JPH05316951A - Sucrose fatty acid ester mixture - Google Patents

Sucrose fatty acid ester mixture

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Publication number
JPH05316951A
JPH05316951A JP4301808A JP30180892A JPH05316951A JP H05316951 A JPH05316951 A JP H05316951A JP 4301808 A JP4301808 A JP 4301808A JP 30180892 A JP30180892 A JP 30180892A JP H05316951 A JPH05316951 A JP H05316951A
Authority
JP
Japan
Prior art keywords
fatty acid
oil
sucrose fatty
acid ester
sde
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP4301808A
Other languages
Japanese (ja)
Other versions
JP2779465B2 (en
Inventor
Mika Tabeta
美香 多邊田
Koichi Kuniyone
弘一 國米
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP4301808A priority Critical patent/JP2779465B2/en
Publication of JPH05316951A publication Critical patent/JPH05316951A/en
Application granted granted Critical
Publication of JP2779465B2 publication Critical patent/JP2779465B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Edible Oils And Fats (AREA)

Abstract

PURPOSE:To provide mixture having saturated fatty acid content in the composed fatty acids and a SDE content in the sucrose fatty acid ester mixture within specific ranges, composed so as to satisfy specified standards, having good solubility in fats and oils, and useful as an oil for fried foods. CONSTITUTION:The mixture has a saturated fatty acid content (e.g. stearic acid, palmitic acid) of 5-50wt.% (preferably 10-30wt.%) as the composing fatty acids and an SDE (sucrose fatty acid esters having an ester substitution degree of 2) content of 33-95wt.% (preferably 33-90wt.%) and satisfies the standards of SPE/SDE<=2.0 (preferably 1.0) and SME/SDE<=0.1 (preferably 0.05) (SPE is the total amount of the sucrose fatty acid esters having ester substitution degrees of >=3, and SME is the sucrose fatty acid esters having ester substitution degree of 1). The mixture is obtained e.g. by reacting sucrose with a fatty acid methyl ester in the presence of potassium carbonate in a compatible solvent (e.g. DMF) with heating in vacuo.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は、揚げ物(フライ、天ぷ
ら)用の油(油脂組成物)に有利に利用できるショ糖脂
肪酸エステル混合物に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a sucrose fatty acid ester mixture which can be advantageously used as an oil (oil and fat composition) for frying (fried food, tempura).

【0002】[0002]

【従来の技術】従来から天ぷらやフライを揚げるために
用いる揚げ物用の油脂としては、比較的淡泊で、油脂自
体に好ましい風味を有するなどの点から、例えば、コー
ン油、菜種油、大豆油、綿実油、米油、サフラワー油、
ひまわり油、ハイオレイックサフラワー油、ハイオレイ
ックひまわり油、ごま油、オリーブ油等の液状油脂が多
く用いられている。また最近では、ラード(脱臭したも
のや水素添加したものなど)、ショートニングなどの固
形油脂も使用されており、これらは、比較的熱に強く、
フライ用に有用である。
2. Description of the Related Art Conventionally, as fats and oils for deep-fried foods used for frying tempura and fries, for example, corn oil, rapeseed oil, soybean oil, cottonseed oil, from the viewpoint of having a favorable flavor to the fats and oils themselves. , Rice oil, safflower oil,
Liquid oils such as sunflower oil, high oleic safflower oil, high oleic sunflower oil, sesame oil, and olive oil are often used. Recently, solid fats such as lard (deodorized or hydrogenated) and shortening are also used, which are relatively heat-resistant.
Useful for fries.

【0003】しかしながら、上記のような油脂では、揚
げ物時の油はねが生じ易すかったり、また天ぷらを揚げ
た場合には、衣の花咲性(散り状態)が十分でないなど
の問題がある。更に液体油の場合には、特に加熱による
油の劣化臭(嫌悪感のある臭気)が発生し易く、これが
上記の花咲性の不十分さによると思われる油っぽさと相
俟って、揚げ物の風味が損なわれ易かった。
However, the above-mentioned fats and oils have a problem that the oil splashes easily during frying, and that when the tempura is fried, the blooming property (dispersed state) of the batter is not sufficient. Further, in the case of liquid oil, deterioration odor of oil (odor with a disagreeable feeling) is liable to occur particularly when heated, and this is combined with the oiliness which is considered to be due to the insufficient flower blooming property, and the deep-fried food is fried. It was easy to lose the flavor.

【0004】ところで、ショ糖脂肪酸エステルは、従来
からケーキ等の菓子類の生地の調製用の乳化剤(起泡
剤)として(例えば、特開昭62−162133号公
報)、あるいはショートニングなどに用いられる油脂の
結晶成長抑制剤(例えば、特開昭62−205738号
公報)として良く知られている。また、特開昭47−3
4703号公報には、耐寒性を改良するために、液状の
植物油に蔗糖のジ(または)トリ不飽和脂肪酸エステル
を添加溶解することからなる液状食用油の製造法が開示
されている。本発明者は、上記のようなショ糖脂肪酸エ
ステルを利用した油脂組成物の天ぷら、フライ等の揚げ
物用の油としての利用を検討した。しかしながら、従来
のショ糖脂肪酸エステルは、油脂への溶解性や、加熱時
の劣化臭、揚げ物時の油はね抑制、揚げ物時の衣の花咲
性などの揚げ物用の油としての特性の点においてこれら
全てが満足できるものがなく、更に揚げ物が油っぽかっ
たり、嫌悪感のある油臭を発生させるなど風味の点にお
いても好ましいものではなかった。
By the way, sucrose fatty acid ester has been conventionally used as an emulsifier (foaming agent) for the preparation of dough for confectionery such as cakes (for example, JP-A-62-162133) or shortening. It is well known as a crystal growth inhibitor for fats and oils (for example, JP-A-62-205738). In addition, JP-A-47-3
Japanese Patent No. 4703 discloses a method for producing a liquid edible oil, which comprises adding and dissolving a di (or) triunsaturated fatty acid ester of sucrose in a liquid vegetable oil in order to improve cold resistance. The present inventor has examined the use of the above-mentioned oil and fat composition using sucrose fatty acid ester as oil for deep-fried foods such as tempura and fries. However, conventional sucrose fatty acid esters are soluble in oils and fats, have a deterioration odor when heated, suppress oil splashing during frying, and have characteristics as an oil for frying such as the blooming property of batter during frying. Not all of them are satisfactory, and the fried food is not preferable in terms of flavor such as being oily or having a disagreeable oily odor.

【0005】[0005]

【発明が解決しようとする課題】本発明の目的は、揚げ
物用の油(油脂組成物)に好適な、以下の機能の殆ど全
てを備えたショ糖脂肪酸エステル混合物を提供すること
である。 (1)60℃において白濁したり、油不溶分が生じな
い。 (2)揚げ物時の油はねを抑制する。 (3)揚げ物時の衣の花咲性(散り状態)を向上させ
る。 (4)加熱時の劣化臭(嫌悪感のある臭い)の発生を抑
制する。 (5)揚げ物の風味を低下させない(油っぽさを低減
し、また嫌悪感のある油臭を発生させない)。
An object of the present invention is to provide a sucrose fatty acid ester mixture having almost all of the following functions, which is suitable for oil for frying (oil and fat composition). (1) No cloudiness or oil-insoluble matter occurs at 60 ° C. (2) Suppress oil splashes during frying. (3) To improve the blooming property (dispersed state) of the batter when fried. (4) It suppresses the generation of deterioration odor (smelling odor) during heating. (5) The flavor of the fried food is not deteriorated (the oiliness is reduced, and the disagreeable oily odor is not generated).

【0006】[0006]

【課題を解決するための手段】本発明者は、上記のよう
な特徴を有する、揚げ物用の油に好適に利用できるショ
糖脂肪酸エステル混合物の発現を目指して鋭意研究を重
ねた。その結果、エステル置換度が異った[SME]、
[SDE]および[SPE]のそれぞれのエステルの持
つ特性、特に[SDE]の持つ特性を十分に生かした配
合の混合物を調製することにより、上記目的とする油脂
組成物が得られることを見出し、本発明を完成させた。
ここで、[SDE]は、エステル置換度が2のショ糖脂
肪酸エステルを表し、[SPE]は、エステル置換度が
3以上のショ糖脂肪酸エステルの合計量を表し、[SM
E]は、エステル置換度が1のショ糖脂肪酸エステルを
表す。そしてショ糖脂肪酸エステル混合物の構成脂肪酸
として、飽和脂肪酸が5重量%以上、50重量%以下含
まれている。
[Means for Solving the Problems] The present inventor has conducted earnest studies for the purpose of developing a sucrose fatty acid ester mixture having the above-mentioned characteristics, which can be suitably used as an oil for frying. As a result, the degree of ester substitution was different [SME],
It was found that the above-mentioned target oil and fat composition can be obtained by preparing a mixture having a composition in which the properties of the respective esters of [SDE] and [SPE], particularly the properties of [SDE], are fully utilized. The present invention has been completed.
Here, [SDE] represents a sucrose fatty acid ester having an ester substitution degree of 2, [SPE] represents the total amount of sucrose fatty acid ester having an ester substitution degree of 3 or more, and [SME
E] represents a sucrose fatty acid ester having an ester substitution degree of 1. As a constituent fatty acid of the sucrose fatty acid ester mixture, saturated fatty acid is contained in an amount of 5% by weight or more and 50% by weight or less.

【0007】本発明は、構成脂肪酸の飽和脂肪酸含量が
5重量%以上、50重量%以で、ショ糖脂肪酸エステル
混合物中の[SDE]含有量が、33重量%以上、95
重量%以下であって、かつ次の基準: [SPE]/[SDE]≦2.0 [SME]/[SDE]≦0.1 を満たすことを特徴とするショ糖脂肪酸エステル混合物
にある。
In the present invention, the saturated fatty acid content of the constituent fatty acids is 5% by weight or more and 50% by weight or more, and the [SDE] content in the sucrose fatty acid ester mixture is 33% by weight or more, 95% or more.
A sucrose fatty acid ester mixture characterized in that it is less than or equal to wt% and meets the following criteria: [SPE] / [SDE] ≦ 2.0 [SME] / [SDE] ≦ 0.1.

【0008】本発明の好ましい態様は、以下の通りであ
る。 (1)[SPE]/[SDE]≦1.0 (2)[SME]/[SDE]≦0.05 (3)ショ糖脂肪酸エステル混合物の構成脂肪酸とし
て、飽和脂肪酸が10重量%以上、30重量%以下含ま
れている。 (4)上記飽和脂肪酸が、ステアリン酸、パルミチン酸
またはこれらの混合物である。 (5)上記ショ糖脂肪酸エステル混合物が、油脂組成物
に0.1〜2重量%含有されている。 (6)上記不飽和脂肪酸が、オレイン酸、リノール酸、
リノレン酸またはこれらの混合物である。 (7)[SME]が、油脂組成物中に0.05重量%以
下含まれている。
A preferred embodiment of the present invention is as follows. (1) [SPE] / [SDE] ≦ 1.0 (2) [SME] / [SDE] ≦ 0.05 (3) As a constituent fatty acid of the sucrose fatty acid ester mixture, a saturated fatty acid is 10% by weight or more, 30 Contains less than or equal to weight%. (4) The saturated fatty acid is stearic acid, palmitic acid or a mixture thereof. (5) The sucrose fatty acid ester mixture is contained in the fat composition in an amount of 0.1 to 2% by weight. (6) The unsaturated fatty acid is oleic acid, linoleic acid,
Linolenic acid or a mixture thereof. (7) [SME] is contained in the oil or fat composition in an amount of 0.05% by weight or less.

【0009】本発明のショ糖脂肪酸エステル混合物は、
[SME](エステル置換度が1のショ糖脂肪酸エステ
ル=ショ糖脂肪酸モノエステル)、[SDE](エステ
ル置換度が2のショ糖脂肪酸エステル=ショ糖脂肪酸ジ
エステル)および[SPE](エステル置換度が3以上
のショ糖脂肪酸エステル=ショ糖脂肪酸ポリエステル)
からなる。[SDE]は、上記混合物中に33重量%以
上、95重量%以下含まれている。[SDE]の含有量
が、33重量%未満であると、油はね抑制効果や衣の花
咲性(散り具合)効果が十分でなく、また加熱時の劣化
臭や揚げ物の油っぽさも十分低減されず、嫌悪感のある
臭い、風味が生じ易くなり、[SDE]の有する性質を
十分享受できない。[SDE]は、上記混合物中に50
重量%以上含まれていることが好ましい。一方、[SD
E]の含有量が、95重量%を越えると、油溶性が悪化
する。このため、[SDE]の含有量は、95重量%以
下に抑える。低温での油溶性を更に高めたい場合には、
[SDE]の含有量は、90重量%以下であることが好
ましい。
The sucrose fatty acid ester mixture of the present invention is
[SME] (sucrose fatty acid ester having an ester substitution degree of 1 = sucrose fatty acid monoester), [SDE] (sucrose fatty acid ester having an ester substitution degree of 2 = sucrose fatty acid diester) and [SPE] (ester substitution degree) Is 3 or more sucrose fatty acid ester = sucrose fatty acid polyester)
Consists of. [SDE] is contained in the above mixture in an amount of 33% by weight or more and 95% by weight or less. When the content of [SDE] is less than 33% by weight, the oil splash suppressing effect and the flower blooming (scattering condition) effect of clothing are not sufficient, and the deterioration odor upon heating and the oiliness of fried food are also sufficient. It is not reduced, odor and flavor with an aversion are likely to be generated, and the properties of [SDE] cannot be fully enjoyed. [SDE] is 50 in the mixture.
It is preferable that the content is at least wt%. On the other hand, [SD
If the content of E] exceeds 95% by weight, the oil solubility deteriorates. Therefore, the content of [SDE] is suppressed to 95% by weight or less. If you want to increase the oil solubility at low temperatures,
The content of [SDE] is preferably 90% by weight or less.

【0010】本発明のショ糖脂肪酸エステル混合物中の
[SPE]と[SDE]との関係は、下記の式(1)で
示される。 [SPE]/[SDE]≦2.0・・・(1) すなわち、[SPE]は、ショ糖脂肪酸エステル混合物
の油溶性を高める働きをするが、これが多量に存在する
と、[SDE]の油はね抑制効果を阻害する。阻害効果
は、[SPE]の含量が、ショ糖脂肪酸エステル混合物
中の[SDE]の含量の2倍以上で顕著になる。このた
め、[SPE]の含量は、[SDE]の含量の2倍未満
に抑える。[SPE]の含量は、[SDE]の含量の1
倍以下に抑えることが好ましい。
The relationship between [SPE] and [SDE] in the sucrose fatty acid ester mixture of the present invention is represented by the following formula (1). [SPE] / [SDE] ≦ 2.0 (1) That is, [SPE] functions to increase the oil solubility of the sucrose fatty acid ester mixture, but when a large amount of this exists, the oil of [SDE] is Inhibits the splash suppression effect. The inhibitory effect becomes remarkable when the content of [SPE] is more than twice the content of [SDE] in the sucrose fatty acid ester mixture. Therefore, the content of [SPE] is suppressed to less than twice the content of [SDE]. The content of [SPE] is 1 of the content of [SDE].
It is preferable to suppress the number of times.

【0011】本発明のショ糖脂肪酸エステル混合物中の
[SME]と[SDE]との関係は、下記の式(2)で
示される。 [SME]/[SDE]≦0.1・・・(2) すなわち、[SME]は、風味や油溶性を低下させる。
このため、[SME]の含有量は少ないことが好まし
い。しかし、一方で、[SME]は、高い油はね抑制効
果を示すために、[SDE]の含量が少ない場合には、
その油はね抑制効果の不十分さを補うことが可能であ
る。これらの[SME]の性質と[SDE]の含量とを
勘案すると、[SME]の含量は、[SDE]の含量の
0.1倍以下、0.005倍以上である。風味の改良を
更に望む場合には、[SME]の含量は、[SDE]の
含量の0.05倍以下であることが好ましい。具体的に
は、[SME]の含量は、本発明のショ糖脂肪酸エステ
ル混合物中に、0.1重量%以上、10重量%以下(更
に好ましくは、0.5重量%以上、5重量%以下であ
る)含有されていることが好ましい。
The relationship between [SME] and [SDE] in the sucrose fatty acid ester mixture of the present invention is represented by the following formula (2). [SME] / [SDE] ≦ 0.1 (2) That is, [SME] reduces flavor and oil solubility.
Therefore, it is preferable that the content of [SME] is small. However, on the other hand, since [SME] has a high oil splash suppressing effect, when [SDE] content is low,
It is possible to make up for the insufficient oil splash control effect. Considering the properties of [SME] and the content of [SDE], the content of [SME] is 0.1 times or less and 0.005 times or more the content of [SDE]. When further improvement in flavor is desired, the content of [SME] is preferably 0.05 times or less the content of [SDE]. Specifically, the content of [SME] in the sucrose fatty acid ester mixture of the present invention is 0.1% by weight or more and 10% by weight or less (more preferably 0.5% by weight or more and 5% by weight or less). Is included).

【0012】ショ糖脂肪酸エステル混合物の構成脂肪酸
については、不飽和脂肪酸のみで構成したショ糖脂肪酸
エステル混合物が、飽和脂肪酸のみで構成したショ糖脂
肪酸エステル混合物に比べ油はね抑制効果が弱く、また
加熱劣化し易くなり、一方、飽和脂肪酸が多くなると油
溶性が低下することから、本発明のショ糖脂肪酸エステ
ル混合物中には、飽和脂肪酸が、5重量%以上、50重
量%以下(好ましくは、10重量%以上、30重量%以
下)含まれるように配合する。一方、残りは、不飽和脂
肪酸であるが、液状油脂に添加する場合には、低温にお
ける油溶性を向上させるために不飽和脂肪酸の構成率
が、70重量%以上であることが好ましい。上記飽和脂
肪酸は、ステアリン酸、パルミチン酸またはこれらの混
合物であることが好ましく、また不飽和脂肪酸は、オレ
イン酸、リノール酸、リノレン酸またはこれらの混合物
であることが好ましい。
Regarding the constituent fatty acids of the sucrose fatty acid ester mixture, the sucrose fatty acid ester mixture composed only of unsaturated fatty acids has a weaker oil splash suppressing effect than the sucrose fatty acid ester mixture composed of only saturated fatty acids, and On the other hand, when it is easily deteriorated by heating, and when the saturated fatty acid is increased, the oil solubility is decreased, therefore, the saturated fatty acid is contained in the sucrose fatty acid ester mixture of the present invention in an amount of 5% by weight or more and 50% by weight or less (preferably, 10% by weight or more and 30% by weight or less). On the other hand, the rest is unsaturated fatty acids, but when added to liquid fats and oils, the composition ratio of unsaturated fatty acids is preferably 70% by weight or more in order to improve oil solubility at low temperatures. The saturated fatty acid is preferably stearic acid, palmitic acid or a mixture thereof, and the unsaturated fatty acid is preferably oleic acid, linoleic acid, linolenic acid or a mixture thereof.

【0013】本発明のショ糖脂肪酸エステル混合物は、
上記のようなエステル組成からなり、これを図示する
と、添付の図1のようになる。図1に示されるように、
本発明のショ糖脂肪酸エステル混合物は、[SDE]、
[SME]及び[SPE]を三辺とする正三角形の右側
上部斜面([SDE]−[SPE])に沿った領域(斜
線部分)に存在する。
The sucrose fatty acid ester mixture of the present invention is
The ester composition as described above is shown in FIG. 1 attached. As shown in FIG.
The sucrose fatty acid ester mixture of the present invention is [SDE],
It exists in the region (hatched portion) along the upper right slope ([SDE]-[SPE]) of an equilateral triangle having [SME] and [SPE] as its three sides.

【0014】本発明のショ糖脂肪酸エステル混合物は、
既知の合成法を利用して調製することができる。一般に
行われる方法は、ショ糖と脂肪酸メチルとのエステル化
反応により生成する方法であるが、ショ糖と脂肪酸メチ
ルの相溶性溶媒(通常、DMF)を用い、炭酸カリウム
を触媒とし、減圧下加熱反応させる方法や、ショ糖と脂
肪酸メチルを水と多量の乳化剤(セッケン)とを用い
て、加熱し、ミクロエマルジョンとした後、これを減圧
脱水し、触媒として炭酸カリウムを加えて反応させる方
法が代表的である。また、炭酸カリウムを触媒として、
ショ糖と油脂を直接加熱反応させる方法も利用できる。
得られた反応生成物から過剰のショ糖や溶媒を除去後、
クロロホルム−メタノールを展開溶媒としたシリカゲル
カラムにかけて分画し、得られた各分画物を目的とする
配合に再配合することにより、本発明のショ糖脂肪酸エ
ステル混合物を調製することができる。なお、市販品の
ショ糖脂肪酸エステル混合物から上記の方法にて分画
し、得れらた各分画物を本発明の配合に従い再配合する
ことによっても得ることができる。
The sucrose fatty acid ester mixture of the present invention is
It can be prepared using known synthetic methods. A commonly used method is a method of producing by esterification reaction of sucrose and fatty acid methyl, but using a compatible solvent of sucrose and fatty acid methyl (usually DMF), using potassium carbonate as a catalyst, and heating under reduced pressure. A reaction method or a method in which sucrose and fatty acid methyl are heated with water and a large amount of an emulsifier (soap) to form a microemulsion, which is dehydrated under reduced pressure and potassium carbonate as a catalyst is added to cause a reaction. It is typical. Also, using potassium carbonate as a catalyst,
A method of directly heating and reacting sucrose and fat may also be used.
After removing excess sucrose and solvent from the obtained reaction product,
The sucrose fatty acid ester mixture of the present invention can be prepared by fractionating the mixture on a silica gel column using chloroform-methanol as a developing solvent, and re-blending each of the obtained fractions to a target formulation. It can also be obtained by fractionating a commercially available sucrose fatty acid ester mixture by the above method and re-blending each of the obtained fractions according to the formulation of the present invention.

【0015】本発明のショ糖脂肪酸エステル混合物は、
その特徴ある利用分野としての加熱調理用として有利に
利用できる。利用する場合には、本発明のショ糖脂肪酸
エステル混合物を適量油脂に添加、混合し、油脂組成物
として利用することが好ましい。油脂は、従来から揚げ
物用として使用されている油脂(液状油脂でも固形油脂
でも良い)が利用できる。これらの例としては、前述し
た油脂(コーン油、菜種油、大豆油、綿実油、米油、サ
フラワー油、ひまわり油、ハイオレイックサフラワー
油、ハイオレイックひまわり油、ごま油、オリーブ油等
の液状油脂及びラード、ショートニングなどの固形油
脂)を挙げることができる。また、より低温での白濁ま
たは油不溶分の析出防止のためには、ジグリセリドが、
油脂組成物中に5重量%以上(更に好ましくは、10重
量%以上)含まれていることが好ましい。本発明のショ
糖脂肪酸エステル混合物は、油脂組成物中に0.01〜
5重量%(好ましくは、0.1〜2重量%)含有されて
いる場合に特に、揚げ物用の油として有利に利用でき
る。なお、このように調製した油脂組成物中の[SM
E]の含量は、油臭、風味における点から、0.05重
量%以下であることが好ましく、0.0005重量%以
上、0.005重量%以下であることが更に好ましい。
The sucrose fatty acid ester mixture of the present invention is
It can be advantageously used for heating and cooking as a characteristic application field. When utilized, it is preferable to add an appropriate amount of the sucrose fatty acid ester mixture of the present invention to fats and oils and mix them to use as a fats and oils composition. As the fats and oils, the fats and oils conventionally used for frying (either liquid fats or solid fats or oils may be used). Examples of these are the above-mentioned oils and fats (corn oil, rapeseed oil, soybean oil, cottonseed oil, rice oil, safflower oil, sunflower oil, high oleic safflower oil, high oleic sunflower oil, sesame oil, olive oil and other liquid oils and lard. , Solid fats and oils such as shortening). Further, in order to prevent precipitation of white turbidity or oil-insoluble matter at lower temperatures, diglyceride is
It is preferable that the fat composition contains 5% by weight or more (more preferably 10% by weight or more). The sucrose fatty acid ester mixture of the present invention is added to the oil composition in an amount of 0.01 to
Especially when it is contained in an amount of 5% by weight (preferably 0.1 to 2% by weight), it can be advantageously used as an oil for frying. In addition, in the oil and fat composition thus prepared, [SM
The content of E] is preferably 0.05% by weight or less, and more preferably 0.0005% by weight or more and 0.005% by weight or less, from the viewpoint of oil odor and flavor.

【0016】[0016]

【実施例】以下に、実施例及び比較例を記載し、本発明
を更に具体的に説明する。
[Examples] The present invention will be described more specifically below with reference to Examples and Comparative Examples.

【0017】[実施例1] (ショ糖脂肪酸エステル混合物A〜D(本発明品)、並
びにAc 〜Dc 、び及びGc (比較例)の調製) 上記ショ糖エステル混合物は、構成脂肪酸の比の異なる
脂肪酸メチルエステルを使用した以外は、下記に示すシ
ョ糖脂肪酸エステル混合物(E、F、Ec 、及びFc
の調製法と同様な方法を実施して得られたものを、必要
に応じて市販品のショ糖脂肪酸エステル混合物を用いて
再調合することにより得た。
[Example 1] (Preparation of sucrose fatty acid ester mixture A to D (product of the present invention) and A c to D c and G c (comparative example)) The above sucrose ester mixture was composed of constituent fatty acids. Sucrose fatty acid ester mixture (E, F, E c , and F c ) shown below, except that fatty acid methyl esters with different ratios of
What was obtained by carrying out the method similar to the preparation method of 1 was re-blended with a commercially available sucrose fatty acid ester mixture, if necessary.

【0018】(ショ糖脂肪酸エステル混合物E及びF
(本発明品)、並びにEC 及びFC (比較品)の調製) 構成脂肪酸の比が、オレイン酸:ステアリン酸=90:
10である脂肪酸メチルエステル75gを三ツ口フラス
コ(容積1リットル)に取り、加熱攪拌しつつ100℃
にて、これにショ糖90gを加えた。この後、25〜5
0mmHgの減圧下、105〜120℃に加熱攪拌しな
がら30分間脱水し、炭酸カリウム2.6g、及び30
重量%カリウムメチラート/メタノール溶液を7g加え
た。その後、更に5〜10mmHgの減圧下、140〜
160℃で8時間反応させて、ショ糖脂肪酸エステル混
合物を得た。得られたショ糖脂肪酸エステル混合物をク
ロロホルム−メタノールを展開溶剤としたシリカゲルカ
ラムにて分画し、得られた各分画物を再調合することに
より、本発明品E及びF、並びに比較品EC 及びFC
得た。
(Sucrose fatty acid ester mixture E and F
(Product of the Present Invention) and Preparation of E C and F C (Comparative Product) The ratio of the constituent fatty acids is oleic acid: stearic acid = 90:
75 g of fatty acid methyl ester, which is 10, is placed in a three-necked flask (volume: 1 liter) and heated to 100 ° C. with stirring.
Then, 90 g of sucrose was added thereto. After this, 25-5
It is dehydrated for 30 minutes while heating and stirring at 105 to 120 ° C. under reduced pressure of 0 mmHg, and 2.6 g of potassium carbonate and 30
7 g of a wt% potassium methylate / methanol solution was added. Then, under reduced pressure of 5 to 10 mmHg, 140 to
The mixture was reacted at 160 ° C. for 8 hours to obtain a sucrose fatty acid ester mixture. The obtained sucrose fatty acid ester mixture was fractionated on a silica gel column using chloroform-methanol as a developing solvent, and each of the obtained fractions was re-blended to give the products E and F of the present invention and the comparative product E. to obtain a C and F C.

【0019】以上のようにして得た各ショ糖脂肪酸エス
テル(SE)混合物中のエステル組成等を下記の表1に
示す。なお、表1の「脂肪酸組成」の欄の「ス」、
「パ」、「オ」及び「リ」は、それぞれステアリン酸
(飽和)、パルミチン酸(飽和)、オレイン酸(不飽
和)、及びリノール酸(不飽和)を表す。
The ester composition in each sucrose fatty acid ester (SE) mixture thus obtained is shown in Table 1 below. In addition, “Su” in the column of “Fatty acid composition” in Table 1,
“Pa”, “o” and “ri” represent stearic acid (saturated), palmitic acid (saturated), oleic acid (unsaturated), and linoleic acid (unsaturated), respectively.

【0020】[0020]

【表1】 表1 ──────────────────────────────────── SE SE混合物中の [SPE][SME] 混合 エステル組成(構成%) 脂 肪 酸 組成 ─── ─── 物 [SME][SDE][SPE] (構成%) [SDE][SDE] ──────────────────────────────────── 本発明品 A 0.7 55.9 43.4 オ50,ス+パ50 0.78 0.01 B 1.0 81.6 17.4 オ50,ス+パ50 0.21 0.01 C 2.4 70.2 27.4 オ70,ス+パ30 0.39 0.03 D 3.1 45.4 51.5 オ70,ス+パ30 1.13 0.07 E 4.0 66.7 29.3 オ90,ス+パ10 0.44 0.06 F 6.0 90.2 3.5 オ90,ス+パ10 0.04 0.07 ──────────────────────────────────── 比較品 AC 0.5 2.9 96.6 ス50、 ス+パ50 33.31 0.17 BC 40.0 35.0 25.0 オ50、 ス+パ50 0.71 1.14 CC 5.3 11.2 83.5 オ70、 ス+パ30 7.46 0.47 DC 73.1 22.6 4.3 オ70,ス+パ30 0.19 3.23 EC 11.0 30.1 58.9 オ90,ス+パ10 1.96 0.37 FC 22.3 29.2 48.5 オ90,ス+パ10 1.66 0.76 GC 2.6 72.5 24.9 オ70,リ30 0.34 0.04 ────────────────────────────────────[Table 1] Table 1 ──────────────────────────────────── SE [SPE] in SE mixture [SME] Mixed ester composition (% composition) Fatty acid composition ─── ─── Article [SME] [SDE] [SPE] (% composition) [SDE] [SDE] ─────────── ────────────────────────── Inventive product A 0.7 55.9 43.4 O 50, SU + PA 50 0.780 .01 B 1.0 81.6 17.4 O 50, SU + PA 50 0.21 0.01 C 2.4 70.2 27.4 O 70, SU + PA 30 0.39 0.03 D 3 1 45.4 51.5 O 70, SU + PA 30 1.13 0.07 E 4.0 66.7 29.3 O 90, SU + PA 10 0.44 0.06 F 6.0 90. 2 3.5 Oh 0, SU + PA 10 0.04 0.07 ──────────────────────────────────── Comparative product A C 0.5 2.9 96.6 scan 50, scan + Pas 50 33.31 0.17 B C 40.0 35.0 25.0 O 50, scan + Pas 50 0.71 1.14 C C 5.3 11.2 83.5 O 70, scan + Pas 30 7.46 0.47 D C 73.1 22.6 4.3 O 70, scan + Pas 30 0.19 3.23 E C 11. 0 30.1 58.9 O 90, scan + Pas 10 1.96 0.37 F C 22.3 29.2 48.5 O 90, scan + Pas 10 1.66 0.76 G C 2.6 72 .5 24.9 e 70, r 30 0.34 0.04 ─────────────────────────────────── ──

【0021】[ショ糖脂肪酸エステル混合物としての評
価] (油脂組成物A−1及びA−2の調製)コーンサラダ油
(味の素(株)製)500gに、上記で得たショ糖脂肪
酸エステル混合物Aを0.2重量%、または1.0重量
%添加することにより、それぞれに対応する、本発明に
従うショ糖脂肪酸エステル混合物を含有する油脂組成物
A−1及びA−2を調製した。 (油脂組成物B−1及びB−2の調製)上記油脂組成物
A−1及びA−2の調製において、ショ糖脂肪酸エステ
ル混合物Aの代わりに、ショ糖脂肪酸エステル混合物B
を使用した以外は、上記油脂組成物A−1及びA−2の
調製と同様にしてそれぞれに対応する、本発明に従うシ
ョ糖脂肪酸エステル混合物を含有する油脂組成物B−1
及びB−2を調製した。 (油脂組成物D−1の調製)上記油脂組成物A−1の調
製において、ショ糖脂肪酸エステル混合物Aの代わり
に、ショ糖脂肪酸エステル混合物Dを使用した以外は、
上記油脂組成物A−1の調製と同様にして、本発明に従
うショ糖脂肪酸エステル混合物を含有する油脂組成物D
−1を調製した。
[Evaluation as Sucrose Fatty Acid Ester Mixture] (Preparation of Oil and Fat Compositions A-1 and A-2) 500 g of corn salad oil (manufactured by Ajinomoto Co., Inc.) was mixed with the sucrose fatty acid ester mixture A obtained above. By adding 0.2% by weight or 1.0% by weight, corresponding oil and fat compositions A-1 and A-2 containing the sucrose fatty acid ester mixture according to the present invention were prepared. (Preparation of Oil / Fat Compositions B-1 and B-2) In preparation of the above-mentioned Oil / Fat Compositions A-1 and A-2, instead of the sucrose fatty acid ester mixture A, a sucrose fatty acid ester mixture B is used.
A fat and oil composition B-1 containing the sucrose fatty acid ester mixture according to the present invention, which corresponds to the fat and oil compositions A-1 and A-2, respectively, except that
And B-2 were prepared. (Preparation of Oil / Fat Composition D-1) In the preparation of the oil / fat composition A-1, the sucrose fatty acid ester mixture D was used instead of the sucrose fatty acid ester mixture A.
Oil and fat composition D containing the sucrose fatty acid ester mixture according to the present invention in the same manner as in the preparation of the above oil and fat composition A-1.
-1 was prepared.

【0022】(油脂組成物AC −1及びAC −2、並び
にBC −1及びBC −2の調製)上記油脂組成物A−1
及びA−2の調製において、ショ糖脂肪酸エステル混合
物Aの代わりに、ショ糖脂肪酸エステル混合物AC また
はBC [比較品]を使用した以外は、上記油脂組成物A
−1及びA−2の調製と同様にしてそれぞれに対応す
る、比較用のショ糖脂肪酸エステル混合物を含有する油
脂組成物AC −1及びAC −2、並びにBC −1及びB
C −2を調製した。 (油脂組成物GC −1の調製)上記油脂組成物A−1の
調製において、ショ糖脂肪酸エステル混合物Aの代わり
に、ショ糖脂肪酸エステル混合物GC を使用した以外
は、上記油脂組成物A−1の調製と同様にして、比較用
のショ糖脂肪酸エステル混合物を含有する油脂組成物の
C −1を調製した。
[0022] (oil composition A C -1 and A C -2, as well as the preparation of B C -1 and B C -2) above fat composition A-1
And A-2, except that the sucrose fatty acid ester mixture A C or B C [comparative product] was used instead of the sucrose fatty acid ester mixture A.
-1 and A-2, respectively corresponding to the respective fat and oil compositions A C -1 and A C -2 containing a sucrose fatty acid ester mixture for comparison, and B C -1 and B
C- 2 was prepared. (Preparation of Oil / Fat Composition G C -1) In the above-mentioned oil / fat composition A-1, the sucrose fatty acid ester mixture G C was used in place of the sucrose fatty acid ester mixture A, except that the sucrose fatty acid ester mixture G C was used. In the same manner as in the preparation of -1, G C -1 of an oil and fat composition containing a comparative sucrose fatty acid ester mixture was prepared.

【0023】上記で得た各油脂組成物について、ショ糖
脂肪酸エステル混合物の油脂への溶解性を下記の方法で
調べ、評価した。 (1)油脂への溶解性(油溶性) ショ糖脂肪酸エステル混合物の油溶性は、油脂組成物を
60℃で1時間加熱攪拌した後、油脂組成物中に不溶分
があるかどうかを調べることにより行った。
The solubility of each sucrose fatty acid ester mixture in the above-obtained oil and fat composition was examined and evaluated by the following method. (1) Solubility in Oils and Fats (Oil Solubility) The oil solubility of the sucrose fatty acid ester mixture is examined by heating the oils and fats composition at 60 ° C. for 1 hour with stirring, and then examining whether or not the oils and fats composition contains insolubles. Went by.

【0024】また、各油脂組成物を使用して揚げ物(天
ぷら)をした場合の油はね、加熱臭(劣化臭)、衣の花
咲性、揚げ物の風味(油っぽさ、加熱による嫌悪感のあ
る臭気、あるいはこれらが混在した風味)を下記のよう
な試験を行うことにより調べ、評価した。 (試験方法)油脂組成物500gを鉄製の揚げ物用鍋
(直径15cm、高さ8cm)に入れ、200℃まで加
熱した。円柱型(直径3cm、高さ1cm、重さ9g)
の豚肉5個に、予め調製した天ぷら用生地20g(0℃
で冷却しながら調製した卵1個、水120g、薄力粉1
00gからなる)を付着させて油脂組成物中に投じ、4
分後に取り出し、天ぷらを揚げた。
In addition, when the fried food (tempura) is made using each of the oil and fat compositions, oil splashes, heating odor (deterioration odor), flower bloom of the batter, flavor of the fried food (oiliness, aversion to heating) The odor or the flavor in which these odors are mixed) was investigated and evaluated by conducting the following test. (Test method) 500 g of the oil and fat composition was placed in an iron frying pan (diameter 15 cm, height 8 cm) and heated to 200 ° C. Column type (diameter 3 cm, height 1 cm, weight 9 g)
5 pieces of pork, 20g of prepared tempura dough (0 ℃
1 egg prepared while cooling in 120 g, water 120 g, soft flour 1
(Comprising 00 g) and then throwing it into the fat composition 4
It was taken out after a minute and the tempura was fried.

【0025】(2)油はねの評価 天ぷらを揚げている間、一枚の紙を油脂組成物表面から
8cmの高さのところに地面に対して水平に置き、揚げ
物終了後にこの紙に付着している油はねの程度を、予め
用意した基準用紙(油はねのあった部分を着色した後、
複写した五枚の紙(No.1〜5))と比較した。基準
用紙No.1は、コーンサラダ油(味の素(株)製)の
みを用いて上記と同様な条件下で試験して得た油はねの
パターンに相当する(評点1:極めて激しい油はねを示
す)。基準用紙No.5は、揚げる温度を140℃に変
え、上記基準用紙No.1と同様にして作成した場合の
油はねのパターンに相当する(評点5:油はねは殆ど見
られない。しかしこの温度では、揚げが不可能であ
る)。基準用紙No.2〜4は、種々の活性剤を様々な
濃度でコーンサラダ油に添加し、上記基準用紙No.1
と同様にして作成した場合の油はねのパターンに相当す
る用紙の中から、相当すると思われる用紙を選んで、基
準用紙No.2〜4とした。従って、基準用紙No.3
(評点3)は、基準用紙No.1と基準用紙No.5と
の中間に相当する油はねのパターンと思われるものを選
び、基準用紙No.2(評点2)及び基準用紙No.4
(評点4)は、それぞれ基準用紙No.1と基準用紙N
o.3、基準用紙No.3と基準用紙No.5のそれぞ
れの中間に相当する油はねのパターンと思われるものを
選んだ。 (3)衣の花咲性の評価 衣の花咲性評価は、揚げた天ぷらの衣の状態を基準写真
(衣の散り状態を着色後、撮影した五枚の写真(No.
1〜5))と比較した。基準写真No.1は、コーンサ
ラダ油(味の素(株)製)のみを用いて揚げた場合の衣
の状態に相当し(評点1:花咲性がない)、基準写真N
o.5は、種々の活性剤を様々な濃度でコーンサラダ油
に添加し、上記基準写真No.1と同様にして作成した
場合の衣の状態に相当する(評点5:花咲性は最も良い
が、油溶性、加熱臭、風味は考慮していない)。基準写
真No.2〜4(評点2、3及び4)は、上記油はねを
評価する場合の基準用紙No.2〜4を選定する方法と
同様な方法で、選定し、作成した。 (4)加熱時の劣化臭の評価 味覚、嗅覚の鋭敏な専門評価パネラー5人により、20
0℃で揚げている間の油臭を評価した。コーンサラダ油
を使用して発生した劣化臭または異臭を1、劣化臭また
は異臭が全くない場合を5として5段階評価し、その平
均値を評点とした。 (5)揚げ物の風味の評価 揚げ物の風味の評価は、上記の油脂組成物を使用して揚
げた天ぷらと、コーンサラダ油のみで揚げた天ぷらとを
ブラインドペアテストで行い、コーンサラダ油で揚げた
天ぷらより油っぽくなく、加熱による嫌悪感のある臭
気、あるいはこれらが混在した風味の発生がなく、おい
しいと答えたパネラーの評点を5、コーンサラダ油で揚
げた方がおいしいと答えたパネラーの評価を1、どちら
とも言えないとした場合を3とする5段階評価を行い、
5人のパネラーの評点の平均値をその天ぷらの風味の評
点とした。以上の結果を表2に示す。なお、表2には、
コーンサラダ油のみを使用した場合のデータも比較品と
して併記した。
(2) Evaluation of oil splash While frying the tempura, a piece of paper was placed horizontally on the ground at a height of 8 cm from the surface of the oil and fat composition and attached to this paper after the frying was finished. The degree of oil splashing is determined by using a standard paper prepared in advance (after coloring the oil splashing part,
It was compared with five sheets of paper (Nos. 1 to 5) that were copied. Reference paper No. No. 1 corresponds to the oil splash pattern obtained by testing only corn salad oil (manufactured by Ajinomoto Co., Inc.) under the same conditions as described above (score 1: indicates extremely severe oil splash). Reference paper No. For No. 5, the frying temperature was changed to 140 ° C. It corresponds to the pattern of oil splatter when made in the same manner as 1 (score 5: almost no oil splatter is seen, but frying is impossible at this temperature). Reference paper No. Nos. 2 to 4 were prepared by adding various activators to corn salad oil at various concentrations, and the above-mentioned standard paper No. 1
From the papers corresponding to the oil splash pattern created in the same manner as above, select the paper that seems to correspond, and select the reference paper No. It was set to 2-4. Therefore, the reference paper No. Three
(Score 3) is the reference paper No. 1 and standard paper No. Select a pattern that seems to be an oil splash pattern corresponding to the middle of No. 5, and select the standard paper No. 2 (score 2) and standard paper No. Four
(Score 4) is the reference paper No. 1 and standard paper N
o. 3, reference paper No. 3 and standard paper No. An oil splash pattern was chosen which was supposed to be in the middle of each of the five. (3) Evaluation of the flower blooming property of the battering The flower blooming property of the battering was evaluated with reference to the condition of the fried tempura batter (5 photos taken after coloring the scattered condition of the batter (No.
1 to 5)). Reference photograph No. 1 corresponds to the state of the batter when fried using only corn salad oil (manufactured by Ajinomoto Co., Inc.) (Score 1: No flower bloom), and reference photograph N
o. No. 5 was prepared by adding various active agents to corn salad oil at various concentrations, and the above-mentioned reference photograph No. 5 was used. It corresponds to the state of the batter when produced in the same manner as 1 (score 5: the best flower bloom, but oil solubility, heating odor, and flavor are not taken into consideration). Reference photograph No. 2 to 4 (scores 2, 3 and 4) are reference paper Nos. For evaluating the oil splashes. 2-4 were selected and created by the same method. (4) Evaluation of deterioration odor during heating 20 points by 5 expert panelists with sharp taste and olfaction
The oily odor during frying at 0 ° C was evaluated. The deterioration odor or offensive odor generated using corn salad oil was evaluated as 1 and the case where there was no deterioration odor or offensive odor was evaluated as 5 grades, and the average value thereof was used as the score. (5) Evaluation of flavor of fried food The flavor of fried food is evaluated by a blind pair test of tempura fried using the above oil and fat composition and tempura fried only with corn salad oil, and fried with corn salad oil. The panelists said that they were delicious because they were less greasy and did not generate a odor with aversion or a mixture of flavors when heated, and the panelists who answered that fried in corn salad oil was delicious. 1 、 Five-step evaluation with 3 if you can say neither,
The average value of the scores of 5 panelists was used as the score of the flavor of the tempura. The above results are shown in Table 2. In addition, in Table 2,
The data when only corn salad oil was used are also shown as a comparative product.

【0026】[0026]

【表2】 表2 ──────────────────────────────────── 油脂 SE混合物 油不 揚げ物 組成物 の添加量 溶分 油はね 花咲性 加熱臭 の風味 ──────────────────────────────────── 本発明品 A−1 0.2重量% なし 2.5 3.0 3.6 3.4 A−2 1.0重量% なし 3.0 4.5 3.2 3.2 B−1 0.2重量% なし 3.5 4.5 3.4 3.6 B−2 1.0重量% なし 3.0 4.0 3.8 4.0 D−1 0.2重量% なし 3.0 4.0 3.4 3.6 ──────────────────────────────────── 比較品 AC −1 0.2重量% なし 1.0 1.5 3.0 3.2 AC −2 1.0重量% なし 1.0 2.0 2.6 2.6 BC −1 0.2重量% あり 4.5 4.5 1.4 1.2 BC −2 1.0重量% あり 4.5 4.5 1.2 1.2 GC −1 0.2重量% なし 2.5 3.5 1.2 1.2 サラダ油 −−− − 1.0 1.0 1.0 ────────────────────────────────────[Table 2] Table 2 ──────────────────────────────────── Oil and fat SE mixture Oil fried food composition Addition amount Soluble oil Splash Hanasaki-like flavor with heating odor ───────────────────────────────────── Inventive product A-1 0.2 wt% None 2.5 3.0 3.6 3.4 A-2 1.0 wt% None 3.0 4.5 4.5 3.2 3.2 B-1 0. 2% by weight None 3.5 4.5 3.4 3.6 B-2 1.0% by weight None 3.0 4.0 4.0 3.8 D-1 0.2% by weight None 3.0 4 .0 3.4 3.6 ──────────────────────────────────── comparative A C -1 None 0.2 wt% 1.0 1.5 3.0 3.2 A C -2 None 1.0 wt% 1.0 2.0 .6 2.6 B C -1 Yes 0.2 wt% 4.5 4.5 Yes 1.4 1.2 B C -2 1.0 wt% 4.5 4.5 1.2 1.2 G C- 1 0.2 wt% None 2.5 3.5 3.5 1.2 1.2 Salad oil --- 1.0 1.0 1.0 1.0 ──────────────── ─────────────────────

【0027】(油脂組成物C−1及びC−2、並びにD
−2及びD−3の調製)前記実施例1の油脂組成物A−
1及びA−2の調製において、ショ糖脂肪酸エステル混
合物Aを0.2重量%、または1.0重量%添加する代
わりに、実施例1において調製したショ糖脂肪酸エステ
ル混合物CまたはDを0.1重量%、または0.5重量
%添加した以外は、上記油脂組成物A−1及びA−2の
調製と同様にしてそれぞれに対応する、本発明に従うシ
ョ糖脂肪酸エステル混合物を含有する油脂組成物C−1
及びC−2、並びにD−2及びD−3を調製した。
(Oil and fat compositions C-1 and C-2, and D
-2 and Preparation of D-3) Oil / fat composition A- of Example 1
1 and A-2, the sucrose fatty acid ester mixture C or D prepared in Example 1 was replaced with 0.2% by weight or 1.0% by weight of the sucrose fatty acid ester mixture C. An oil and fat composition containing a sucrose fatty acid ester mixture according to the present invention, which corresponds to the respective oil and fat compositions A-1 and A-2 in the same manner as in the preparation of the oil and fat compositions A-1 and A-2 except that 1% by weight or 0.5% by weight was added. Object C-1
And C-2, and D-2 and D-3 were prepared.

【0028】(油脂組成物CC −1及びCC −2、並び
にDC −1及びDC −2の調製)上記油脂組成物C−1
及びC−2、並びにD−2及びD−3の調製において、
ショ糖脂肪酸エステル混合物CまたはDの代わりに、実
施例1において調製したショ糖脂肪酸エステル混合物C
C またはDC [比較品]を使用した以外は、上記油脂組
成物C−1及びC−2、並びにD−2及びD−3の調製
と同様にしてそれぞれに対応する、比較用のショ糖脂肪
酸エステル混合物を含有する油脂組成物CC −1及びC
C −2、並びにDC −1及びDC −2を調製した。
[0028] (Preparation of fat or oil composition C C -1 and C C -2, and D C -1 and D C -2) above fat composition C-1
And C-2, and D-2 and D-3,
Instead of sucrose fatty acid ester mixture C or D, sucrose fatty acid ester mixture C prepared in Example 1
Sucrose for comparison, which corresponds to each of the above-described oil and fat compositions C-1 and C-2, and D-2 and D-3 in the same manner as in the preparation of the above-mentioned fats and oils compositions C-1 and C-2 except that C or D C [comparative product] was used. Oil and fat composition containing fatty acid ester mixture C C -1 and C
C -2, as well as to prepare a D C -1 and D C -2.

【0029】上記で得た各油脂組成物について、上記実
施例1で行った方法と同様な方法を実施し、評価した。
結果を以下の表3に示す。なお、表3には、コーンサラ
ダ油のみを使用した場合のデータも比較品として併記し
た。
The oil and fat compositions obtained above were evaluated in the same manner as in Example 1 above.
The results are shown in Table 3 below. In addition, in Table 3, the data when only corn salad oil was used are also shown as a comparative product.

【0030】[0030]

【表3】 表3 ──────────────────────────────────── 油脂 SE混合物 油不 揚げ物 組成物 の添加量 溶分 油はね 花咲性 加熱臭 の風味 ──────────────────────────────────── 本発明品 C−1 0.1重量% なし 2.5 4.0 3.2 3.6 C−2 0.5重量% なし 4.0 4.5 3.4 3.4 D−2 0.1重量% なし 2.5 3.5 3.8 3.6 D−3 0.5重量% なし 4.0 4.5 3.4 4.0 ──────────────────────────────────── 比較品 CC −1 0.1重量% なし 2.0 2.0 2.8 2.8 CC −2 0.5重量% なし 2.5 2.0 2.2 2.4 DC −1 0.1重量% あり 4.0 4.5 1.2 1.2 DC −2 0.5重量% あり 4.5 4.5 1.0 1.0 サラダ油 −−− − 1.0 1.0 1.0 ────────────────────────────────────[Table 3] Table 3 ──────────────────────────────────── Oil and fat SE mixture Oil fried composition Addition amount Soluble oil Splash Hanasaki-like flavor with heating odor ───────────────────────────────────── Inventive product C-1 0.1% by weight None 2.5 4.0 3.2 3.6 C-2 0.5% by weight None 4.0 4.5 3.4 3.4 D-2 0. 1 wt% None 2.5 3.5 3.8 3.6 D-3 0.5 wt% None 4.0 4.5 3.4 4.0 4.0 ────────────── ─────────────────────── Comparative product C C −1 0.1% by weight None 2.0 2.0 2.0 2.8 2.8 C C − 2 None 0.5 wt% 2.5 2.0 2.2 2.4 Yes D C -1 0.1 wt% 4.0 4.5 1.2 1.2 D C -2 0.5 wt% Yes 4.5 4.5 1.0 1.0 1.0 Salad oil --- 1.0 -1.0 1.0 1.0 --------------------------------------------- ────────────────────────────

【0031】(油脂組成物E−1及びF−2の調製)前
記実施例1の油脂組成物A−1の調製において、ショ糖
脂肪酸エステル混合物Aを0.1重量%使用した代わり
に、ショ糖脂肪酸エステル混合物EまたはFを0.05
重量%使用した以外は、上記油脂組成物A−1の調製と
同様にしてそれぞれに対応する、本発明に従うショ糖脂
肪酸エステル混合物を含有する油脂組成物E−1及びF
−1を調製した。
(Preparation of Oil / Fat Compositions E-1 and F-2) In the preparation of the oil / fat composition A-1 of Example 1, 0.1% by weight of the sucrose fatty acid ester mixture A was used. Sugar fatty acid ester mixture E or F 0.05
Oil and fat compositions E-1 and F containing the sucrose fatty acid ester mixture according to the present invention, which respectively correspond to the above-mentioned oil and fat composition A-1 in the same manner as in the preparation of the above oil and fat composition A-1, except that they were used in an amount of 10% by weight.
-1 was prepared.

【0032】(油脂組成物EC −1及びFC −1の調
製)上記油脂組成物E−1及びF−1の調製において、
ショ糖脂肪酸エステル混合物EまたはFの代わりに、実
施例1で調製したショ糖脂肪酸エステル混合物ECまた
はFC [比較品]を使用した以外は、上記油脂組成物E
−1及びF−1の調製と同様にして、それぞれに対応す
る、比較用のショ糖脂肪酸エステル混合物を含有する油
脂組成物EC −1及びFC −1を調製した。
(Preparation of Oil / Fat Compositions E C -1 and F C -1) In the above-mentioned oil / fat compositions E-1 and F-1,
The above fat composition E except that the sucrose fatty acid ester mixture E C or F C [comparative product] prepared in Example 1 was used in place of the sucrose fatty acid ester mixture E or F
In the same manner as in the preparation of -1 and F-1, the corresponding oil and fat compositions E C -1 and F C -1 containing the comparative sucrose fatty acid ester mixture were prepared.

【0033】上記で得た各油脂組成物について、上記実
施例1で行った方法と同様な方法を実施し、評価した。
結果を以下の表4に示す。なお、表4には、コーンサラ
ダ油のみを使用した場合のデータも比較品として併記し
た。
The oil and fat compositions obtained above were evaluated in the same manner as in Example 1 above.
The results are shown in Table 4 below. In Table 4, the data when only corn salad oil was used are also shown as a comparative product.

【0034】[0034]

【表4】 表4 ──────────────────────────────────── 油脂 SE混合物 油不 揚げ物 組成物 の添加量 溶分 油はね 花咲性 加熱臭 の風味 ──────────────────────────────────── 本発明品 E−1 0.05重量% なし 2.5 3.5 3.2 3.4 F−1 0.05重量% なし 3.0 4.0 3.2 3.2 ──────────────────────────────────── 比較品 EC −1 0.05重量% なし 2.0 2.0 2.6 2.4 FC −1 0.05重量% あり 3.5 4.0 1.4 1.4 サラダ油 −−− − 1.0 1.0 1.0 ────────────────────────────────────[Table 4] Table 4 ──────────────────────────────────── Oil and fat SE mixture Unfried food composition Addition amount Soluble oil Splash Hanasaki-like flavor with heating odor ───────────────────────────────────── Product of the present invention E-1 0.05 wt% None 2.5 3.5 3.2 3.4 F-1 0.05 wt% None 3.0 4.0 3.2 3.2 3.2 ---- ─────────────────────────────── Comparative product E C -1 0.05 wt% None 2.0 2.0 2.0 .6 2.4 F C -1 0.05% by weight Yes 3.5 4.0 1.4 1.4 Salad oil --- 1.0 1.0 1.0 1.0 ────────── ────────────────────────────

【0035】[0035]

【発明の効果】本発明のショ糖脂肪酸エステル混合物を
使用することにより、油脂への溶解性や、加熱時の油臭
(劣化臭)、揚げ物時の油はね抑制、揚げ物時の衣の花
咲性(散り状態)などの揚げ物用の油としての好ましい
特性が付与され、更に揚げ物の油っぽさが低減され、嫌
悪感のある油臭の発生が抑えられるなど、風味の良好な
揚げ物ができる。
EFFECTS OF THE INVENTION By using the sucrose fatty acid ester mixture of the present invention, solubility in oils and fats, oily odor (deteriorated odor) upon heating, suppression of oil splash during frying, and blooming of batter during frying It is possible to make deep-fried foods that have favorable characteristics such as the characteristics (dispersed state), etc. that are desirable as an oil for deep-fried foods, the oiliness of the deep-fried foods is reduced, and the generation of an aversive oily odor is suppressed. ..

【図面の簡単な説明】[Brief description of drawings]

【図1】本発明のショ糖脂肪酸エステル混合物中の[S
PE]、[SDE]及び[SME]の成分比(エステル
組成比)を表す図である。
FIG. 1 shows [S in the sucrose fatty acid ester mixture of the present invention.
It is a figure showing the component ratio (ester composition ratio) of PE], [SDE], and [SME].

─────────────────────────────────────────────────────
─────────────────────────────────────────────────── ───

【手続補正書】[Procedure amendment]

【提出日】平成4年12月3日[Submission date] December 3, 1992

【手続補正1】[Procedure Amendment 1]

【補正対象書類名】明細書[Document name to be amended] Statement

【補正対象項目名】請求項1[Name of item to be corrected] Claim 1

【補正方法】変更[Correction method] Change

【補正内容】[Correction content]

【請求頂1】 構成脂肪酸の飽和脂肪酸含量が5重量%
以上、50重量%以で、ショ糖脂肪酸エステル混合物
中の[SDE]含有量が、33重量%以上、95重量%
以下であって、かつ次の基準: [SPE]/[SDE]≦2.0 [SME]/[SDE]≦0.1 (ここで、[SDE]は、エステル置換度が2のショ糖
脂肪酸エステルを表し、[SPE]は、エステル置換度
が3以上のショ糖脂肪酸エステルの合計量を表し、[S
ME]は、エステル置換度が1のショ糖脂肪酸エステル
を表す。)を満たすことを特徴とするショ糖脂肪酸エス
テル混合物。
1. The saturated fatty acid content of the constituent fatty acids is 5% by weight.
Above, under 50 wt.% Or less, [SDE] The content of the sucrose fatty acid ester mixture is 33 wt% or more, 95 wt%
The following criteria are met: [SPE] / [SDE] ≦ 2.0 [SME] / [SDE] ≦ 0.1 (where [SDE] is a sucrose fatty acid having an ester substitution degree of 2) Represents an ester, [SPE] represents the total amount of sucrose fatty acid ester having an ester substitution degree of 3 or more,
ME] represents a sucrose fatty acid ester having an ester substitution degree of 1. ) Sucrose fatty acid ester mixture characterized by satisfying the above.

【手続補正2】[Procedure Amendment 2]

【補正対象書類名】明細書[Document name to be amended] Statement

【補正対象項目名】0007[Correction target item name] 0007

【補正方法】変更[Correction method] Change

【補正内容】[Correction content]

【0007】本発明は、構成脂肪酸の飽和脂肪酸含量が
5重量%以上、50重量%以で、ショ糖脂肪酸エステ
ル混合物中の[SDE]含有量が、33重量%以上、9
5重量%以下であって、かつ次の基準: [SPE]/[SDE]≦2.0 [SME]/[SDE]≦0.1 を満たすことを特徴とするショ糖脂肪酸エステル混合物
にある。
[0007] The present invention, constituent fatty saturated fatty acid content of 5 wt% or more, in following 50 wt%, [SDE] The content of the sucrose fatty acid ester mixture is 33 wt% or more, 9
A sucrose fatty acid ester mixture characterized by being 5% by weight or less and satisfying the following criteria: [SPE] / [SDE] ≦ 2.0 [SME] / [SDE] ≦ 0.1.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】 構成脂肪酸の飽和脂肪酸含量が5重量%
以上、50重量%以で、ショ糖脂肪酸エステル混合物中
の[SDE]含有量が、33重量%以上、95重量%以
下であって、かつ次の基準: [SPE]/[SDE]≦2.0 [SME]/[SDE]≦0.1 (ここで、[SDE]は、エステル置換度が2のショ糖
脂肪酸エステルを表し、[SPE]は、エステル置換度
が3以上のショ糖脂肪酸エステルの合計量を表し、[S
ME]は、エステル置換度が1のショ糖脂肪酸エステル
を表す。)を満たすことを特徴とするショ糖脂肪酸エス
テル混合物。
1. The saturated fatty acid content of the constituent fatty acids is 5% by weight.
As described above, the content of [SDE] in the sucrose fatty acid ester mixture is 50% by weight or more and 33% by weight or more and 95% by weight or less, and the following criteria: [SPE] / [SDE] ≦ 2. 0 [SME] / [SDE] ≦ 0.1 (Here, [SDE] represents a sucrose fatty acid ester having an ester substitution degree of 2, and [SPE] is a sucrose fatty acid ester having an ester substitution degree of 3 or more. Represents the total amount of
ME] represents a sucrose fatty acid ester having an ester substitution degree of 1. ) Sucrose fatty acid ester mixture characterized by satisfying the above.
JP4301808A 1991-12-27 1992-10-13 Sucrose fatty acid ester mixture Expired - Fee Related JP2779465B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP4301808A JP2779465B2 (en) 1991-12-27 1992-10-13 Sucrose fatty acid ester mixture

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP3-358649 1991-12-27
JP35864991 1991-12-27
JP4301808A JP2779465B2 (en) 1991-12-27 1992-10-13 Sucrose fatty acid ester mixture

Publications (2)

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JPH05316951A true JPH05316951A (en) 1993-12-03
JP2779465B2 JP2779465B2 (en) 1998-07-23

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Country Status (1)

Country Link
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20110056279A (en) 2008-09-12 2011-05-26 카오카부시키가이샤 Fat or oil composition
JP2011188820A (en) * 2010-03-15 2011-09-29 Kao Corp Oil-and-fat composition
JP2015142553A (en) * 2013-12-24 2015-08-06 日清オイリオグループ株式会社 Cooking fat composition and production method thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010106044A (en) * 2010-02-04 2010-05-13 Mitsubishi Chemicals Corp Emulsified composition

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20110056279A (en) 2008-09-12 2011-05-26 카오카부시키가이샤 Fat or oil composition
JP2011188820A (en) * 2010-03-15 2011-09-29 Kao Corp Oil-and-fat composition
JP2015142553A (en) * 2013-12-24 2015-08-06 日清オイリオグループ株式会社 Cooking fat composition and production method thereof

Also Published As

Publication number Publication date
JP3260854B2 (en) 2002-02-25
JPH05316950A (en) 1993-12-03
JP2779465B2 (en) 1998-07-23

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