JP2000333653A - Acidic beverage - Google Patents

Acidic beverage

Info

Publication number
JP2000333653A
JP2000333653A JP11146439A JP14643999A JP2000333653A JP 2000333653 A JP2000333653 A JP 2000333653A JP 11146439 A JP11146439 A JP 11146439A JP 14643999 A JP14643999 A JP 14643999A JP 2000333653 A JP2000333653 A JP 2000333653A
Authority
JP
Japan
Prior art keywords
fatty acid
acid ester
acidic
polyglycerin
acidic beverage
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
JP11146439A
Other languages
Japanese (ja)
Other versions
JP3560136B2 (en
Inventor
Yukino Nagai
幸乃 長井
Hirotsugu Kido
浩胤 城戸
Toshiya Katsuragi
俊哉 葛城
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.)
Mitsubishi Chemical Corp
Original Assignee
Mitsubishi Chemical 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 Mitsubishi Chemical Corp filed Critical Mitsubishi Chemical Corp
Priority to JP14643999A priority Critical patent/JP3560136B2/en
Publication of JP2000333653A publication Critical patent/JP2000333653A/en
Application granted granted Critical
Publication of JP3560136B2 publication Critical patent/JP3560136B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Abstract

PROBLEM TO BE SOLVED: To provide an acidic beverage without fear of deterioration caused by microorganisms such as heat resistant acidophilic bacteria and the like. SOLUTION: This acidic beverage is made to contain a polyglycerol fatty acid ester composition having >=45 deg.C cloud point measured in an 8% Na2SO4 aqueous solution at 1 wt.% concentration and comprising a 14C saturated fatty acid as a constituent fatty acid.

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【発明の属する技術分野】本発明は、酸性飲料に関する
ものである。特に、耐熱性好酸性菌等の微生物による変
敗のおそれがないニアウオーター等の透明又は半透明な
酸性飲料に関するものである。本発明は、アルミニウム
やスチール等の金属缶入り、ガラスや陶磁器等のビン入
り、紙製や合成樹脂等の各種容器入りの状態で保存ない
し流通される酸性飲料に適用される。
The present invention relates to an acidic beverage. In particular, the present invention relates to a transparent or translucent acidic beverage such as near water which is not likely to be degraded by microorganisms such as heat-resistant acidophilic bacteria. INDUSTRIAL APPLICABILITY The present invention is applied to acidic beverages stored or distributed in a metal can such as aluminum or steel, in a bottle such as glass or ceramics, or in various containers such as paper or synthetic resin.

【0002】[0002]

【従来の技術】近年清涼飲料水の分野において,ニアウ
オーター(水系飲料)と呼ばれる透明または半透明な酸
性の飲料が商品化され市場を拡大している。これらの飲
料は、果汁やフレーバー,機能性素材等を含んだ機能性
飲料、スポーツ飲料、栄養補給飲料として販売されお
り、その液性は多くがpH=2.0〜4.5の酸性領域
である。このような酸性領域では通常の微生物は生育し
にくいと考えられており、従来パストル殺菌(90℃程
度の加熱殺菌)で充分とされてきた。
2. Description of the Related Art In recent years, in the field of soft drinks, transparent or translucent acidic drinks called near water (aqueous drinks) have been commercialized and the market has been expanding. These beverages are sold as functional beverages containing fruit juices, flavors, functional materials, etc., sports beverages, and nutritional supplement beverages, and their liquidity is mostly in the acidic range of pH = 2.0 to 4.5. is there. It is considered that ordinary microorganisms are unlikely to grow in such an acidic region, and pasteur sterilization (heat sterilization at about 90 ° C.) has conventionally been sufficient.

【0003】しかし酸性領域で生育する好酸性菌があ
り、さらにこれら好酸性菌の中には高い熱をかけても死
滅しがたい耐熱性好酸性菌と呼ばれる菌種が存在して、
従来のパストラル殺菌では生残する可能性のあることが
近年明らかとなってきた。実際に,果汁等酸性飲料の変
敗品から原因菌として耐熱性好酸性菌が分離されたとい
う報告がある(K.Yamazaki et al;Biosci.Biotech.Bioc
hem.,60(3),543-545,(1996))。
[0003] However, there are eosinophilic bacteria that grow in the acidic region, and among these eosinophilic bacteria, there is a bacterial species called heat-resistant eosinophilic bacteria that are difficult to be killed even by applying high heat.
It has recently become clear that conventional pastoral sterilization may survive. In fact, it has been reported that heat-resistant acidophilic bacteria were isolated as a causative bacterium from deteriorated products of acidic beverages such as fruit juice (K. Yamazaki et al; Biosci. Biotech. Bioc.
hem., 60 (3), 543-545, (1996)).

【0004】これら耐熱性好酸性菌による酸性飲料の変
敗を制御する方法として、飲料中の微生物を死滅させる
に充分な加熱殺菌を施す方法が考えられるが、風味の劣
化や栄養価の損失が大きい点で好ましい方法ではない。
また飲料に厳しい加熱殺菌を施した場合においても、P
ETボトルや紙容器に殺菌済みの飲料を充填する場合に
は、容器殺菌の際に死滅せずに生残する微生物や充填・
密封の行程で混入した微生物により製品が変敗すること
がある。そこで従来は,合成ないし天然の保存料を飲料
に含有させることによって保存性を高める方法がとられ
てきたが,保存料が敬遠されがちな昨今、食品工業にお
いては保存料を使用しがたい局面があった。
As a method for controlling deterioration of acidic beverages caused by these heat-resistant acidophilic bacteria, a method of performing heat sterilization sufficient to kill microorganisms in the beverage can be considered, but deterioration of flavor and loss of nutritional value are considered. This is not a preferred method because of its large size.
Also, when beverages are subjected to severe heat sterilization,
When filling ET bottles and paper containers with sterilized beverages, microorganisms that remain without dying during container sterilization and filling
Microorganisms introduced during the sealing process can degrade the product. Therefore, in the past, a method of increasing the preservability by incorporating a synthetic or natural preservative into a beverage has been adopted. However, in recent years when the preservative tends to be avoided, it is difficult to use the preservative in the food industry. was there.

【0005】[0005]

【発明が解決しようとする課題】これに対し食品用乳化
剤の抗菌性を利用して飲料の変敗を防止する方法が知ら
れている。耐熱性好酸性菌に対して抗菌効果のある乳化
剤としては,ラウリン酸またはパルミチン酸のショ糖モ
ノ脂肪酸エステルやペンタグリセリンジカプリン酸エス
テルの生育阻止効果が報告されているが(K.Yamazki et
al;日本食品科学工学会誌.,44(12),905〜911,(199
7)),これらの乳化剤は酸性水溶液中での長期透明保存
性に問題があり、保存中に濁りや沈殿を生じてしまうた
めに透明又は半透明な酸性飲料への使用は適さないとい
う問題点があった。
On the other hand, there is known a method for preventing deterioration of a beverage by utilizing the antibacterial property of a food emulsifier. It has been reported that sucrose monofatty acid esters of lauric acid or palmitic acid and pentaglycerin dicaprate are effective as emulsifiers having an antibacterial effect against heat-resistant acidophilic bacteria (K. Yamazki et al.
al; Journal of Japan Society for Food Science and Technology., 44 (12), 905-911, (199
7)), these emulsifiers have a problem in long-term transparency storage in acidic aqueous solutions, and are not suitable for use in transparent or translucent acidic beverages because they cause turbidity or precipitation during storage. was there.

【0006】[0006]

【課題を解決するための手段】そこで、本発明者らは、
上記の様な課題を解決するために鋭意研究を重ねたとこ
ろ、特定のポリグリセン脂肪酸エステル組成物を含有す
る酸性水溶液が長期に渡って濁りや沈殿を生じずに透明
性を保持し、かつ当該ポリグリセリン脂肪酸エステルに
よって耐熱性好酸性菌の生育を阻止できることを見いだ
し、本発明に到達した。
Means for Solving the Problems Accordingly, the present inventors have:
After intensive studies to solve the above problems, the acidic aqueous solution containing the specific polyglycene fatty acid ester composition maintained transparency without causing turbidity or precipitation for a long time, and The present inventors have found that the growth of thermostable acidophilic bacteria can be inhibited by glycerin fatty acid ester, and reached the present invention.

【0007】すなわち,本発明の要旨は、8%Na2S
O4水溶液中1重量%濃度で測定した曇点が45℃以上
であり、構成脂肪酸が炭素数14の飽和脂肪酸であるポ
リグリセリン脂肪酸エステル組成物を含有する事を特徴
とする酸性飲料に存する。更に第2の要旨は、酸性飲料
が透過度10%以上(測定波長620nmで測定した場
合)のものであることを特徴とする前記酸性飲料に存す
る。
That is, the gist of the present invention is that 8% Na 2 S
The acidic beverage has a cloud point measured at a concentration of 1% by weight in an O4 aqueous solution of 45 ° C. or higher and contains a polyglycerin fatty acid ester composition in which the constituent fatty acid is a saturated fatty acid having 14 carbon atoms. A second gist of the present invention resides in the acidic beverage, wherein the acidic beverage has a transmittance of 10% or more (when measured at a measurement wavelength of 620 nm).

【0008】[0008]

【発明の実施の形態】以下に本発明をさらに詳細に説明
する。本願発明の酸性飲料は、8%Na2SO4水溶液中
1重量%濃度で測定した曇点が45℃以上であり、構成
脂肪酸が炭素数14の飽和脂肪酸であるポリグリセリン
脂肪酸エステル組成物を含有する。
BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in more detail. The acidic beverage of the present invention has a cloud point measured at a concentration of 1% by weight in an aqueous 8% Na 2 SO 4 solution of 45 ° C. or higher, and contains a polyglycerin fatty acid ester composition in which the constituent fatty acid is a saturated fatty acid having 14 carbon atoms. I do.

【0009】ポリグリセリンミリスチン酸エステル組成
物はポリグリセリンと脂肪酸との反応により得られるエ
ステル体と未反応ポリグリセリンの混合物であり、この
混合物特性は,ポリグリセリンの重合度、脂肪酸のエス
テル化率(未反応ポリグリセリン量)、エステル化の内
訳比率(モノ体、ジ体、トリ体などの割合)などにより
決定されるが、これら全ての要件の特定は極めて難し
い。また、この特性は一般的に界面活性剤の特性を規定
するために用いられるHLBだけでは規定することが出
来ない。本発明では、近年新たな規定法として提唱され
ている「曇点」での特定を行うものである。
The polyglycerin myristic acid ester composition is a mixture of an ester obtained by reacting polyglycerin and a fatty acid and an unreacted polyglycerin. The characteristics of the mixture include the degree of polymerization of the polyglycerin, the esterification rate of the fatty acid ( It is determined by the amount of unreacted polyglycerin) and the breakdown ratio of esterification (the ratio of mono-, di-, and tri-forms), but it is extremely difficult to specify all these requirements. Also, this property cannot be defined only by the HLB used to define the properties of the surfactant. In the present invention, identification is performed at a "cloud point" proposed as a new regulation method in recent years.

【0010】「曇点」とは、水和している非イオン性界
面活性剤が高温で脱水和して水から分離してくる現象で
あり、ポリオキシエチレン系の界面活性剤では良く知ら
れている。曇点はポリグリセリン脂肪酸エステルの構造
組成に鋭敏であり、脂肪酸石鹸の影響をも反映するの
で,親水性の程度や組成の違いをより性格に識別するこ
とが出来る。さらに、簡便に測定できることから、ポリ
グリセリン脂肪酸エステルの特徴を代表とする物性とし
て最も優れている。従って、ポリグリセリン脂肪酸エス
テルにおいては、曇点はHLB(親水性と疎水性のバラ
ンス)よりも有用な指標となる。ポリグリセリンは多数
の水酸基を持つために,ポリオキシエチレン系の界面活
性剤と比較すると,全般的に曇点が高く、水の沸点を超
えるものも多いので、そのような場合適当な塩水溶液を
用いることにより簡易に測定することが出来る(特開平
9−157386号公報参照)。通常、親水性が強いほ
ど曇点は高くなる。また、エステル化率が同じであって
もモノエステル含量が多いエステル組成の方がより親水
性が高く、曇点も高くなる。
The "cloud point" is a phenomenon in which a hydrated nonionic surfactant is dehydrated at a high temperature and separated from water, and is well known among polyoxyethylene-based surfactants. ing. The cloud point is sensitive to the structural composition of the polyglycerin fatty acid ester and reflects the effect of the fatty acid soap, so that the difference in the degree of hydrophilicity and the composition can be distinguished more precisely. Furthermore, since it can be easily measured, it is the most excellent physical property typified by the characteristic of polyglycerin fatty acid ester. Therefore, in polyglycerol fatty acid esters, the cloud point is a more useful index than HLB (balance between hydrophilicity and hydrophobicity). Since polyglycerin has a large number of hydroxyl groups, its cloud point is generally higher than that of polyoxyethylene surfactants, and many of them exceed the boiling point of water. It can be easily measured by using the compound (see JP-A-9-157386). Usually, the stronger the hydrophilicity, the higher the cloud point. Further, even if the esterification rate is the same, an ester composition having a higher monoester content has higher hydrophilicity and a higher cloud point.

【0011】曇点測定法としては,通常、1〜30%の
塩化ナトリウムまたは硫酸ナトリウム溶液にポリグリセ
リン脂肪酸エステルを溶解した後、測定する必要があ
り、その条件は対象となる試料の溶解性により異なる
が,本発明においては、まずポリグリセリン脂肪酸エス
テルを1重量%となるように8%硫酸ナトリウム水溶液
に分散し、加熱しながら攪拌し、均一な水溶液とする。
そして得られたポリグリセリン脂肪酸エステル均一水溶
液を、0℃以上100℃以下の任意の温度で2〜5℃刻
みに振とう攪拌・静地し、ポリグリセリン脂肪酸エステ
ルが油状あるいはゲル状のごとく分離し、不均一水溶液
となった状態を測定する。この不均一状態を「曇点」と
呼び、本発明ではその温度を求める。0℃未満では氷の
融点以下、100℃を越えると水の沸点以上となるため
に、正確な水溶液状態の観察が難しく曇点測定が困難と
なるので好ましくない。
As a method for measuring the cloud point, it is usually necessary to measure the polyglycerol fatty acid ester after dissolving it in a 1% to 30% sodium chloride or sodium sulfate solution. The conditions depend on the solubility of the target sample. Although different, in the present invention, the polyglycerin fatty acid ester is first dispersed in an 8% aqueous solution of sodium sulfate so as to have a concentration of 1% by weight, and stirred while heating to obtain a uniform aqueous solution.
Then, the obtained homogeneous aqueous solution of polyglycerin fatty acid ester is shaken at 2 to 5 ° C. at an arbitrary temperature of 0 ° C. or more and 100 ° C. or less, stirred, and settled to separate the polyglycerin fatty acid ester into oil or gel. Then, the state of a non-uniform aqueous solution is measured. This non-uniform state is called "cloud point", and the temperature is determined in the present invention. If the temperature is lower than 0 ° C., the temperature is lower than the melting point of ice, and if it is higher than 100 ° C., the temperature is higher than the boiling point of water.

【0012】ポリグリセリン脂肪酸エステルは、一般的
にはポリグリセリンと脂肪酸をアルカリ触媒存在下に1
80〜260℃の温度で反応させることにより得られ
る。ポリグリセリンに対して脂肪酸の仕込み比率が大き
いと曇点の低い組成物が得られ、逆の場合は曇点の高い
組成物が得られる。従って、親水性の高い組成物を得よ
うとする場合、脂肪酸に対してポリグリセリンを等モル
または過剰にする必要がある。
The polyglycerin fatty acid ester is generally prepared by reacting polyglycerin and a fatty acid in the presence of an alkali catalyst.
It is obtained by reacting at a temperature of 80 to 260 ° C. If the ratio of the charged fatty acid to polyglycerin is large, a composition having a low cloud point is obtained, and if the proportion is opposite, a composition having a high cloud point is obtained. Therefore, in order to obtain a composition having a high hydrophilicity, it is necessary to make polyglycerin equimolar or excess with respect to the fatty acid.

【0013】本発明の特定曇点のポリグリセリン脂肪酸
エステル組成物を得るためには、通常、アルカリ触媒の
量を減じ、2段階反応で後半の温度を高める方法、例え
ば反応温度180〜260℃でのエステル化反応後に、
さらに反応温度を10〜50℃上昇させて1〜4時間反
応させる方法を用いることが出来る(特開平7−145
104号公報参照)。
In order to obtain the polyglycerol fatty acid ester composition having a specific cloud point according to the present invention, the amount of the alkali catalyst is usually reduced and the temperature in the latter half of the two-stage reaction is increased, for example, at a reaction temperature of 180 to 260 ° C. After the esterification reaction of
Further, a method of raising the reaction temperature by 10 to 50 ° C. and reacting for 1 to 4 hours can be used (JP-A-7-145).
No. 104).

【0014】反応させるポリグリセリンが過剰の場合に
は、未反応のポリグリセリンを製品中に多く含むことに
なる。未反応のポリグリセリン量が多いほどポリグリセ
リン脂肪酸エステル組成物の親水性は高くなるが、実質
のポリグリセリン脂肪酸エステル量は少なくなるため
に、耐熱性好酸性菌等への微生物に対する抗菌効果が低
くなる。従って、残存するポリグリセリンの量は70重
量%以下が好ましく、更に好ましくは60重量%以下で
ある。
If the amount of polyglycerin to be reacted is excessive, unreacted polyglycerin will be contained in a large amount in the product. As the amount of unreacted polyglycerin increases, the hydrophilicity of the polyglycerin fatty acid ester composition increases, but since the actual amount of polyglycerin fatty acid ester decreases, the antibacterial effect on microorganisms to heat-resistant acidophilic bacteria and the like is low. Become. Therefore, the amount of the remaining polyglycerin is preferably 70% by weight or less, more preferably 60% by weight or less.

【0015】本発明のポリグリセリン脂肪酸エステルを
構成するポリグリセリンの平均重合度は、好ましくは6
〜12である。本発明のポリグリセリン脂肪酸エステル
を構成する脂肪酸は、炭素数14の飽和脂肪酸である。
炭素数が14よりも小さい脂肪酸では,これを含有した
酸性水溶液の長期にわたる透明性は保持できるものの耐
熱性好酸性菌の生育阻止効果が不十分であり,炭素数が
14よりも大きい脂肪酸では透明性の保持および耐熱性
好酸性菌の生育阻止効果ともに不十分であるため、本発
明の目的を達成することが出来ない。
The average degree of polymerization of the polyglycerol constituting the polyglycerol fatty acid ester of the present invention is preferably 6
~ 12. The fatty acid constituting the polyglycerin fatty acid ester of the present invention is a saturated fatty acid having 14 carbon atoms.
For fatty acids having less than 14 carbon atoms, the acidic aqueous solution containing the same can maintain the long-term transparency, but the effect of inhibiting the growth of heat-resistant eosinophilic bacteria is insufficient. Neither of the objectives of the present invention can be attained because both the retention of heat and the effect of inhibiting the growth of heat-resistant acidophilic bacteria are insufficient.

【0016】本発明の酸性飲料は、例えば果汁や香料,
機能性素材,酸味料等を含んだ水系飲料(ニアウオータ
ー)であって,具体的には機能性飲料、スポーツ飲料、
栄養補給飲料等が挙げられる。これら酸性飲料のpH
は、飲料に添加する酸味料等の含有量により異なるが、
通常は2.0〜4.5である。また、本発明で使用され
るポリグリセンリン脂肪酸エステル組成物は、透明度の
低い酸性飲料にも使用できるが、半透明飲料、透明飲料
の飲料への使用が適しており、特に透明飲料への使用に
適している。本発明の酸性飲料は、測定波長620nm
における透過度が10%以上の飲料であることが好まし
く、更には透過度が30%以上であることが好ましく、
特に透過度が50%以上であることが好ましい。透過度
は、分光光度計(島津製作所UV-1200)、1cm厚石英セル
を用い、対照を脱塩水としてその透過度100%として測定
したものである。
The acidic beverage of the present invention is, for example, fruit juice, flavor,
A water-based beverage (near water) containing functional ingredients, acidulants, etc. Specifically, functional beverages, sports beverages,
Nutritional supplement drinks and the like. PH of these acidic beverages
Depends on the content of acidulants added to the beverage,
Usually, it is 2.0 to 4.5. In addition, the polyglycerin fatty acid ester composition used in the present invention can be used for acidic beverages having low transparency, but is suitable for use in semi-transparent beverages, transparent beverages, and particularly for transparent beverages. Suitable for. The acidic beverage of the present invention has a measurement wavelength of 620 nm.
Is preferably a beverage having a transmittance of 10% or more, and more preferably a transmittance of 30% or more,
In particular, the transmittance is preferably 50% or more. The transmittance was measured using a spectrophotometer (Shimadzu Corporation UV-1200), a 1 cm thick quartz cell, and using a control as demineralized water with a transmittance of 100%.

【0017】本発明の酸性飲料中のポリグリセリン脂肪
酸エステル組成物の含有量は一般には0.0001〜1
重量%であるが、添加量が多いと苦み、薬品臭等が感じ
られることがあるので、好ましくは0.0001〜0.
05重量%である。本発明の酸性飲料には、透明性、抗
菌性に影響を与えない範囲であれば他の乳化剤や有機
酸、日持ち向上剤等の添加物を併用してもよい。
The content of the polyglycerin fatty acid ester composition in the acidic beverage of the present invention is generally 0.0001 to 1
However, if the amount is too large, bitterness and chemical odor may be felt.
05% by weight. To the acidic beverage of the present invention, other additives such as an emulsifier, an organic acid, and a shelf life improving agent may be used in combination as long as they do not affect the transparency and the antibacterial property.

【0018】本発明の酸性飲料の製造法としては、容器
に充填・密封後に加熱殺菌する方法,充填前に加熱殺菌
し微生物の混入が少ない状態で熱間または無菌充填する
方法が挙げられる。飲料を充填する容器としては、アル
ミニウムやスチール等の金属缶、ガラスや陶磁器等のビ
ン、紙製や合成樹脂等の容器が挙げられる。本発明の対
象となる耐熱性好酸性菌としては特に限定されないが、
一般的にはAlicyclobacillus acidoterrestris,Alicycl
obacillus acidocaldarius,Alicyclobacillus cyclohep
tanicus等が挙げられる。
Examples of the method for producing the acidic beverage of the present invention include a method of heat sterilization after filling and sealing a container, and a method of hot or aseptic filling with heat sterilization before filling and little contamination of microorganisms. Examples of containers for filling beverages include metal cans such as aluminum and steel, bottles such as glass and ceramics, and containers made of paper or synthetic resin. The heat-resistant eosinophilic bacterium of the present invention is not particularly limited,
Generally, Alicyclobacillus acidoterrestris, Alicycl
obacillus acidocaldarius, Alicyclobacillus cyclohep
tanicus and the like.

【0019】[0019]

【実施例】以下、本発明を実施例により更に具体的に説
明するが、本発明は、その要旨を超えない限り,以下の
実施例に限定されるものではない。 製造例1 デカグリセリン(平均重合度8.77,平均分子量667,水
酸基価906)667g(1.00モル)とミリスチン酸(純度99
%,平均分子量228)129g(0.56モル)を加熱ジャケッ
ト付き攪拌型反応槽に仕込み、10%水酸化ナトリウム0.1
19g(対原料合計量0.0025wt%)を加えて、窒素気流下、
240℃に昇温して3時間反応させた後、更に260℃で4時
間反応させてデカグリセリンモノミリスチン酸エステル
(酸価0.5mgKOH/g、鹸化価40mgKOH/g)を786gを得た。
これを試料Aとする。
EXAMPLES Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to the following examples unless it exceeds the gist thereof. Production Example 1 667 g (1.00 mol) of decaglycerin (average degree of polymerization 8.77, average molecular weight 667, hydroxyl value 906) and myristic acid (purity 99)
%, Average molecular weight 228) of 129 g (0.56 mol) was placed in a stirred reactor equipped with a heating jacket, and 10% sodium hydroxide 0.1
Add 19g (total amount of raw material 0.0025wt%) and under nitrogen flow,
After raising the temperature to 240 ° C. and reacting for 3 hours, it was further reacted at 260 ° C. for 4 hours to obtain 786 g of decaglycerin monomyristate (acid value 0.5 mg KOH / g, saponification value 40 mg KOH / g).
This is designated as Sample A.

【0020】製造例2 デカグリセリンに対するミリスチン酸の反応仕込みモル
比を0.80とする以外は製造例1と同様の方法で、デカグ
リセリンモノミリスチン酸エステル(酸価0.5mgKOH/g、
鹸化価54mgKOH/g)を合成した。これを試料Bとする。 製造例3 デカグリセリンに対するミリスチン酸の反応仕込みモル
比を1.0とする以外は製造例1と同様の方法で、デカグ
リセリンモノミリスチン酸エステル(酸価0.5mgKOH/g、
鹸化価64mgKOH/g)を合成した。これを試料Cとする。
Production Example 2 Decaglycerin monomyristate (acid value 0.5 mg KOH / g, acid value 0.5 mg KOH / g) was prepared in the same manner as in Production Example 1 except that the molar ratio of myristic acid to decaglycerin was changed to 0.80.
A saponification value of 54 mgKOH / g) was synthesized. This is designated as Sample B. Preparation Example 3 Decaglycerin monomyristate (acid value 0.5 mg KOH / g, acid value 0.5 mg KOH / g,
A saponification value of 64 mgKOH / g) was synthesized. This is designated as Sample C.

【0021】製造例4 ラウリン酸(純度99%,平均分子量200)を用い、デカグ
リセリンに対するラウリン酸の反応仕込みモル比を1.0
とする以外は製造例1と同様の方法で、デカグリセリン
モノラウリン酸エステル(酸価0.5mgKOH/g、鹸化価66mg
KOH/g)を合成した。これを試料Dとする。
Production Example 4 Using lauric acid (purity 99%, average molecular weight 200), the molar ratio of lauric acid to decaglycerin was set to 1.0.
Decaglycerin monolaurate (acid value 0.5 mg KOH / g, saponification value 66 mg) in the same manner as in Production Example 1 except that
KOH / g) was synthesized. This is designated as Sample D.

【0022】製造例5 パルミチン酸(純度96%,平均分子量256)を用い、デカ
グリセリンに対するパルミチン酸の反応仕込みモル比を
1.0とする以外は製造例1と同様の方法で、デカグリセ
リンモノパルミチン酸エステル(酸価0.5mgKOH/g、鹸化
価61mgKOH/g)を合成した。これを試料Eとする。
Production Example 5 Using palmitic acid (purity 96%, average molecular weight 256), the reaction molar ratio of palmitic acid to decaglycerin was determined.
Decaglycerin monopalmitate (acid value 0.5 mg KOH / g, saponification value 61 mg KOH / g) was synthesized in the same manner as in Production Example 1 except that the value was changed to 1.0. This is designated as Sample E.

【0023】実施例1、2 比較例1〜3 上記製造例1〜5により製造した試料A〜Eのポリグリ
セリン脂肪酸エステル組成物について下記の方法により
曇点を測定した後、各ポリグリセン脂肪酸エステル組成
物の長期保存時の透明性及び耐熱性好酸性菌に対する発
育阻止効果を求めた。その結果を表1に示す。
Examples 1 and 2 Comparative Examples 1 to 3 The cloud points of the polyglycerol fatty acid ester compositions of Samples A to E prepared in Preparation Examples 1 to 5 were measured by the following method. The transparency of the product during long-term storage and the growth inhibitory effect on thermostable acidophilic bacteria were determined. Table 1 shows the results.

【0024】<曇点の測定方法>ポリグリセリン脂肪酸
エステルを1重量%となるように8%硫酸ナトリウム水
溶液に分散し、加熱しながら攪拌し、均一な水溶液とす
る。そして得られたポリグリセリン脂肪酸エステル均一
水溶液を、0℃以上100℃以下の任意の温度で2.5℃
刻みに振とう攪拌・静地し、ポリグリセリン脂肪酸エス
テルが油状あるいはゲル状のごとく分離し、不均一水溶
液となった状態の温度を測定する。
<Method of Measuring Cloud Point> Polyglycerin fatty acid ester is dispersed in an 8% aqueous sodium sulfate solution so as to be 1% by weight, and stirred while heating to obtain a uniform aqueous solution. Then, the obtained homogeneous aqueous solution of polyglycerol fatty acid ester is heated at an arbitrary temperature of 0 ° C or higher and 100 ° C or lower at 2.5 ° C.
The mixture is shaken, stirred and settled, and the temperature is measured in a state where the polyglycerol fatty acid ester is separated as an oil or a gel, and becomes a heterogeneous aqueous solution.

【0025】<透明性保持確認試験>ポリグリセリン脂
肪酸エステル組成物0.01gをpH=2.9の水溶液
(クエン酸0.1%水溶液)100gに溶解して透明な溶
液を調整した。これを25℃で4週間保存して、濁りまた
は沈殿等析出物の有無を目視で観察した。
<Transparency Retention Confirmation Test> A transparent solution was prepared by dissolving 0.01 g of the polyglycerol fatty acid ester composition in 100 g of an aqueous solution (0.1% aqueous citric acid solution) having a pH of 2.9. This was stored at 25 ° C. for 4 weeks, and the presence or absence of a precipitate such as turbidity or precipitation was visually observed.

【0026】<耐熱性好酸性菌に対する抗菌試験>TY
G培地(バクトトリプトン1.0重量%、酵母エキス
0.2重量%,ブドウ糖0.5重量%、pH=4.0)
を作製し、試験管に10mlずつ採取して密封し加熱滅
菌を行った。この培地へ,ポリグリセリン脂肪酸エステ
ルをその濃度が0.005重量%になるよう無菌的に添
加し,Alicyclobacillus acidoterrestrisを1.0×1
5個接種した。その後、培地が87℃で1分保持され
るように試験管を加熱し、冷却後に40℃で7日間保存
した。好酸性菌の発育有無は、容器底または培地表面に
白い綿状物が見られるかどうかを目視で観察して調べ、
綿状物が見られない場合に発育阻止効果があると判定し
た。
<Antibacterial test against thermostable acidophilic bacteria>
G medium (Bactotryptone 1.0% by weight, yeast extract 0.2% by weight, glucose 0.5% by weight, pH = 4.0)
Was prepared in a test tube, and 10 ml of each sample was collected, sealed, and sterilized by heating. To this medium, polyglycerin fatty acid ester was aseptically added to a concentration of 0.005% by weight, and Alicyclobacillus acidoterrestris was added to 1.0 × 1.
0 was five inoculation. Thereafter, the test tube was heated so that the medium was maintained at 87 ° C. for 1 minute, and after cooling, was stored at 40 ° C. for 7 days. The growth of eosinophilic bacteria is examined by visually observing whether or not white floc is found on the bottom of the container or the surface of the culture medium.
When no floc was found, it was determined that there was a growth inhibitory effect.

【0027】[0027]

【表1】 *透明性保持に関する評価基準 ×:保存中に濁りまたは析出物が観察される。 ○:保存中に濁りまたは析出物が観察されない。 *発育阻止効果に関する評価基準 ×:容器底または培地表面に白い綿状物が観察される。 ○:培地に異物は観察されず、完全に耐熱性好酸性菌の発育を阻止している。[Table 1] * Evaluation criteria for maintaining transparency ×: Turbidity or precipitate is observed during storage. :: No turbidity or precipitate is observed during storage. * Evaluation Criteria for Growth Inhibiting Effect x: White floc is observed on the bottom of the container or the surface of the medium. :: No foreign substance was observed in the medium, and the growth of thermostable acidophilic bacteria was completely inhibited.

【0028】表1の結果より、本願発明の特定のポリグ
リセリン脂肪酸エステル組成物を含有する飲料は、長期
保存しても透明性を保持し、かつ、耐熱性好酸性菌の発
育を阻止する効果を有することが確認された。
From the results in Table 1, it can be seen that the beverage containing the specific polyglycerol fatty acid ester composition of the present invention has the effect of maintaining transparency even after long-term storage and inhibiting the growth of heat-resistant acidophilic bacteria. It was confirmed to have.

【0029】[0029]

【発明の効果】本発明により、長期間に渡って濁りや沈
殿を生じずに透明性を保持し、かつ、耐熱性好酸性菌等
の微生物による変敗のおそれがない酸性飲料が提供され
る。
According to the present invention, there is provided an acidic beverage which maintains transparency without causing turbidity or sedimentation for a long period of time and which is not likely to be degraded by microorganisms such as heat-resistant acidophilic bacteria. .

───────────────────────────────────────────────────── フロントページの続き (72)発明者 葛城 俊哉 神奈川県横浜市青葉区鴨志田町1000番地 三菱化学株式会社横浜総合研究所内 Fターム(参考) 4B017 LC07 LC10 LE10 LK01 LK06 LL07  ────────────────────────────────────────────────── ─── Continued on the front page (72) Inventor Toshiya Katsuragi 1000 Kamoshita-cho, Aoba-ku, Yokohama-shi, Kanagawa Prefecture F-term in Yokohama Research Laboratory, Mitsubishi Chemical Corporation 4B017 LC07 LC10 LE10 LK01 LK06 LL07

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】 8%Na2SO4水溶液中1重量%濃度で
測定した曇点が45℃以上であり、構成脂肪酸が炭素数
14の飽和脂肪酸であるポリグリセリン脂肪酸エステル
組成物を含有することを特徴とする酸性飲料。
1. A polyglycerol fatty acid ester composition having a cloud point of 45 ° C. or higher as measured at a concentration of 1% by weight in an 8% Na 2 SO 4 aqueous solution and a constituent fatty acid being a saturated fatty acid having 14 carbon atoms. An acidic beverage characterized by the following.
【請求項2】 酸性飲料が透過度10%以上(測定波長
620nmで測定した場合)のものであることを特徴と
する請求項1記載の酸性飲料。
2. The acidic beverage according to claim 1, wherein the acidic beverage has a transmittance of 10% or more (when measured at a measurement wavelength of 620 nm).
JP14643999A 1999-05-26 1999-05-26 Acidic beverage Expired - Lifetime JP3560136B2 (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002171926A (en) * 2000-12-08 2002-06-18 Mitsubishi Chemicals Corp Oil-in-water type emulsion
JP2013081454A (en) 2011-09-27 2013-05-09 Kao Corp Packaged beverage
WO2017150715A1 (en) * 2016-03-04 2017-09-08 伸人 鷲尾 Beverage product and method and apparatus for producing beverage product

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002171926A (en) * 2000-12-08 2002-06-18 Mitsubishi Chemicals Corp Oil-in-water type emulsion
JP2013081454A (en) 2011-09-27 2013-05-09 Kao Corp Packaged beverage
WO2017150715A1 (en) * 2016-03-04 2017-09-08 伸人 鷲尾 Beverage product and method and apparatus for producing beverage product
US10869492B2 (en) 2016-03-04 2020-12-22 Nobuto Washio Beverage product and method and apparatus for producing beverage product

Also Published As

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