Evaluation at croquette
Example 3-1
Mixing and preparation method of Nakadane 1.5 parts of salt and pepper were added to 100 parts of mashed potatoes, and 275 parts of warm water of 80 ° C. was added and quickly mixed to adjust the amount of the medium. 90 g of the obtained medium was put into a bowl shape and allowed to stand at 5 ° C. overnight.
Batter formulation and preparation method 150 parts of flour, 150 parts of corn starch, 3 parts of modifier 1 are premixed, cooled to 5 ° C, added with 400 parts of water (5 ° C), and a mixer (Hobart Japan Co., Ltd.) The batter was adjusted by stirring in stage 3 with a company Hobart Food Mixer N-50) until the specific gravity of the batter was 0.7 g / ml.
Preparation method of croquette Sprinkle with soft flour on the surface of the crouch, attach the batter, and further attach commercially available bread crumbs (Fryster fine, manufactured by Fryster), then freeze at -30 ° C overnight. Then, it was fried for 6 minutes with soybean white squeezed oil at 1.80 ° C.
Examples 3-2 and 3-3, Comparative Examples 3-1 to 3-9
Croquettes were adjusted in the same manner as in Example 3-1, except that the modifier 1 was changed to 2, 5, 7, 8, 11, 13, 15-19, respectively.
Evaluation of croquette After frying for 6 minutes, the oil was thoroughly drained, and after eating for 30 minutes at room temperature and after standing for 3 hours, the texture was evaluated based on the following evaluation criteria.
The evaluation results are shown in Table 4 below.
Texture evaluation 5: Very crisp 4: Very crisp 3: Slight crisp 2: Not very crisp 1: Not crisp at all
Figure 0005692784

(4)天ぷらでの評価
実施例4−1
薄力粉200部、改質剤1を2部プレミックスし、5℃に冷却した。水300部と卵100部を混ぜ合わせ5℃に冷却した。前記プレミックスと水と卵の混合物をミキサー(ホバートジャパン株式会社製ホバートフードミキサーN−50)でstage3で1分間攪拌しバッターを調整した。エビ(ブラックタイガー、剥き身)に前記バッターを付着させ、180℃の大豆白絞油で3分間揚げた。
実施例4−3、参考例4−2、4−4、比較例4−1〜4−11
改質剤1をそれぞれ4〜6、7、10〜19とした以外は実施例4−1と同様に天ぷらを調整した。
天ぷらの評価
十分に油を切った直後と、室温で1時間静置後に食して下記評価基準に基づき食感を評価した。評価結果を下記表5に示した。
食感の評価
5:非常にサクサクする
4:かなりサクサクする
3:ややサクサクする
2:あまりサクサクしない
1:全くサクサクしない

Figure 0005692784
(4) Evaluation with tempura
Example 4-1
200 parts of flour and 2 parts of modifier 1 were premixed and cooled to 5 ° C. 300 parts of water and 100 parts of egg were mixed and cooled to 5 ° C. The mixture of the premix, water, and egg was stirred at stage 3 for 1 minute with a mixer (Hobart Food Mixer N-50, manufactured by Hobart Japan Co., Ltd.) to adjust the batter. The batter was attached to shrimp (black tiger, stripped) and fried with soybean white oil at 180 ° C. for 3 minutes.
Example 4-3, Reference Examples 4-2 and 4-4, Comparative Examples 4-1 to 4-11
Tempura was adjusted in the same manner as in Example 4-1, except that the modifier 1 was changed to 4 to 6, 7, and 10 to 19, respectively.
Evaluation of tempura Immediately after the oil was sufficiently drained and after standing at room temperature for 1 hour, the food texture was evaluated based on the following evaluation criteria. The evaluation results are shown in Table 5 below.
Texture evaluation 5: Very crisp 4: Very crisp 3: Slight crisp 2: Not very crisp 1: Not crisp at all
Figure 0005692784

(5)揚げパンでの評価
実施例5−1
強力粉1400部、薄力粉600部、上白糖600部、ドライイースト60部、改質剤1を1.4部プレミックスし、5℃に冷却した。また、水960部に食塩60部を加え、室温で攪拌して溶解させた後、5℃に冷却した。卵400部も5℃に冷却した。前記プレミックスに前記食塩水と前記卵を加え、ミキサー(関東混合機工業株式会社製カントーミキサーSS型71)にて低速で2分、中速で3分混捏しドウを調整した。更に、室温にしたマーガリン200部をドウに加え、さらに低速で1分、中速で10分間混捏した。前記ドウをボウルに移し、濡れ布巾で覆って23℃で20分静置後、前記ドウを100gに分割、麺棒で厚さ1cm程度に伸ばし、前記ドウのシートを円筒状にたたみ、たたんだ前記ドウを23℃で15分静置後、再度麺棒で厚さ1cm程度に伸ばしてガス抜きし、円筒状にたたんだ。たたんだ前記ドウを、33℃80%RHのホイロに30分間静置して発酵させ、十分に膨らんだことを確認後、170℃の大豆白絞油に入れて、両面を2分ずつ揚げた後、十分に油を切り揚げパンを作成した。
実施例5−2、参考例5−3、比較例5−1〜5−10
改質剤1をそれぞれ2、4、7、8、10、13〜19とした以外は実施例5−1と同様に揚げパンを作成した。
揚げパンの評価
油から出した前記揚げパンを、室温で30分静置した後、下記評価基準に基づき油っぽさと食感を評価し、さらに3時間後に再び食感を評価した。評価結果を下記表6に示した。
油っぽさの評価
5:油っぽくない
4:あまり油っぽくない
3:やや油っぽい
2:かなり油っぽい
1:非常に油っぽい
食感の評価
5:非常にサクミがある
4:かなりサクミがある
3:ややサクミがある
2:あまりサクミがない
1:全くサクミがない

Figure 0005692784
(5) Evaluation with fried bread
Example 5-1
1400 parts of strong powder, 600 parts of weak flour, 600 parts of super white sugar, 60 parts of dry yeast and 1.4 parts of modifier 1 were premixed and cooled to 5 ° C. Further, 60 parts of sodium chloride was added to 960 parts of water, and the mixture was stirred and dissolved at room temperature, and then cooled to 5 ° C. 400 parts of eggs were also cooled to 5 ° C. The saline solution and the egg were added to the premix, and the dough was adjusted by mixing for 2 minutes at low speed and 3 minutes at medium speed with a mixer (Canto Mixer SS type 71 manufactured by Kanto Mixer Industry Co., Ltd.). Furthermore, 200 parts of margarine that had been brought to room temperature was added to the dough, and further kneaded for 1 minute at low speed and for 10 minutes at medium speed. Transfer the dough to a bowl, cover it with a wet cloth and leave it at 23 ° C. for 20 minutes. Divide the dough into 100 g, extend it to a thickness of about 1 cm with a rolling pin, fold the dough sheet into a cylindrical shape, and fold it. The dough was allowed to stand at 23 ° C. for 15 minutes, then stretched again to a thickness of about 1 cm with a rolling pin, degassed and folded into a cylindrical shape. The dough is folded and left to stand at 33 ° C and 80% RH for 30 minutes to ferment. After confirming that the dough has fully swelled, put it in 170 ° C soybean white oil and fry both sides for 2 minutes. After that, enough oil was cut to make a deep-fried bread.
Example 5-2, Reference Example 5-3, Comparative Examples 5-1 to 5-10
A fried bread was prepared in the same manner as in Example 5-1, except that the modifier 1 was changed to 2, 4, 7, 8, 10, and 13 to 19, respectively.
Evaluation of deep-fried bread The above-mentioned deep-fried bread taken out from the oil was allowed to stand at room temperature for 30 minutes, and then the oiliness and texture were evaluated based on the following evaluation criteria. did. The evaluation results are shown in Table 6 below.
Evaluation of oiliness 5: Not oily 4: Not very oily 3: Slightly oily 2: Pretty oily 1: Very oily
Evaluation of texture 5: Very crisp 4: Very crisp 3: Slightly crisp 2: Not very crisp 1: No crisp
Figure 0005692784

(6)ケーキドーナッツでの評価
実施例6−1
強力粉180部、薄力粉120部、ベーキングパウダー12部、改質剤1を1.5部プレミックスした。ショートニング、卵、牛乳は室温とし、ショートニング13部に砂糖100部を加えてミキサー(ホバートジャパン株式会社製ホバートフードミキサーN−50)でstage 2で2分間混練後、卵50部とバニラエッセンスを加えて2分間混練し、牛乳115部を加えて2分間混練し、前記プレミックスを加えて5分間混練してドウを得た。このドウをボウルに移し、濡れ布巾で覆って5℃で30分間静置した後、ドウの厚さが1cmになるよう麺棒で伸ばした。直径5cm、内径2cmの抜き型によりドウを成型し、これを170℃の大豆白絞油で両面を2分ずつ揚げて、十分に油を切った。
実施例6−2、参考例6−3、比較例6−1〜6−10
改質剤1をそれぞれ2、4、7、9、10、13〜19とした以外は実施例6−1と同様にケーキドーナッツを作成した。
ケーキドーナッツの評価
油から出したケーキドーナッツを、室温で10分静置した後、油っぽさと食感を下記評価基準に基づき評価し、さらに3時間後に再び食感を評価した。評価結果を下記表7に示した。
油っぽさの評価
5:油っぽくない
4:あまり油っぽくない
3:やや油っぽい
2:かなり油っぽい
1:非常に油っぽい
食感の評価
5:非常にサクミがある
4:かなりサクミがある
3:ややサクミがある
2:あまりサクミがない
1:全くサクミがない

Figure 0005692784
(6) Evaluation with cake donuts
Example 6-1
180 parts of strong powder, 120 parts of weak powder, 12 parts of baking powder, and 1.5 parts of modifier 1 were premixed. Shortening, eggs, and milk are at room temperature, 100 parts of sugar is added to 13 parts of shortening, kneaded with a mixer (Hobart Food Mixer N-50 manufactured by Hobart Japan Co., Ltd.) for 2 minutes, and then 50 parts of egg and vanilla essence are added. Knead for 2 minutes, add 115 parts of milk, knead for 2 minutes, add the premix and knead for 5 minutes to obtain a dough. The dough was transferred to a bowl, covered with a wet cloth, allowed to stand at 5 ° C. for 30 minutes, and then stretched with a rolling pin so that the thickness of the dough became 1 cm. A dough was molded with a punch having a diameter of 5 cm and an inner diameter of 2 cm, and the dough was deeply fried for 2 minutes with soybean white squeezed oil at 170 ° C. to sufficiently drain the oil.
Example 6-2, Reference Example 6-3, Comparative Examples 6-1 to 6-10
Cake donuts were prepared in the same manner as in Example 6-1 except that the modifier 1 was changed to 2, 4, 7, 9, 10, and 13 to 19, respectively.
Evaluation of cake donuts After cake donuts taken out from oil were allowed to stand at room temperature for 10 minutes, the oiliness and texture were evaluated based on the following evaluation criteria, and the texture was evaluated again after 3 hours. . The evaluation results are shown in Table 7 below.
Evaluation of oiliness 5: Not oily 4: Not very oily 3: Slightly oily 2: Pretty oily 1: Very oily
Evaluation of texture 5: Very crisp 4: Very crisp 3: Slightly crisp 2: Not very crisp 1: No crisp
Figure 0005692784

本発明中の改質剤は、フライ食品全般の食感を改良する目的で利用でき、具体的には、てんぷらの衣、あるいは揚げ玉となるバッター、フライやカツの具材とパン粉のつなぎとなる部分のバッター、揚げ餃子や春巻き等の皮や揚げパン、ドーナッツ、かりんとう、揚げあられや揚げせんべい、スナック菓子なドウの生地に配合することができる。
The modifier in the present invention can be used for the purpose of improving the texture of the whole fried food. Specifically, it is a tempura garment, or a batter that serves as a fried ball, a bridging ingredient for fried or cutlet and bread crumb. It can be blended into batters of portions, fried dumplings and spring rolls, fried bread, donuts, karinto, fried arabe and fried rice crackers, and dough for snacks.

Claims (3)

下記(a)及び(b)の条件を満たしている(A)ショ糖脂肪酸エステル、並びに(B)糖類が配合されてなる分散液を噴霧乾燥することにより得られるフライ食品用改質剤であって、
前記成分(A)と成分(B)との配合割合が、成分(A)5〜80重量%、及び成分(B)95〜20重量%であるフライ食品用改質剤
(a)脂肪酸が、炭素数14〜22の飽和脂肪酸及び/または不飽和脂肪酸であること。
(b)エステル組成が、モノエステルが0重量%を超えて40重量%以下、ジエステルが5重量%以上100重量%未満、トリエステルが0重量%を超えて40重量%以下、テトラエステル以上のポリエステルが0重量%以上10重量%以下であること。
Following (a) and (b) satisfies the condition of (A) a sucrose fatty acid ester, and (B) fried food modifier obtained by saccharide spray drying a dispersion formed by blending met And
The modifier for frying food whose compounding ratio of the said component (A) and a component (B) is 5 to 80 weight% of a component (A), and 95 to 20 weight% of a component (B) .
(A) The fatty acid is a saturated fatty acid having 14 to 22 carbon atoms and / or an unsaturated fatty acid.
(B) The ester composition is such that the monoester is more than 0% by weight and not more than 40% by weight, the diester is not less than 5% by weight and less than 100% by weight, the triester is more than 0% by weight and not more than 40% by weight, The polyester is 0% by weight or more and 10 % by weight or less.
請求項1に記載のフライ食品用改質剤を、調理前の生地全量中に0.01〜5重量%含有してなることを特徴とするフライ食品。 A fried food comprising the modifying agent for fried food according to claim 1 in an amount of 0.01 to 5% by weight in the total amount of dough before cooking. 請求項1に記載のフライ食品用改質剤を、小麦粉100重量%に対し0.01〜5重量%含有してなることを特徴とするフライ食品用プレミックス。 A premix for frying food comprising the modifying agent for frying food according to claim 1 in an amount of 0.01 to 5 wt% with respect to 100 wt% of wheat flour.
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