JPH06178664A - Production of oil-in-water type emulsion - Google Patents

Production of oil-in-water type emulsion

Info

Publication number
JPH06178664A
JPH06178664A JP4354102A JP35410292A JPH06178664A JP H06178664 A JPH06178664 A JP H06178664A JP 4354102 A JP4354102 A JP 4354102A JP 35410292 A JP35410292 A JP 35410292A JP H06178664 A JPH06178664 A JP H06178664A
Authority
JP
Japan
Prior art keywords
oil
chain
emulsion
long
asymmetric
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
JP4354102A
Other languages
Japanese (ja)
Other versions
JP2800610B2 (en
Inventor
Toshiharu Arishima
俊治 有島
Kayo Takiuchi
香代 瀧内
Nobuo Sagi
信雄 鷺
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.)
Fuji Oil Co Ltd
Original Assignee
Fuji Oil Co Ltd
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 Fuji Oil Co Ltd filed Critical Fuji Oil Co Ltd
Priority to JP4354102A priority Critical patent/JP2800610B2/en
Publication of JPH06178664A publication Critical patent/JPH06178664A/en
Application granted granted Critical
Publication of JP2800610B2 publication Critical patent/JP2800610B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Abstract

PURPOSE:To produce an oil-in-water type emulsion stable at ordinary temperature. CONSTITUTION:In producing an oil-in-water type emulsion using an oil phase and water phase, >=1wt.% asymmetric di-long chain-mono-short chain triglyceride is added to total oil and fat ingredients and used. Thereby, oil-in-water type emulsion extremely excellent in stability of emulsion at ordinary temperature can be produced almost without causing thickening or plasticizing phenomenon during production or storage and even if any oil and fat is used.

Description

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

【0001】[0001]

【産業上の利用分野】本発明は常温で乳化安定な水中油
型乳化物を製造する方法に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for producing an oil-in-water emulsion which is emulsion stable at room temperature.

【0002】[0002]

【従来の技術】従来、調理および洋菓子等の原料として
使用されるクリーム類には牛乳から分離した生クリー
ム、動植物性油脂を原料とした合成クリーム、さらに前
記二者を混合したコンパウンドクリームの3種類があ
る。このうち、生クリームは風味の点で最良であるが、
高価であり、乳化安定性が悪くて可塑化現象(ボテ)を
起こし易く輸送中にチャーニング現象を起こしたり、ま
たホイップしたとき終点巾が狭いためオーバーホイップ
し易いなど物性的に弱い面がある。一方、合成クリーム
やコンパウンドクリームは生クリームに比べて安価なこ
とから大量に製造されている。
2. Description of the Related Art Conventionally, there are three types of creams used as raw materials for cooking and Western confectionery: fresh cream separated from milk, synthetic cream made from animal and vegetable fats and oils, and compound cream obtained by mixing the two. There is. Of these, fresh cream is the best in terms of flavor,
It is expensive, has poor emulsion stability and is prone to plasticization (battering), which can cause the phenomenon of churning during transportation, and when it is whipped, the end width is narrow, so it is easy to overwhip and there are physical weaknesses. . On the other hand, synthetic creams and compound creams are manufactured in large quantities because they are cheaper than fresh creams.

【0003】[0003]

【発明が解決しようとする課題】しかしながら、これら
合成クリームやコンパウンドクリームのような水中油型
乳化物においても、製造中または保存中に、或いは使用
する油脂の種類または使用量によって増粘や可塑化現象
を生じる場合があり、例えば特開昭61−25456 号に見ら
れるように各種乳化剤、安定剤を添加して増粘を防止
し、乳化の安定化を図っている。それでも、このような
水中油型乳化物の油脂含量が30重量%を越えたり使用油
脂の結晶が粗大化したり、あるいは相転移し易い場合に
は、特に増粘や可塑化現象を生じ易くなり、種々の乳化
剤、安定剤を使用しても、かかる乳化物の増粘または可
塑化現象の防止は困難である。
However, even in these oil-in-water emulsions such as these synthetic creams and compound creams, thickening or plasticization may occur during production or storage, or depending on the type or amount of oil or fat used. A phenomenon may occur, and for example, various emulsifiers and stabilizers are added to prevent thickening and stabilize the emulsification as seen in JP-A-61-25456. Even so, when the fat content of such an oil-in-water emulsion exceeds 30% by weight, the crystals of the fat or oil used are coarsened, or when the phase transition is likely to occur, a thickening or plasticization phenomenon is particularly likely to occur, Even if various emulsifiers and stabilizers are used, it is difficult to prevent the thickening or plasticization phenomenon of such an emulsion.

【0004】従って、このような増粘または可塑化現象
を起こし難い、しかも如何なる油脂を用いても常温で乳
化安定な水中油型乳化物を製造する方法の開発が長年の
間切望されてきた。
Therefore, for many years, development of a method for producing an oil-in-water emulsion which is hard to undergo such a thickening or plasticizing phenomenon and which is stable in emulsion at room temperature has been earnestly desired.

【0005】[0005]

【課題を解決するための手段】本発明者らは上記の点に
鑑み、常温で安定な水中油型乳化物の製造方法について
鋭意検討を行った結果、油脂成分中に、非対称型の二長
鎖一短鎖トリグリセリドを添加することにより、増粘ま
たは可塑化現象を起こし難い、常温で安定な水中油型乳
化物を製造し得るという知見を得て、本発明を完成する
に至った。
In view of the above points, the inventors of the present invention have made earnest studies on a method for producing an oil-in-water emulsion that is stable at room temperature. The present invention has been completed based on the finding that the addition of chain-short chain triglycerides makes it possible to produce an oil-in-water emulsion that is stable at room temperature and that is unlikely to cause a thickening or plasticizing phenomenon.

【0006】即ち本発明は、油相と水相とを使用して水
中油型乳化物を製造するに際し、非対称型の二長鎖一短
鎖トリグリセリドを全油脂成分中に1重量%以上添加使
用することを特徴とする水中油型乳化物の製造法、であ
る。
That is, according to the present invention, when an oil-in-water emulsion is produced by using an oil phase and an aqueous phase, an asymmetric type two long chain / one short chain triglyceride is used by adding 1% by weight or more to all fat components. A method for producing an oil-in-water emulsion, which comprises:

【0007】以下、本発明について詳述する。先ず、水
中油型乳化物を製造するに際してベース油脂は従来クリ
ーム状油脂組成物等の製造に使用されてきた動植物性油
脂であれば如何なる油脂であってもよく、このような油
脂原料として例えば、ナタネ油、大豆油、ヒマワリ種子
油、綿実油、落花生油、米糠油、コーン油、サフラワー
油、カポック油、ゴマ油、月見草油、パーム油、シア
脂、サル脂、カカオ脂、ヤシ油、パーム核油等の植物性
油脂並びに乳脂、牛脂、ラード、魚油、鯨油等の動物性
油脂が例示でき、上記油脂類の単独又は混合油、或いは
それらの硬化、分別、エステル交換等を施した加工油脂
で融点が45℃以下のものが適する。
The present invention will be described in detail below. First, when producing an oil-in-water emulsion, the base oil and fat may be any oil and fat as long as it is an animal or vegetable oil and fat that has been conventionally used in the production of creamy oil and fat compositions and the like, and as such an oil and fat raw material, for example, Rapeseed oil, soybean oil, sunflower seed oil, cottonseed oil, peanut oil, rice bran oil, corn oil, safflower oil, kapok oil, sesame oil, evening primrose oil, palm oil, shea butter, sal butter, cocoa butter, palm oil, palm kernel Examples thereof include vegetable fats and oils such as oils and animal fats and oils such as milk fat, beef tallow, lard, fish oil, whale oil, and the like, and individual or mixed oils of the above fats and oils, or hardened, fractionated, and transesterified processed fats and oils. Those with a melting point of 45 ° C or lower are suitable.

【0008】以上の原料油脂のうち、特にカカオ脂或い
はカカオ脂に類似した特性を有する、所謂ハードバター
など、二飽和一不飽和トリグリセリド(S2U)を20重量%
以上含有する油脂およびラウリン系油脂、ナタネ油、大
豆油、パーム油または乳脂などの油脂の使用は、乳化物
の増粘や可塑化現象を生じ易い。
[0008] Of the above-mentioned raw material fats and oils, 20% by weight of di-saturated mono-unsaturated triglyceride (S 2 U) such as so-called hard butter having characteristics similar to cocoa butter or cocoa butter is particularly preferable.
The use of oils and fats contained above and oils and fats such as lauric oils, rapeseed oils, soybean oils, palm oils and milk fats easily causes the thickening and plasticization phenomenon of the emulsion.

【0009】本発明における水中油型乳化物は、油脂成
分として、上記油脂類を当該乳化物全量に対し5〜55重
量%、好ましくは20〜45重量%使用する。使用する乳化
剤が親油性のものは以上の油脂成分の一部または全部に
添加し溶解ないし分散させておくのが好ましい。
In the oil-in-water emulsion of the present invention, 5 to 55% by weight, preferably 20 to 45% by weight, of the above oils and fats is used as an oil and fat component, based on the total amount of the emulsion. When the emulsifier used is a lipophilic one, it is preferable to add it to a part or all of the above oil and fat components and dissolve or disperse it.

【0010】このような乳化剤としては、例えばレシチ
ン、その他グリセリンモノ脂肪酸エステル、蔗糖脂肪酸
エステル、プロピレングリコール脂肪酸エステル、ポリ
グリセリン脂肪酸エステル、ソルビタン脂肪酸エステル
等、従来公知の乳化剤が例示でき、これらの何れを使用
しても良いが、特にHLB値の低い乳化剤が好ましい。
Examples of such emulsifiers include lecithin, other glycerin monofatty acid esters, sucrose fatty acid esters, propylene glycol fatty acid esters, polyglycerin fatty acid esters, sorbitan fatty acid esters, and the like, which are conventionally known emulsifiers. Although it may be used, an emulsifier having a low HLB value is particularly preferable.

【0011】本発明においては、以上の好ましくは親油
性乳化剤を含有する油相と無脂乳固形分を溶解ないし分
散させた水相とを常法にしたがって混合乳化する。
In the present invention, the above-mentioned oil phase, which preferably contains a lipophilic emulsifier, and an aqueous phase in which non-fat milk solids are dissolved or dispersed are mixed and emulsified by a conventional method.

【0012】無脂乳固形分としては脱脂乳、脱脂粉乳、
ナトリウムカゼイン等が例示でき、固形分換算でクリー
ム類全量に対して3〜10重量%程度になる量を使用すれ
ばよい。なお、無脂乳固形分として牛乳や全脂粉乳由来
の物を利用することもできる。また、これらの無脂乳固
形分の一部または全部を大豆蛋白質等の植物性蛋白質で
置換して使用してもよい。
Non-fat milk solids include skim milk, skim milk powder,
Sodium casein and the like can be exemplified, and it may be used in an amount of about 3 to 10% by weight based on the total amount of creams in terms of solid content. In addition, as the non-fat milk solid content, a material derived from milk or whole milk powder can be used. Further, part or all of these non-fat milk solids may be replaced with a vegetable protein such as soybean protein before use.

【0013】以上の無脂乳固形分の他に使用する乳化剤
が親水性のものは、この水相の一部または全部に添加し
溶解ないし分散させておくのが好ましい。このような乳
化剤として、たとえば蔗糖脂肪酸エステル、その他グリ
セリンモノ脂肪酸エステル、ポリグリセリン脂肪酸エス
テル、プロピレングリコール脂肪酸エステル、ソルビタ
ン脂肪酸エステル等、従来公知の乳化剤の内のHLB値
の高い乳化剤が例示でき、本発明においてはこれらの何
れを使用してもよい。
When the emulsifier used is hydrophilic in addition to the above non-fat milk solids, it is preferable to add it to part or all of this aqueous phase and dissolve or disperse it. Examples of such an emulsifier include sucrose fatty acid ester, other glycerin monofatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester, sorbitan fatty acid ester, and the like, which have a high HLB value among conventionally known emulsifiers. Any of these may be used in.

【0014】以上の乳化剤の他に各種乳化安定剤を添加
してもよいことはいうまでもない。また、水相には各種
リン酸塩、例えばピロリン酸塩、トリポリリン酸塩、ヘ
キサメタリン酸塩等を使用してもよく、その他着香料等
も添加してよい。
It goes without saying that various emulsion stabilizers may be added in addition to the above emulsifiers. Further, various phosphates such as pyrophosphate, tripolyphosphate, hexametaphosphate and the like may be used in the aqueous phase, and other flavors and the like may be added.

【0015】本発明は、以上の油相と水相及びその他の
成分に付加して、非対称型の二長鎖一短鎖型のトリグリ
セリドを油相の前記の油脂に添加使用することによっ
て、水中油型乳化物の品質を改良するものである。この
非対称型の二長鎖一短鎖トリグリセリドは、その三種の
結合脂肪酸の内の一種が炭素原子数2〜8個の飽和脂肪
酸であり、残りの二種は炭素原子数16〜22個の飽和脂肪
酸であればよく、特に結合脂肪酸の種類にこだわるもの
ではないが、短鎖脂肪酸として炭素原子数4個の酪酸、
もしくは6個のカプロン酸、長鎖脂肪酸として炭素原子
数16個のパルミチン酸または炭素原子数18個のステアリ
ン酸の構成が良好のようである。
In the present invention, an asymmetric two long chain / one short chain type triglyceride is added to the above oil phase, water phase and other components, and added to the above oil / fat in the oil phase to be used in water. It improves the quality of oil-based emulsions. In this asymmetric type two long-chain one-short chain triglyceride, one of the three kinds of bound fatty acids is a saturated fatty acid having 2 to 8 carbon atoms, and the remaining two kinds are saturated fatty acids having 16 to 22 carbon atoms. As long as it is a fatty acid, it is not particularly limited to the type of bound fatty acid, but as a short chain fatty acid, butyric acid having 4 carbon atoms,
Alternatively, the composition of 6 caproic acid, palmitic acid having 16 carbon atoms or stearic acid having 18 carbon atoms as the long-chain fatty acid seems to be good.

【0016】また、グリセリン基への短鎖アシル鎖の結
合位置は1位もしくは3位に限定された非対称型のトリ
グリセリドでなければならない。このような非対称型の
二長鎖一短鎖トリグリセリドは如何なる方法で製造され
てもよいが、注意しなければならないのは、例えばラン
ダムエステル交換法によって製造したとき、副製する対
称型の二長鎖一短鎖トリグリセリド或いは非対称型また
は対称型の一長鎖二短鎖トリグリセリドの存在が本発明
における非対称型二長鎖一短鎖トリグリセリドの作用効
果を阻害するため、このような不純なトリグリセリド類
を除去しなければならないという点である。従って、好
ましい方法は1,3位特異性リパーゼを使用する酵素エ
ステル交換法が推奨される。
The binding position of the short-chain acyl chain to the glycerin group must be an asymmetric triglyceride limited to the 1-position or 3-position. Such an asymmetric type two long chain / one short chain triglyceride may be produced by any method, but it should be noted that, for example, when it is produced by a random transesterification method, it is a by-produced symmetrical two long chain triglyceride. Since the presence of a chain one short chain triglyceride or an asymmetric type or a symmetrical one long chain two short chain triglyceride inhibits the action effect of the asymmetric two long chain one short chain triglyceride in the present invention, such impure triglycerides are The point is that it must be removed. Therefore, the preferred method is the enzymatic transesterification method using 1,3-specific lipase.

【0017】本発明においては、このような方法によっ
て製造される非対称型の二長鎖一短鎖トリグリセリドの
純度が67%以上、好ましくは85%以上であれば有効であ
る。エステル交換はトリグリセリド間、またはトリグリ
セリドと脂肪酸のメチルエステルなど低級アルコールエ
ステルとの間で行うことによって目的とする非対称型の
二長鎖一短鎖トリグリセリドを得ることができる。
In the present invention, it is effective if the purity of the asymmetric two long-chain one-short chain triglyceride produced by such a method is 67% or more, preferably 85% or more. Transesterification can be carried out between triglycerides or between triglycerides and lower alcohol esters such as methyl esters of fatty acids to obtain the target asymmetric type long-chain short chain triglyceride.

【0018】本発明においては、以上の非対称型の二長
鎖一短鎖トリグリセリドをトリグリセリド換算で全油脂
分に対し1重量%以上、好ましくは5重量%以上添加使
用する。下限未満では効果を得難く、また上限は使用量
が多ければ多い程良好である。
In the present invention, the above asymmetric two long-chain / short-chain triglycerides are added and used in terms of triglyceride in an amount of 1% by weight or more, preferably 5% by weight or more, based on the total fat and oil. If it is less than the lower limit, it is difficult to obtain the effect, and if the upper limit is larger, the effect is better.

【0019】かくして、常法に従い乳化して得られる水
中油型乳化物を殺菌処理する。ここに、殺菌は超高温加
熱滅菌(UHT)処理するのがよく、装置として例えば
APVプレート式UHT処理装置(APV社製)、CP
−UHT殺菌装置(クリマリィ・パッケージ社製)、ス
トルク・チューブラー型滅菌装置(ストルク社製)、コ
ンサーム掻取式UHT滅菌装置(アルファラバル社製)
等の間接加熱方式と、ユーペリゼーション滅菌装置(ア
ルプラ社製)、VTIS滅菌装置(アルファラバル社
製)、ラギアーUHT滅菌装置(ラギアー社製)、パラ
リゼーター(パッシュ・アンド・シルケボーグ社製)、
C.P.Vac-Heat・UHT殺菌装置(クリマリィー・パ
ッケージ社製)等の直接加熱方式が例示でき、これらの
何れの装置を使用してもよい。
Thus, the oil-in-water emulsion obtained by emulsification according to a conventional method is sterilized. Here, the sterilization is preferably performed by ultra high temperature heat sterilization (UHT) treatment, and examples of the apparatus include an APV plate type UHT processing apparatus (manufactured by APV), CP.
-UHT sterilizer (made by Crimary Package), Stork tubular type sterilizer (made by Stork), Contherm scraping type UHT sterilizer (made by Alfa Laval)
Indirect heating method such as, and the like, sterilization device (manufactured by Alpra), VTIS sterilizer (manufactured by Alfa Laval), Lagia UHT sterilizer (manufactured by Lagia), paralyzator (manufactured by Pash & Silkeborg),
C. P. A direct heating method such as a Vac-Heat / UHT sterilization device (made by Crimary Package) can be exemplified, and any of these devices may be used.

【0020】殺菌処理後の水中油型乳化物は、ホモゲナ
イザーまたはコロイドミル等で均質化し無菌的に容器に
充填し販売に供される。このようにして製造された水中
油型乳化物は常温での乳化安定性に優れるという特徴を
有する。
The oil-in-water emulsion after the sterilization treatment is homogenized by a homogenizer or a colloid mill and aseptically filled in a container for sale. The oil-in-water emulsion produced in this way is characterized by excellent emulsion stability at room temperature.

【0021】[0021]

【実施例】以下に実施例及び比較例を例示して本発明効
果をより一層明瞭にするが、これらは例示であって本発
明の精神がこれらの例示に限定されるものではない。特
に添加剤の添加順序或いは油相を水相へ又は水相を油相
へ加える等の乳化順序が以下の例示によって限定される
ものでないことは云うまでもない。なお、例中部及び%
は何れも重量基準を意味する。
EXAMPLES The effects of the present invention will be further clarified by exemplifying Examples and Comparative Examples below, but these are examples and the spirit of the present invention is not limited to these examples. Needless to say, the order of addition of additives or the order of emulsification such as addition of an oil phase to an aqueous phase or addition of an aqueous phase to an oil phase is not particularly limited by the following examples. The middle part and%
Means weight basis.

【0022】実施例1 ○ 非対称型二長鎖一短鎖トリグリセリドの調製 融点62℃、純度95%のトリパルミチン80部と酪酸メチル
エステル20部を53℃で混合し、1,3位特異性リパーゼ
( Lipozyme,ノボ社製)6部を添加して同温度でエステ
ル交換反応を行い、反応物を蒸留して脂肪酸エステルを
除去した。このようにして得たエステル交換油は、その
組成が非対称型二長鎖一短鎖トリグリセリド45%、対称
型一長鎖二短鎖トリグリセリド20%、未反応トリグリセ
リド35%であった。これを溶剤分別して純度90%の非対
称型二長鎖一短鎖トリグリセリド画分を得た。
Example 1 Preparation of asymmetric two long-chain one-short chain triglycerides 80 parts of tripalmitin having a melting point of 62 ° C. and a purity of 95% and 20 parts of butyric acid methyl ester were mixed at 53 ° C. to prepare 1,3-position specific lipase. 6 parts (Lipozyme, manufactured by Novo Co.) were added to carry out transesterification reaction at the same temperature, and the reaction product was distilled to remove the fatty acid ester. The composition of the thus obtained transesterified oil was asymmetric two long chain / one short chain triglyceride 45%, a symmetric one long chain two short chain triglyceride 20%, and an unreacted triglyceride 35%. This was subjected to solvent fractionation to obtain a 90% pure asymmetric type two long-chain / short-chain triglyceride fraction.

【0023】水56部に脱脂粉乳4部、蔗糖脂肪酸エステ
ル0.2 部を加えてホモミキサーにより20℃、20分間攪拌
して分散させた後、カカオ脂(S2U 75重量%)36部に、
上で調製した非対称型の二長鎖一短鎖トリグリセリド4
部及びレシチン0.3 部を添加した油相を加え、予備乳化
した後ホモゲナイザーを使用して75Kg/cm2の圧力下で均
質化し、次いでVTIS滅菌機(アルファラバル社製U
HT滅菌機)で140 ℃3秒間滅菌処理し、10Kg/cm2の圧
力下で均質化後、約5℃の冷蔵庫中で24時間以上エージ
ングして水中油型乳化物を得た。
4 parts of skim milk powder and 0.2 part of sucrose fatty acid ester were added to 56 parts of water, and the mixture was stirred by a homomixer at 20 ° C. for 20 minutes to disperse, and then added to 36 parts of cocoa butter (S 2 U 75% by weight).
Asymmetric two long-chain one-short chain triglycerides 4 prepared above
Part and an oil phase added with 0.3 part of lecithin were added, pre-emulsified and homogenized under a pressure of 75 kg / cm 2 using a homogenizer, and then a VTIS sterilizer (U manufactured by Alfa Laval Co.).
Sterilization was performed at 140 ° C. for 3 seconds with an HT sterilizer), homogenization was performed under a pressure of 10 kg / cm 2 , and then aging was performed in a refrigerator at about 5 ° C. for 24 hours or more to obtain an oil-in-water emulsion.

【0024】かくして得た水中油型乳化物を20℃および
25℃にて保存し、経時的に3ケ月間ヘキサンにて乳化物
中の遊離脂質を抽出し定量したが何れも1〜3%と低
く、乳化状態は極めて安定であった。
The oil-in-water emulsion thus obtained was treated at 20 ° C. and
It was stored at 25 ° C., and the free lipid in the emulsion was extracted with hexane over time for 3 months and quantified, but all were low at 1 to 3%, and the emulsified state was extremely stable.

【0025】比較例1 実施例1において、カカオ脂40部を使用し、非対称型の
二長鎖一短鎖トリグリセリドは全く使用せず、他は全て
同様にして水中油型乳化物を得た。この乳化物を20℃で
保存したところ、経時的に乳化物の増粘や固化が見ら
れ、約2時間で遊離脂質量は60%に達し、乳化が破壊さ
れていた。
Comparative Example 1 An oil-in-water emulsion was prepared in the same manner as in Example 1, except that 40 parts of cocoa butter was used, no asymmetric two long chain / one short chain triglyceride was used. When this emulsion was stored at 20 ° C., the emulsion thickened and solidified with time, the free lipid amount reached 60% in about 2 hours, and the emulsion was destroyed.

【0026】実施例2 実施例1において融点32℃、沃素価34.2のパーム油中融
点画分(S2U 80重量%)30部と実施例1で調製した非対
称型の二長鎖一短鎖トリグリセリド10部を使用した以外
は全て実施例1と同様に実施して水中油型乳化物を得
た。
Example 2 30 parts of a melting point fraction (S 2 U 80% by weight) in palm oil having a melting point of 32 ° C. and an iodine value of 34.2 in Example 1 and the asymmetric two long chain / one short chain prepared in Example 1 An oil-in-water emulsion was obtained in the same manner as in Example 1 except that 10 parts of triglyceride was used.

【0027】この乳化物を実施例1と同様にして実施し
た保存テストの結果、抽出された遊離脂質量は2%以下
で、乳化物の増粘あるいは固化は見られなかった。
As a result of a storage test conducted on this emulsion in the same manner as in Example 1, the amount of free lipid extracted was 2% or less, and neither thickening nor solidification of the emulsion was observed.

【0028】実施例3 実施例1において、融点32℃、沃素価34.2のパーム中融
点画分(S2U 80重量%)20部と融点30℃のコーン油硬化
油19.4部を使用し、実施例1で調製した非対称型の二長
鎖一短鎖トリグリセリドを0.6 部使用した以外は全て実
施例1と同様に実施して水中油型乳化物を得た。
Example 3 The procedure of Example 1 was repeated, except that 20 parts of a palm medium melting point fraction (S 2 U 80% by weight) having a melting point of 32 ° C. and an iodine value of 34.2 and 19.4 parts of hardened corn oil having a melting point of 30 ° C. were used. An oil-in-water emulsion was obtained in the same manner as in Example 1 except that 0.6 part of the asymmetric two long-chain one-short chain triglyceride prepared in Example 1 was used.

【0029】この乳化物を実施例1と同様にして実施し
た保存テストの結果、抽出された遊離脂質量は3%以下
で、乳化物の増粘あるいは固化は見られなかった。
As a result of a storage test conducted on this emulsion in the same manner as in Example 1, the amount of free lipid extracted was 3% or less, and neither thickening nor solidification of the emulsion was observed.

【0030】実施例4 ○ 非対称型二長鎖一短鎖トリグリセリドの調製 融点60℃、沃素価0.1 のパーム油中融点画分の極度硬化
油54部とカプリル酸メチルエステル46部を53℃で混合
し、1,3位特異性リパーゼ( Lipozyme,ノボ社製)6
部を添加して同温度でエステル交換反応を行い、反応物
を蒸留して脂肪酸エステルを除去した。このようにして
得たエステル交換油は、その組成が非対称型二長鎖一短
鎖トリグリセリド25%、対称型一長鎖二短鎖トリグリセ
リド52%、未反応トリグリセリド23%であった。これを
溶剤分別して純度88%の非対称型二長鎖一短鎖トリグリ
セリド画分を得た。
Example 4 Preparation of Asymmetric Two Long-chain One-short Chain Triglycerides 54 parts of extremely hardened oil of palm oil mid-melting fraction having a melting point of 60 ° C. and an iodine value of 0.1 and 46 parts of caprylic acid methyl ester were mixed at 53 ° C. , 1,3-specific lipase (Lipozyme, Novo) 6
Part was added to carry out transesterification reaction at the same temperature, and the reaction product was distilled to remove the fatty acid ester. The transesterified oil thus obtained had an asymmetric two-long chain one-short chain triglyceride composition of 25%, a symmetric one-long chain two-short chain triglyceride composition of 52%, and an unreacted triglyceride composition of 23%. This was subjected to solvent fractionation to obtain an asymmetric type two long-chain / short-chain triglyceride fraction having a purity of 88%.

【0031】水56部に脱脂粉乳4部、蔗糖脂肪酸エステ
ル0.2 部を加えてホモミキサーにより20℃、20分間攪拌
して分散させた後、パーム核油硬化油(融点31℃)36部
に先に調製した非対称型の二長鎖一短鎖トリグリセリド
4部及びレシチン0.3 部を添加した油相を加え予備乳化
した後75Kg/cm2の圧力下で均質化し、次いでVTIS滅
菌機(アルファラバル社製UHT滅菌機)で140 ℃3秒
間滅菌処理し、10Kg/cm2の圧力下で均質化後、約5℃の
冷蔵庫中で24時間以上エージングして水中油型乳化物を
得た。
4 parts of skimmed milk powder and 0.2 part of sucrose fatty acid ester were added to 56 parts of water, and the mixture was stirred and homogenized at 20 ° C. for 20 minutes with a homomixer and then dispersed in 36 parts of hardened palm kernel oil (melting point 31 ° C.). The oil phase containing 4 parts of asymmetric two long-chain short-chain triglycerides and 0.3 part of lecithin prepared above was pre-emulsified and homogenized under a pressure of 75 Kg / cm 2 , and then VTIS sterilizer (manufactured by Alfa Laval). UHT sterilizer) sterilized at 140 ° C. for 3 seconds, homogenized under a pressure of 10 kg / cm 2 , and then aged in a refrigerator at about 5 ° C. for 24 hours or more to obtain an oil-in-water emulsion.

【0032】かくして得た水中油型乳化物を20℃および
25℃にて保存し、経時的に3か月間ヘキサンにて乳化物
中の遊離脂質を抽出し定量したが何れも1〜3%と低
く、乳化状態は安定であった。
The oil-in-water emulsion thus obtained was treated at 20 ° C. and
It was stored at 25 ° C., and the free lipid in the emulsion was extracted and quantified with hexane for 3 months with time, and all were low at 1 to 3%, and the emulsion state was stable.

【0033】比較例2 実施例4において、パーム核油硬化油(融点31℃)39.6
部を使用し、実施例4で調製した非対称型の二長鎖一短
鎖トリグリセリドを0.4 部使用した以外は全て実施例4
と同様に実施して水中油型乳化物を得た。この乳化物を
実施例4と同様にして実施した20℃での保存テストの結
果、抽出された遊離脂質量は1日経過時点で35%に達
し、乳化物は増粘した。
Comparative Example 2 In Example 4, hardened palm kernel oil (melting point 31 ° C.) 39.6
Example 4 except that 0.4 parts of the asymmetric two long-chain one-short chain triglycerides prepared in Example 4 were used.
An oil-in-water emulsion was obtained in the same manner as in. As a result of a storage test at 20 ° C. performed on this emulsion in the same manner as in Example 4, the amount of free lipid extracted reached 35% at the lapse of one day, and the emulsion thickened.

【0034】実施例5 ○ 非対称型二長鎖一短鎖トリグリセリドの調製 融点62℃、純度95%のトリパルミチン55部とカプロン酸
メチルエステル45部を53℃で混合し、1,3位特異性リ
パーゼ( Lipozyme,ノボ社製)6部を添加して同温度で
エステル交換反応を行い、反応物を蒸留して脂肪酸エス
テルを除去した。このようにして得たエステル交換油
は、その組成が非対称型二長鎖一短鎖トリグリセリド27
%、対称型一長鎖二短鎖トリグリセリド54%、未反応ト
リグリセリド19%であった。これを溶剤分別して純度88
%の非対称型二長鎖一短鎖トリグリセリド画分を得た。
Example 5 Preparation of asymmetric two long-chain one-short chain triglycerides 55 parts of tripalmitin having a melting point of 62 ° C. and a purity of 95% and 45 parts of caproic acid methyl ester were mixed at 53 ° C. to give 1,3-position specificity. 6 parts of lipase (Lipozyme, manufactured by Novo Co.) was added and transesterification reaction was carried out at the same temperature, and the reaction product was distilled to remove the fatty acid ester. The transesterified oil thus obtained has an asymmetric composition of two long-chain one-short chain triglycerides.
%, Symmetric one long chain two short chain triglycerides 54%, unreacted triglycerides 19%. This is separated into solvents and the purity is 88
% Asymmetric two long chain short chain triglyceride fractions were obtained.

【0035】水56部に脱脂粉乳4部、蔗糖脂肪酸エステ
ル0.2 部を加えてホモミキサーにより20℃、20分間攪拌
して分散させた後、カカオ脂(S2U 75重量%)36部に上
で調製した非対称型の二長鎖一短鎖トリグリセリド4部
及びレシチン0.3 部を添加した油相を加え予備乳化した
後75Kg/cm2の圧力下で均質化し、次いでVTIS滅菌機
(アルファラバル社製UHT滅菌機)で140 ℃3秒間滅
菌処理し、10Kg/cm2の圧力下で均質化後、約5℃の冷蔵
庫中で24時間以上エージングして水中油型乳化物を得
た。
4 parts of skim milk powder and 0.2 part of sucrose fatty acid ester were added to 56 parts of water, and the mixture was stirred for 20 minutes at 20 ° C. with a homomixer to disperse, and then added to 36 parts of cocoa butter (S 2 U 75% by weight). The preliminarily emulsified oil phase prepared by adding 4 parts of the asymmetric two long chain / one short chain triglyceride and 0.3 part of lecithin prepared above was homogenized under a pressure of 75 kg / cm 2 and then VTIS sterilizer (manufactured by Alfa Laval). UHT sterilizer) sterilized at 140 ° C. for 3 seconds, homogenized under a pressure of 10 kg / cm 2 , and then aged in a refrigerator at about 5 ° C. for 24 hours or more to obtain an oil-in-water emulsion.

【0036】かくして得た水中油型乳化物を20℃および
25℃にて保存し、経時的に3か月間ヘキサンにて乳化物
中の遊離脂質を抽出し定量したが何れも1〜3%と低
く、乳化状態は安定であった。
The oil-in-water emulsion thus obtained was treated at 20 ° C. and
It was stored at 25 ° C., and the free lipid in the emulsion was extracted and quantified with hexane for 3 months with time, and all were low at 1 to 3%, and the emulsion state was stable.

【0037】比較例3 ○ 対称型二長鎖一短鎖トリグリセリドの調製 純度92%のトリカプロン14部とパルミチン酸エチルエス
テル86部を53℃で混合し、1,3位特異性リパーゼ( L
ipozyme,ノボ社製)6部を添加して同温度でエステル交
換反応を行い、反応物を蒸留して脂肪酸エステルを除去
した。このようにして得たエステル交換油は、その組成
が対称型二長鎖一短鎖トリグリセリド68%、非対称型一
長鎖二短鎖トリグリセリド20%、未反応トリグリセリド
12%であった。これを溶剤分別して純度92%の対称型二
長鎖一短鎖トリグリセリド画分を得た。
Comparative Example 3 Preparation of Symmetrical Two Long-chain One-short Chain Triglyceride 14 parts of tricapron having a purity of 92% and 86 parts of palmitic acid ethyl ester were mixed at 53 ° C. to prepare 1,3-position specific lipase (L
6 parts of ipozyme, manufactured by Novo Co., Ltd.) was added to carry out transesterification reaction at the same temperature, and the reaction product was distilled to remove the fatty acid ester. The transesterified oil thus obtained had a composition of symmetric two long chain one short chain triglycerides 68%, asymmetric one long chain two short chain triglycerides 20%, unreacted triglyceride
It was 12%. This was subjected to solvent fractionation to obtain a symmetrical two long-chain / short-chain triglyceride fraction having a purity of 92%.

【0038】実施例5において、非対称型の二長鎖一短
鎖トリグリセリドの代わりに上で得た対称型の二長鎖一
短鎖トリグリセリドを4部使用した以外は全て実施例5
と同様に実施して水中油型乳化物を得た。この乳化物を
実施例5と同様にして実施した20℃での保存テストの結
果、抽出された遊離脂質量は1日経過時点で45%に達
し、乳化物は増粘した。
All of Example 5 except that 4 parts of the above-obtained symmetrical two long-chain one-short chain triglycerides were used in place of the asymmetric two long-chain one-short chain triglycerides.
An oil-in-water emulsion was obtained in the same manner as in. As a result of a storage test conducted at 20 ° C. for this emulsion in the same manner as in Example 5, the amount of extracted free lipid reached 45% after one day, and the emulsion thickened.

【0039】比較例4 ○ 混合型二長鎖一短鎖トリグリセリドの調製 融点60℃、沃素価0.1 のパーム油中融点画分の極度硬化
油72部とトリカプロン28部を混合し、ナトリウムメチラ
ート0.3 部を添加してエステル交換反応を行い、反応物
を蒸留して脂肪酸エステルを除去した。このようにして
得たエステル交換油は、その組成が何れも対称型と非対
称型の混合型である、二長鎖一短鎖トリグリセリド25%
と一長鎖二短鎖トリグリセリド16%及び未反応トリグリ
セリド59%であった。これを溶剤分別して純度86%の対
称・非対称混合型の二長鎖一短鎖トリグリセリド画分を
得た。
Comparative Example 4 Preparation of Mixed-Type Two Long-Chain and Short-Chain Triglycerides 72 parts of extremely hardened oil of medium melting point fraction of palm oil having a melting point of 60 ° C. and an iodine value of 0.1 and 28 parts of tricapron were mixed and sodium methylate of 0.3 was mixed. Part was added for transesterification, and the reaction product was distilled to remove the fatty acid ester. The transesterified oil thus obtained has a composition of both symmetric type and asymmetric type, two long chain one short chain triglycerides 25%
And 16% of one long chain two short chain triglycerides and 59% of unreacted triglycerides. This was subjected to solvent fractionation to obtain a symmetric / asymmetric mixed type two long chain / short chain triglyceride fraction having a purity of 86%.

【0040】実施例5において、カカオ脂を30部使用し
上で得た対称・非対称混合型の二長鎖一短鎖トリグリセ
リドを10部使用した以外は全て実施例5と同様に実施し
て水中油型乳化物を得た。この乳化物を実施例5と同様
にして実施した20℃での保存テストの結果、抽出された
遊離脂質量は1日経過時点で52%に達し、乳化物は増粘
した。
The same procedure as in Example 5 was carried out except that 30 parts of cocoa butter was used and 10 parts of the symmetric / asymmetric mixed two long chain / short chain triglyceride obtained above was used. An oil type emulsion was obtained. As a result of a storage test conducted at 20 ° C. for this emulsion in the same manner as in Example 5, the amount of extracted free lipid reached 52% after one day, and the emulsion thickened.

【0041】[0041]

【効果】以上の如く、従来より水中油型乳化物を製造す
るに際して製造中または保存中に、或いは使用する油脂
の種類または使用量によって増粘または可塑化現象を起
こし易かったのであるが、本発明により製造中または保
存中に、或いは如何なる油脂を使用しても、増粘または
可塑化現象を起こし難く、常温で極めて乳化安定性に優
れた水中油型乳化物を製造することができるようになっ
たのであって、極めて有益である。
[Effect] As described above, it has been easy to cause a thickening or plasticization phenomenon during the production or storage of the oil-in-water emulsion, or depending on the type or amount of the oil or fat to be used. According to the invention, it is possible to produce an oil-in-water emulsion having excellent emulsion stability at room temperature, which is unlikely to cause a thickening or plasticizing phenomenon during production or storage or using any fats and oils. It has become extremely useful.

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】 油相と水相とを使用して水中油型乳化物
を製造するに際し、非対称型の二長鎖一短鎖トリグリセ
リドを全油脂成分中に1重量%以上添加使用することを
特徴とする、水中油型乳化物の製造法。
1. When producing an oil-in-water emulsion using an oil phase and an aqueous phase, it is preferable to add 1% by weight or more of an asymmetric two-long-chain / one-short-chain triglyceride to all fat components. A method for producing an oil-in-water emulsion, which is characterized.
【請求項2】 二長鎖一短鎖トリグリセリドの短鎖が炭
素原子数2〜8個、長鎖が16〜22個の鎖長を有する構成
脂肪酸から成る、請求項1に記載の方法。
2. The method according to claim 1, wherein the short chain of the two long-chain one-short chain triglycerides comprises constituent fatty acids having a chain length of 2 to 8 carbon atoms and a long chain of 16 to 22 carbon atoms.
JP4354102A 1992-12-15 1992-12-15 Production method of oil-in-water emulsion Expired - Fee Related JP2800610B2 (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009148168A (en) * 2007-12-18 2009-07-09 Akagi Nyugyo Co Ltd Soft cream mix composition and method for producing the same
JP2017501972A (en) * 2013-11-14 2017-01-19 ウルトラジェニクス ファーマシューティカル インク.Ultragenyx Pharmaceutical Inc. Solid composition of triglyceride and use thereof
JP2019170293A (en) * 2018-03-29 2019-10-10 日清オイリオグループ株式会社 Oil-in-water emulsion

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05236898A (en) * 1992-03-02 1993-09-17 Kao Corp Oil in water type emulsion for whip cream, powder and whip cream
JPH05236897A (en) * 1992-03-02 1993-09-17 Kao Corp Oil in water type emulsion for whip cream, powder and whip cream

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05236898A (en) * 1992-03-02 1993-09-17 Kao Corp Oil in water type emulsion for whip cream, powder and whip cream
JPH05236897A (en) * 1992-03-02 1993-09-17 Kao Corp Oil in water type emulsion for whip cream, powder and whip cream

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009148168A (en) * 2007-12-18 2009-07-09 Akagi Nyugyo Co Ltd Soft cream mix composition and method for producing the same
JP2017501972A (en) * 2013-11-14 2017-01-19 ウルトラジェニクス ファーマシューティカル インク.Ultragenyx Pharmaceutical Inc. Solid composition of triglyceride and use thereof
JP2019170293A (en) * 2018-03-29 2019-10-10 日清オイリオグループ株式会社 Oil-in-water emulsion

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