JP2002262786A - Emulsion stabilizer containing diglycerol fatty acid ester and lactic acid fatty acid ester salt - Google Patents

Emulsion stabilizer containing diglycerol fatty acid ester and lactic acid fatty acid ester salt

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Publication number
JP2002262786A
JP2002262786A JP2001064879A JP2001064879A JP2002262786A JP 2002262786 A JP2002262786 A JP 2002262786A JP 2001064879 A JP2001064879 A JP 2001064879A JP 2001064879 A JP2001064879 A JP 2001064879A JP 2002262786 A JP2002262786 A JP 2002262786A
Authority
JP
Japan
Prior art keywords
fatty acid
acid ester
emulsion stabilizer
milk
lactic acid
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
JP2001064879A
Other languages
Japanese (ja)
Other versions
JP3840906B2 (en
Inventor
Akihiro Ogawa
晃弘 小川
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
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Filing date
Publication date
Application filed by Mitsubishi Chemical Corp filed Critical Mitsubishi Chemical Corp
Priority to JP2001064879A priority Critical patent/JP3840906B2/en
Publication of JP2002262786A publication Critical patent/JP2002262786A/en
Application granted granted Critical
Publication of JP3840906B2 publication Critical patent/JP3840906B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Dairy Products (AREA)
  • Tea And Coffee (AREA)
  • General Preparation And Processing Of Foods (AREA)
  • Non-Alcoholic Beverages (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

PROBLEM TO BE SOLVED: To obtain an emulsion stabilizer capable of maintaining a long-term emulsion stability of a milk beverage. SOLUTION: This emulsion stabilizer contains a diglycerol fatty acid ester and a lactic acid fatty acid ester salt. This milk beverage contains the emulsion stabilizer.

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、飲料用乳化安定剤
に関するものである。詳しくはジグリセリン脂肪酸エス
テル及び乳酸脂肪酸エステル塩を含有する乳化安定剤、
および該乳化安定剤を含有した加熱殺菌を施した際の熱
安定性および長期間の保存安定性に優れた乳飲料に関す
るものである。
TECHNICAL FIELD The present invention relates to an emulsion stabilizer for beverages. Specifically, an emulsion stabilizer containing diglycerin fatty acid ester and lactic acid fatty acid ester salt,
And a milk beverage containing the emulsion stabilizer and having excellent heat stability and long-term storage stability when subjected to heat sterilization.

【0002】[0002]

【従来の技術】一般的に乳飲料は長期保存のために加熱
殺菌処理を経て製造されるが、生残する耐熱性の強い高
温芽胞菌の増殖による変敗を防止するために、ポリグリ
セリン脂肪酸エステル、特にグリセリンの重合度が2で
あるジグリセリン脂肪酸エステルを添加する方法が提案
されている(特開平8−228676号公報)。
2. Description of the Related Art Milk drinks are generally produced through heat sterilization for long-term storage. In order to prevent deterioration due to the growth of surviving high-temperature spores having high heat resistance, polyglycerin fatty acid is used. A method of adding an ester, particularly a diglycerin fatty acid ester having a degree of polymerization of glycerin of 2, has been proposed (JP-A-8-228676).

【0003】また、保存中における乳化破壊による脂肪
の遊離や蛋白質の凝集の発生を抑制し、乳化安定性を長
期間保持するために、ジグリセリン脂肪酸エステルと有
機酸モノグリセリドを併用する方法が提案されている
(特開平10−165151号公報)。
Further, a method has been proposed in which a diglycerin fatty acid ester and an organic acid monoglyceride are used in combination in order to suppress the release of fat and the aggregation of proteins due to emulsification destruction during storage and to maintain the emulsion stability for a long period of time. (JP-A-10-165151).

【0004】[0004]

【発明が解決しようとする課題】これらの方法では、ジ
グリセリン脂肪酸エステルが高温芽胞菌と相互作用し、
変敗防止の目的に使われるため、乳化目的に使用される
乳化剤量が減少する。従って、良好な乳化状態を維持す
るためにはジグリセリン脂肪酸エステルまたは有機酸モ
ノグリセリドの添加量を増加する必要がある。
In these methods, diglycerin fatty acid ester interacts with thermophilic spores,
Since it is used for the purpose of preventing deterioration, the amount of emulsifier used for the purpose of emulsification decreases. Therefore, in order to maintain a good emulsified state, it is necessary to increase the amount of diglycerin fatty acid ester or organic acid monoglyceride added.

【0005】ところが、有機酸モノグリセリドは水分散
性に優れないことから、飲料中に均一に分散する可能性
が極めて低く、保存中良好な乳化状態を保つことが困難
である。さらに、有機酸モノグリセリドは添加量が増加
した場合、乳飲料調製中に完全に分散、溶解せずに「ま
まこ」の状態になってしまうことがあり、均質化した場
合に均質化圧力が急激に上昇するなど工程上の問題点が
生じることもある。
However, since organic acid monoglyceride is not excellent in water dispersibility, it is extremely unlikely to be uniformly dispersed in a beverage, and it is difficult to maintain a good emulsified state during storage. In addition, when the amount of the organic acid monoglyceride added increases, the milk beverage may not completely disperse and dissolve during preparation of the milk beverage, but may become a `` mamako '' state. In some cases, there may be a problem in the process such as an increase in the temperature.

【0006】一方、近年、消費者の嗜好を反映してコー
ヒー豆本来の味を強調したコーヒー飲料が数多く製造、
販売されており、使用される豆の量も増加する傾向にあ
る。このようなコーヒー豆量の多いコーヒーにジグリセ
リン脂肪酸エステルを添加後加熱殺菌すると、乳成分が
飲料中の上方にまとまって浮上し、乳成分が集まった白
い乳成分相と、乳成分を含まないコーヒー相の2相に分
離する現象が観察される。特に最近では、缶入り飲料に
代わり、PETボトル入り飲料が普及してきているた
め、PETボトル飲料において乳成分の分離が起こった
場合には、消費者に不快な印象を与え、商品価値が低下
したり、クレームの原因につながる可能性がある。
[0006] On the other hand, in recent years, many coffee beverages that emphasize the original taste of coffee beans reflecting the tastes of consumers have been manufactured.
It is sold and the amount of beans used tends to increase. After adding the diglycerin fatty acid ester to such coffee with a large amount of coffee beans and then heat sterilizing, the milk component floats together in the upper part of the beverage, the white milk component phase in which the milk component is collected, and does not contain the milk component. A phenomenon of separation into two phases of the coffee phase is observed. In recent years, PET bottled beverages have become more popular in place of canned beverages. If milk component separation occurs in PET bottled beverages, it gives consumers an unpleasant impression and reduces commercial value. Or cause a claim.

【0007】そこで、水分散性に優れる乳化剤を含有
し、乳成分相とコーヒー相が相分離せず、且つ長期間保
存しても乳成分の凝集が起こらないコーヒーの開発が望
まれていた。
[0007] Therefore, there has been a demand for development of a coffee containing an emulsifier having excellent water dispersibility, which does not cause phase separation between the milk component phase and the coffee phase and which does not cause aggregation of the milk component even when stored for a long period of time.

【0008】[0008]

【課題を解決するための手段】この様な問題点を解決す
べく本発明者らは鋭意検討した結果、ジグリセリン脂肪
酸エステルと乳酸脂肪酸エステル塩を水と混合して乳飲
料を調製すると、乳飲料調製時に「ままこ」が生じるこ
ともなく、更にコーヒー含量が多い飲料でも、良好な乳
化安定性を長時間持続できることを見出し、本発明に到
達した。
Means for Solving the Problems The inventors of the present invention have conducted intensive studies to solve such problems, and as a result, when a diglycerin fatty acid ester and a lactic acid fatty acid ester salt are mixed with water to prepare a milk drink, the milk The present inventors have found that "mamako" does not occur at the time of preparing a beverage, and that a good emulsification stability can be maintained for a long time even with a beverage having a high coffee content, and the present invention has been achieved.

【0009】すなわち、本発明の要旨は、ジグリセリン
脂肪酸エステルと乳酸脂肪酸エステル塩を含有する乳化
安定剤に存する。また、本発明の別の要旨は、アルカリ
触媒を用いたグリセリンと脂肪酸のエステル化反応終了
後に、乳酸を混合することを特徴とする前記乳化安定剤
の製造方法に存する。
That is, the gist of the present invention resides in an emulsion stabilizer containing a diglycerin fatty acid ester and a lactic acid fatty acid ester salt. Another aspect of the present invention resides in the method for producing an emulsion stabilizer, wherein lactic acid is mixed after the esterification reaction of glycerin and a fatty acid using an alkali catalyst is completed.

【0010】また、本発明の別の要旨は、前記乳化安定
剤を含有する乳飲料に存する。
[0010] Another aspect of the present invention resides in a milk beverage containing the emulsion stabilizer.

【0011】[0011]

【発明の実施の形態】以下、本発明を詳細に説明する。
本発明は、ジグリセリン脂肪酸エステルと乳酸脂肪酸エ
ステル塩を含有する乳化安定剤に関するものである。本
発明の乳化安定剤に使用されるジグリセリン脂肪酸エス
テルは、通常、モノエステル含量が50重量%以上であ
り、70重量%以上であることが好ましい。ジグリセリ
ン脂肪酸エステルの構成脂肪酸の炭素数は、通常8〜2
2、好ましくは10〜22、更に好ましくは14〜18
である。構成脂肪酸は、飽和または不飽和のいずれでも
良いが、好ましくは飽和脂肪酸である。具体的には、カ
プリル酸、カプリン酸、ラウリン酸、ミリスチン酸、パ
ルミチン酸、ステアリン酸、ベヘン酸、オレイン酸等が
例示されるが、中でもパルミチン酸が好ましい。構成脂
肪酸は2種以上組み合わせて使用してもよい。モノエス
テル含量が70重量%以上であり、かつパルミチン酸を
主成分(好ましくは80重量%以上)とするものは、高
温芽胞菌の増殖を抑制する効果が高く好ましい。
BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail.
The present invention relates to an emulsion stabilizer containing a diglycerin fatty acid ester and a lactic acid fatty acid ester salt. The diglycerin fatty acid ester used in the emulsion stabilizer of the present invention usually has a monoester content of 50% by weight or more, and preferably 70% by weight or more. The carbon number of the constituent fatty acids of the diglycerin fatty acid ester is usually 8 to 2
2, preferably 10 to 22, more preferably 14 to 18
It is. The constituent fatty acid may be either saturated or unsaturated, but is preferably a saturated fatty acid. Specific examples include caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, and oleic acid. Of these, palmitic acid is preferred. Constituent fatty acids may be used in combination of two or more. Those having a monoester content of 70% by weight or more and containing palmitic acid as a main component (preferably 80% by weight or more) are preferable because they have a high effect of suppressing the growth of high-temperature spores.

【0012】本発明で用いる乳酸脂肪酸エステル塩は、
例えば、乳酸ステアロイルカルシウム、乳酸ステアロイ
ルナトリウムなど、その一部は食品添加物としてパンな
どの用途に用いられている。乳酸脂肪酸エステル塩の構
成脂肪酸は、一般に、炭素数10〜22までの飽和また
は不飽和の脂肪酸を用いることができ、さらに炭素数1
4〜18までの飽和または不飽和脂肪酸であれば、乳飲
料に添加した場合に風味を損なわないことから好ましく
用いることが出来る。不飽和脂肪酸より、飽和脂肪酸の
方が好ましく、中でもパルミチン酸が好ましい。構成脂
肪酸は2種以上併用してもよい。
The lactic acid fatty acid ester salt used in the present invention comprises:
For example, some of them, such as stearoyl calcium lactate and sodium stearoyl lactate, are used as food additives in applications such as bread. In general, a saturated or unsaturated fatty acid having 10 to 22 carbon atoms can be used as a constituent fatty acid of the lactic acid fatty acid ester salt.
A saturated or unsaturated fatty acid of 4 to 18 can be preferably used because it does not impair the flavor when added to a milk drink. Saturated fatty acids are preferred over unsaturated fatty acids, and palmitic acid is particularly preferred. Two or more constituent fatty acids may be used in combination.

【0013】乳酸脂肪酸エステル塩は、一般に、乳酸脂
肪酸エステルのナトリウム塩、カリウム塩、またはカル
シウム塩であるが、カリウム塩であることが好ましい。
本発明で用いる乳酸脂肪酸エステル塩は、上記に規定さ
れた脂肪酸を含有していれば、いずれの方法により製造
されたものについても使用可能であるが、本発明の機能
を十分に発揮するためには、乳酸脂肪酸エステル塩の純
度が高い方が好ましい。
The lactic acid fatty acid ester salt is generally a sodium, potassium or calcium salt of a lactic acid fatty acid ester, but preferably a potassium salt.
The lactic acid fatty acid ester salt used in the present invention can be used for any one produced by any method as long as it contains the fatty acid defined above, but in order to sufficiently exhibit the functions of the present invention. It is preferable that the purity of the lactic acid fatty acid ester salt is high.

【0014】乳酸脂肪酸エステル塩の製造方法として
は、アルカリ触媒存在下、脂肪酸と乳酸を100〜25
0℃で直接エステル化させる方法(米国特許第2733
252号)或いは乳酸を脂肪酸の酸クロライドと反応さ
せる方法(米国特許第2789992号)等により製造
された乳酸脂肪酸エステルを、水酸化カリウムなどのア
ルカリにより中和することで塩とするのが一般的であ
る。一方、脂肪酸の低級アルコールエステルと乳酸塩の
エステル交換反応(特開平9−157216号公報)に
より1段階で乳酸脂肪酸エステル塩を製造することもで
きる。
As a method for producing a lactic acid fatty acid ester salt, a fatty acid and lactic acid are mixed in an amount of 100 to 25 in the presence of an alkali catalyst.
Direct esterification at 0 ° C. (U.S. Pat.
252) or a method in which lactic acid is reacted with an acid chloride of a fatty acid (US Pat. No. 2,789,992) to form a salt by neutralizing the lactic acid fatty acid ester with an alkali such as potassium hydroxide. It is. On the other hand, a lactic acid fatty acid ester salt can be produced in one step by a transesterification reaction between a lower alcohol ester of a fatty acid and a lactate (JP-A-9-157216).

【0015】本発明の乳化安定剤は、ジグリセリン脂肪
酸エステル及び乳酸脂肪酸エステル塩を必須成分とする
が、ジグリセリン脂肪酸エステルの水分散性が良好では
ないことから、より優れた抗菌効果を発揮するために、
抗菌剤としてショ糖脂肪酸エステルを併用することが好
ましい。ショ糖脂肪酸エステルのモノエステル含量は、
好ましくは50%以上であり、更に好ましくは70%以
上である。構成脂肪酸の炭素数は、通常10〜22であ
るが、好ましくは、14〜20である。飽和脂肪酸、不
飽和脂肪酸のいずれでもよいが、好ましくは飽和脂肪酸
である。中でもパルミチン酸とステアリン酸が好まし
く、パルミチン酸が特に好ましい。構成脂肪酸中のパル
ミチン酸、ステアリン酸の含量は、好ましくは70%以
上、更に好ましくは80%以上である。モノエステル含
量が70%以上であり、かつ構成脂肪酸の80%以上が
パルミチン酸であるショ糖脂肪酸エステルが、抗菌性の
点で最も好ましい。また、ショ糖脂肪酸エステルのHL
B値としては、15以上、22以下のものを好ましく用
いることができる。
The emulsion stabilizer of the present invention contains a diglycerin fatty acid ester and a lactic acid fatty acid ester salt as essential components. However, since the water dispersibility of the diglycerin fatty acid ester is not good, a more excellent antibacterial effect is exhibited. for,
It is preferable to use a sucrose fatty acid ester as an antibacterial agent. The monoester content of the sucrose fatty acid ester is
It is preferably at least 50%, more preferably at least 70%. The constituent fatty acid usually has 10 to 22 carbon atoms, but preferably has 14 to 20 carbon atoms. Any of a saturated fatty acid and an unsaturated fatty acid may be used, but a saturated fatty acid is preferred. Among them, palmitic acid and stearic acid are preferable, and palmitic acid is particularly preferable. The content of palmitic acid and stearic acid in the constituent fatty acids is preferably at least 70%, more preferably at least 80%. Sucrose fatty acid esters having a monoester content of 70% or more and palmitic acid of 80% or more of the constituent fatty acids are most preferable in terms of antibacterial properties. In addition, HL of sucrose fatty acid ester
A B value of 15 or more and 22 or less can be preferably used.

【0016】本発明の乳化安定剤におけるジグリセリン
脂肪酸エステルと乳酸脂肪酸エステル塩の配合比は、一
般に、1:0.001〜1:1(重量比)であるが、好
ましくは1:0.01〜1:1である。ショ糖脂肪酸エ
ステルを併用する場合の配合比は、一般に、ジグリセリ
ン脂肪酸エステル:乳酸脂肪酸エステル塩:ショ糖脂肪
酸エステル=0.025〜0.3:0.000025〜
0.3:0.03〜0.3(重量比)である。
The compounding ratio of the diglycerin fatty acid ester and the lactic acid fatty acid ester salt in the emulsion stabilizer of the present invention is generally from 1: 0.001 to 1: 1 (weight ratio), preferably from 1: 0.01. 11: 1. When sucrose fatty acid esters are used in combination, the mixing ratio is generally diglycerin fatty acid ester: lactic acid fatty acid ester salt: sucrose fatty acid ester = 0.025-0.3: 0.000025-
0.3: 0.03 to 0.3 (weight ratio).

【0017】また、本発明の乳化安定剤は、本発明の効
果を損なわない範囲で、他の成分を含有していてもよ
い。他の成分としては、例えば、レシチン、リゾレシチ
ン、ポリグリセリン脂肪酸エステル、ソルビタン脂肪酸
エステル等を例示できる。本発明の乳化安定剤は、各成
分を単に混合して調製してもよいし、ジグリセリン脂肪
酸エステルの製造過程で乳酸脂肪酸エステル塩を副生さ
せ、乳酸脂肪酸エステル塩を含有するジグリセリン脂肪
酸エステルを製造することによって調製してもよい。
The emulsion stabilizer of the present invention may contain other components as long as the effects of the present invention are not impaired. Examples of other components include lecithin, lysolecithin, polyglycerin fatty acid ester, sorbitan fatty acid ester, and the like. The emulsion stabilizer of the present invention may be prepared by simply mixing each component, or by-producing a lactic acid fatty acid ester salt in the process of producing a diglycerin fatty acid ester, and a diglycerin fatty acid ester containing a lactic acid fatty acid ester salt. May be prepared by preparing

【0018】本発明の乳化安定剤を、各成分を単に混合
して調製する場合、その混合順序は特に限定されず、こ
れらを一度に混合することが工程上都合がよい。この場
合は、混合粉体の均一性を保つために、ジグリセリン脂
肪酸エステル及び乳酸脂肪酸エステル塩の粒径、嵩密度
などを揃えるのが好ましい。ショ糖脂肪酸エステル等の
他の成分を入れる場合にも、必須の2成分と同時に混合
することが工程上都合がよい。
When the emulsion stabilizer of the present invention is prepared by simply mixing the components, the order of mixing is not particularly limited, and mixing them all at once is convenient in terms of the process. In this case, in order to maintain the uniformity of the mixed powder, it is preferable that the particle size, bulk density, and the like of the diglycerin fatty acid ester and the lactic acid fatty acid ester salt are uniform. When other components such as sucrose fatty acid ester are added, it is convenient in the process to mix the two essential components simultaneously.

【0019】次に、ジグリセリン脂肪酸エステルの製造
時に、乳酸脂肪酸エステル塩を副生させて本発明の乳化
安定剤を調製する方法を説明する。一般的に、ジグリセ
リン脂肪酸エステルはジグリセリンと脂肪酸をアルカリ
触媒下にエステル化反応させることにより製造されてい
る。そして、一般にエステル化反応終了後に、アルカリ
触媒を中和する目的で、アルカリ触媒と当量若しくは当
量以下の中和剤を添加する。ここで、中和剤として乳酸
を混合すると、乳酸、未反応の脂肪酸、及びアルカリ触
媒が反応して、乳酸脂肪酸エステル塩が生成し、乳酸脂
肪酸エステル塩が含有されたジグリセリン脂肪酸エステ
ルが製造できる。この方法によると、未反応の脂肪酸を
乳酸脂肪酸エステルの原料として使用できるので、未反
応の脂肪酸を除去するために行う分子蒸留などの工程を
省くことができる上、ジグリセリン脂肪酸エステルと乳
酸脂肪酸エステル塩の混合工程を省略することが出来る
ので、製造コストの削減ができて好ましい。
Next, a method for preparing the emulsion stabilizer of the present invention by producing a lactic acid fatty acid ester salt as a by-product during the production of the diglycerin fatty acid ester will be described. Generally, diglycerin fatty acid esters are produced by subjecting diglycerin and a fatty acid to an esterification reaction in the presence of an alkali catalyst. In general, after the esterification reaction, a neutralizing agent equivalent to or less than the alkali catalyst is added for the purpose of neutralizing the alkali catalyst. Here, when lactic acid is mixed as a neutralizing agent, lactic acid, unreacted fatty acid, and an alkali catalyst react to generate a lactic acid fatty acid ester salt, and a diglycerin fatty acid ester containing the lactic acid fatty acid ester salt can be produced. . According to this method, the unreacted fatty acid can be used as a raw material of the lactic acid fatty acid ester, so that steps such as molecular distillation performed for removing the unreacted fatty acid can be omitted, and diglycerin fatty acid ester and lactic acid fatty acid ester can be omitted. Since the salt mixing step can be omitted, the production cost can be reduced, which is preferable.

【0020】尚、アルカリ触媒を中和しない場合、また
は中和剤として、塩酸やリン酸などの酸を用いた場合に
は、脂肪酸石鹸を含有するジグリセリン脂肪酸エステル
が製造される。このような工程で得られるジグリセリン
脂肪酸エステルを本発明の乳化安定剤の原料として使用
すると、ジグリセリン脂肪酸エステルの純度が低下する
上、乳酸脂肪酸エステル塩と混合する工程が必要となり
好ましくない。
When the alkali catalyst is not neutralized or when an acid such as hydrochloric acid or phosphoric acid is used as a neutralizing agent, a diglycerin fatty acid ester containing a fatty acid soap is produced. When the diglycerin fatty acid ester obtained in such a step is used as a raw material of the emulsion stabilizer of the present invention, the purity of the diglycerin fatty acid ester is lowered and a step of mixing with the lactic acid fatty acid ester salt is required, which is not preferable.

【0021】本発明の乳化安定剤は、直接飲料に添加す
ることも出来るが、一般的には、この乳化安定剤を水と
混合して乳化安定剤水溶液とし、これを飲料に添加す
る。乳化安定剤水溶液の製造法としては、例えば、乳化
安定剤を上記方法で製造し、これに水を添加し、50〜
60℃で攪拌することが工程上都合がよい。本発明の乳
化安定剤より調製される飲料は、牛乳、ミルクコーヒ
ー、ミルクティー、豆乳など、乳脂肪、乳蛋白質等の乳
成分を含有する乳飲料である。中でも、ミルクコーヒー
またはミルク紅茶が好ましい。乳成分としては、牛乳、
全脂粉乳、スキンミルクパウダー、フレッシュクリーム
等が挙げられるが、脱脂粉乳などの蛋白質とバターやミ
ルクオイル等の乳脂とを個別に加えて調整してもよい。
乳飲料中の乳成分の含量は、通常牛乳換算で4〜60重
量%、好ましくは10〜25重量%である。乳飲料のp
Hとしては、通常、5.5〜7.0の中性または弱酸性
であることが好ましい。勿論、この他、砂糖、香料、ビ
タミンなどの公知の配合剤や本発明の乳化安定剤以外の
乳化剤、安定剤を加えてもよい。その他の乳化安定剤と
して、レシチン、リゾレシチン、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を例示できる。
The emulsion stabilizer of the present invention can be added directly to a beverage, but generally, the emulsion stabilizer is mixed with water to form an aqueous emulsion stabilizer solution, and this is added to the beverage. As a method for producing an emulsion stabilizer aqueous solution, for example, an emulsion stabilizer is produced by the above-described method, and water is added to the emulsion stabilizer.
Stirring at 60 ° C. is convenient in the process. The beverage prepared from the emulsion stabilizer of the present invention is a milk beverage containing milk components such as milk fat and milk protein, such as milk, milk coffee, milk tea and soy milk. Among them, milk coffee or milk tea is preferred. As milk components, milk,
Examples include whole-fat milk powder, skin milk powder, fresh cream, and the like. Proteins such as skim milk powder and milk fat such as butter and milk oil may be individually added and adjusted.
The content of the milk component in the milk drink is usually 4 to 60% by weight, preferably 10 to 25% by weight in terms of milk. Milk drink p
As H, it is usually preferred to be 5.5 to 7.0 neutral or weakly acidic. Of course, other known additives such as sugar, fragrance and vitamin, and emulsifiers and stabilizers other than the emulsion stabilizer of the present invention may be added. Examples of other emulsion stabilizers include lecithin, lysolecithin, polyglycerin fatty acid ester, and sorbitan fatty acid ester.

【0022】本発明の乳化安定剤はこれらの乳飲料のう
ち、コーヒー豆含量の多いコーヒーに対して特に顕著な
効果がある。該コーヒーは、コーヒー焙煎豆より得られ
るコーヒー抽出液、乳成分、および乳化安定剤を含有す
る。コーヒー豆は特に限定されず、同一の種類のコーヒ
ー豆を使用しても、2種類以上のコーヒー豆を混合して
用いてもよい。また、焙煎の方法、抽出方法も特に限定
されず一般的に実施されている方法を用いて構わない。
コーヒー抽出液の含有量としては生豆換算で5〜10重
量%であることが好ましく、乳成分の含有量は牛乳換算
で4〜25重量%であることが好ましい。
The emulsion stabilizer of the present invention has a particularly remarkable effect on coffee having a high coffee bean content among these milk drinks. The coffee contains a coffee extract obtained from roasted coffee beans, a milk component, and an emulsion stabilizer. The coffee beans are not particularly limited, and the same type of coffee beans may be used, or two or more types of coffee beans may be mixed and used. In addition, the method of roasting and the method of extraction are not particularly limited, and a commonly practiced method may be used.
The content of the coffee extract is preferably 5 to 10% by weight in terms of raw beans, and the content of the milk component is preferably 4 to 25% by weight in terms of milk.

【0023】本発明の乳化安定剤を添加した乳飲料は、
コーヒーを例にとると、コーヒー抽出液、砂糖および牛
乳等の乳成分を混合した後、乳化安定剤または乳化安定
剤の水溶液を混合し、さらに重曹を加えてpHを調整し
た後にホモジナイザーを用いて均質化処理を行ない、さ
らに加熱殺菌処理を行なうことにより調製される。本発
明の乳化安定剤を添加した乳飲料は、UHT殺菌のよう
な殺菌温度130〜150℃で121℃の殺菌価(F0)が
10〜50に相当するような超高温殺菌を施しても殺菌
直後の乳化物の耐熱性が高く、さらに長期間の乳化安定
性を保持することができる。このため、通常121℃、
20〜40分でレトルト殺菌される缶飲料はもちろんの
こと、UHT殺菌後に無菌充填されるPETボトル用飲
料なども含まれる。特にPETボトルコーヒーではコー
ヒー相と乳成分相の2相に分離する現象が観察される場
合があるが、本発明の乳化安定剤を用いることにより、
分離が抑制されるのみならず、長期間良好な乳化状態を
保つことができる。
The milk beverage to which the emulsion stabilizer of the present invention is added,
Taking coffee as an example, after mixing milk components such as coffee extract, sugar and milk, mixing an aqueous solution of an emulsion stabilizer or an emulsion stabilizer, further adjusting the pH by adding sodium bicarbonate, and then using a homogenizer. It is prepared by performing a homogenization treatment and further performing a heat sterilization treatment. The milk beverage to which the emulsion stabilizer of the present invention is added can be sterilized even when subjected to ultra-high temperature sterilization such as a UHT sterilization at a sterilization temperature of 130 to 150 ° C and a sterilization value (F0) of 121 ° C corresponding to 10 to 50. Immediately after, the heat resistance of the emulsion is high, and the emulsion stability can be maintained for a long time. For this reason, usually 121 ° C,
It includes not only canned beverages that can be retorted in 20 to 40 minutes but also beverages for PET bottles that are aseptically filled after UHT sterilization. Particularly, in PET bottle coffee, a phenomenon of separation into two phases of a coffee phase and a dairy component phase may be observed, but by using the emulsion stabilizer of the present invention,
Not only separation is suppressed, but also a good emulsified state can be maintained for a long time.

【0024】通常、乳飲料に添加されるジグリセリン脂
肪酸エステルは0.025〜0.3重量%、乳酸脂肪酸
エステル塩は0.000025〜0.3重量%、ショ糖
脂肪酸エステルは0.03〜0.3重量%である。乳飲
料中における本発明の乳化安定剤の添加量は、一般に、
0.025〜0.9重量%、好ましくは0.05〜0.
5重量%である。
Usually, 0.025 to 0.3% by weight of diglycerin fatty acid ester, 0.000025 to 0.3% by weight of lactic acid fatty acid ester salt and 0.03 to 0.3% by weight of sucrose fatty acid ester are added to milk beverages. 0.3% by weight. The amount of the emulsion stabilizer of the present invention in the milk beverage is generally
0.025-0.9% by weight, preferably 0.05-0.
5% by weight.

【0025】[0025]

【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。また、比、%および
部は特に断りがない限り、いずれも重量比、重量%およ
び重量部を表す。
EXAMPLES Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to the following examples unless it exceeds the gist of the present invention. Further, all ratios, percentages and parts are by weight unless otherwise specified.

【0026】[製造例]反応容器にピリジン300ml
及び乳酸(純度90%)100gを仕込み、これにパル
ミトイルクロライド100gを滴下し、水冷下に1.5
時間、次いで50〜60℃で1時間反応させた。反応混
合液にpHが2.0に達するまで8規定塩酸を添加した
ところ白色油状物質が析出したので反応液から分取し
た。取得量は138gであった。これをヘキサン550
mlに溶解し、水400mlを加えてよく振とうした
後、水相とヘキサン相とに成層分離した。ヘキサン相か
らヘキサンを蒸発させて除去し、乳酸パルミチン酸エス
テル88モル%、パルミチン酸12モル%の固体88g
を得た。これをヘキサン400mlに溶解したのち18
℃に保持して結晶を析出させた。得られた結晶をヘキサ
ンから再結晶して白色板状の乳酸パルミチン酸エステル
を得た。収量は56gで、パルミチン酸の含有率は1モ
ル%以下であった。この乳酸パルミチン酸エステルを水
に分散させ、等モルの水酸化カリウムを作用させて、乳
酸パルミチン酸エステルカリウム塩を得た。以下、これ
をPPLと省略する。
[Production Example] 300 ml of pyridine in a reaction vessel
And 100 g of lactic acid (purity 90%), and 100 g of palmitoyl chloride was added dropwise thereto.
The reaction was allowed to proceed for 1 hour at 50-60 ° C for an hour. When 8N hydrochloric acid was added to the reaction mixture until the pH reached 2.0, a white oily substance was precipitated and was separated from the reaction mixture. The amount obtained was 138 g. Hexane 550
Then, 400 ml of water was added, and the mixture was shaken well, followed by layer separation into an aqueous phase and a hexane phase. The hexane is removed by evaporating hexane from the hexane phase, and 88 g of lactic palmitic ester and 88 g of palmitic acid of 12 mol% are solids.
I got After dissolving this in 400 ml of hexane, 18
The temperature was kept at ℃ to precipitate crystals. The obtained crystals were recrystallized from hexane to obtain a white plate-like lactic acid palmitate. The yield was 56 g, and the palmitic acid content was 1 mol% or less. This lactate palmitate was dispersed in water, and an equimolar amount of potassium hydroxide was allowed to act thereon to obtain a lactate palmitate potassium salt. Hereinafter, this is abbreviated as PPL.

【0027】[実施例1]ジグリセリンモノパルミチン
酸エステル97.9重量部、PPL2.1重量部を混合
して乳化安定剤を調製し、このうち0.5gに脱塩水4
9.5gを加え、50℃で攪拌して乳化安定剤水溶液を
調製した。次に、焙煎コーヒー豆(コロンビアEX、L値
26)450gを95℃の脱塩水4500gで抽出し、
コーヒー抽出液を得た。コーヒー抽出液583g、牛乳
120g、グラニュー糖60g、及び先に製造した乳化
安定剤水溶液、及び脱塩水を加えて全量を1000gと
した。この溶液に重曹を加えて殺菌後のpHが6.3と
なるように調整し、これを高圧ホモジナイザーを用いて
60〜70℃の温度で150kg/50kgの圧力で均
質化後、プレート式UHT殺菌装置(日阪製作所STS
−100)により殺菌温度137℃、殺菌時間(ホール
ド時間)60秒の条件で殺菌し(F0=40)、無菌状
態で350mLPETボトルに充填し冷却することによ
りコーヒーを得た。得られたミルクコーヒーを5℃で保
存してもミルク相とコーヒー相の2相分離は観察されな
かった。
Example 1 An emulsion stabilizer was prepared by mixing 97.9 parts by weight of diglycerin monopalmitate and 2.1 parts by weight of PPL.
9.5 g was added and stirred at 50 ° C. to prepare an aqueous emulsion stabilizer solution. Next, 450 g of roasted coffee beans (Columbia EX, L value 26) were extracted with 4500 g of demineralized water at 95 ° C,
A coffee extract was obtained. 583 g of coffee extract, 120 g of milk, 60 g of granulated sugar, the previously prepared emulsion stabilizer aqueous solution, and demineralized water were added to make a total amount of 1000 g. The solution was adjusted to pH 6.3 after sterilization by adding sodium bicarbonate, and the solution was homogenized using a high-pressure homogenizer at a temperature of 60 to 70 ° C. at a pressure of 150 kg / 50 kg, and then subjected to plate-type UHT sterilization. Equipment (Hisaka STS)
According to -100), sterilization was performed under the conditions of a sterilization temperature of 137 ° C. and a sterilization time (hold time) of 60 seconds (F0 = 40), and the mixture was aseptically filled into a 350 mL PET bottle and cooled to obtain coffee. Even when the obtained milk coffee was stored at 5 ° C., no two-phase separation of the milk phase and the coffee phase was observed.

【0028】殺菌直後のコーヒーについて、メジアン粒
径(粒径の出現頻度の合計が50%となる粒径)測定を
行い、乳化安定性について評価した。粒径測定はHOL
IBA社製、LA−500を用いた。次に、得られたミ
ルクコーヒーを5℃で1ヶ月間保存し、再分散後にメジ
アン粒径測定、及びFormalAction社製、T
urbiscanMA2000によりクリームオフ量を
測定した。評価結果を表1に示した。
With respect to the coffee immediately after sterilization, the median particle size (the particle size at which the total appearance frequency of the particle sizes becomes 50%) was measured, and the emulsion stability was evaluated. Particle size measurement is HOL
LA-500 manufactured by IBA was used. Next, the obtained milk coffee was stored at 5 ° C. for one month, and after redispersion, the median particle size was measured, and T was manufactured by FormalAction.
The amount of cream off was measured by urbiscan MA2000. Table 1 shows the evaluation results.

【0029】[実施例2]ジグリセリンモノパルミチン
酸エステル96.1重量部、PPL3.9重量部を混合
して乳化安定剤を調製した以外は実施例1と同様に行っ
た。評価結果を表1に示した。 <TurbiscanMA2000によるクリームオフ
量の測定>光源を一定時間間隔でサンプル管の上下方向
にスキャンすることにより、サンプルからの後方散乱光
を検出し、測定時間に対して後方散乱光強度の変化率を
観測することにより、クリームオフの状態を把握するこ
とができる。サンプル管上部の測定により、クリームオ
フ量の情報が得られる。時間とともに後方散乱光強度の
変化率が正に大きくなるほどクリームオフ量が多く、乳
化安定性は劣る。そこで、表1における乳化安定性(ク
リーミング)を次のように評価した。 *乳化安定性評価基準 ◎:15時間での後方散乱光強度の変化率が10%未満 ○:15時間での後方散乱光強度の変化率が10%以上
15%未満 △:15時間での後方散乱光強度の変化率が15%以上
20%未満 ×:15時間での後方散乱光強度の変化率が20%以上
Example 2 The procedure of Example 1 was repeated except that 96.1 parts by weight of diglycerin monopalmitate and 3.9 parts by weight of PPL were mixed to prepare an emulsion stabilizer. Table 1 shows the evaluation results. <Measurement of cream-off amount by Turbiscan MA2000> Backscattered light from the sample is detected by scanning the light source in the vertical direction of the sample tube at regular time intervals, and the rate of change of the backscattered light intensity with respect to the measurement time is observed. By doing so, the state of cream-off can be grasped. The measurement at the top of the sample tube provides information on the amount of cream off. As the rate of change of the backscattered light intensity increases with time, the cream-off amount increases and the emulsion stability deteriorates. Then, the emulsion stability (creaming) in Table 1 was evaluated as follows. * Emulsion stability evaluation criteria ◎: Change rate of backscattered light intensity at 15 hours is less than 10% :: Change rate of backscattered light intensity at 15 hours is 10% or more and less than 15% △: Backward at 15 hours Change rate of scattered light intensity is 15% or more and less than 20% ×: Change rate of back scattered light intensity in 15 hours is 20% or more

【0030】[比較例1]ジグリセリンモノパルミチン
酸エステル98.3重量部、パルミチン酸カリウム塩
1.7重量部を混合して乳化安定剤を調製した以外は実
施例1と同様に行った。殺菌直後にミルク相とコーヒー
相の2相分離が観察された。評価結果を表1に示す。 [比較例2]ジグリセリンモノパルミチン酸エステル9
6.7重量部、パルミチン酸カリウム塩3.3重量部を
混合して乳化安定剤を調製した以外は実施例1と同様に
行った。殺菌直後にミルク相がやや分離した状態が観察
された。評価結果を表1に示す。
Comparative Example 1 The procedure of Example 1 was repeated except that 98.3 parts by weight of diglycerin monopalmitate and 1.7 parts by weight of potassium palmitate were mixed to prepare an emulsion stabilizer. Immediately after sterilization, two-phase separation of a milk phase and a coffee phase was observed. Table 1 shows the evaluation results. [Comparative Example 2] diglycerin monopalmitate 9
Example 1 was repeated except that 6.7 parts by weight and 3.3 parts by weight of potassium palmitate were mixed to prepare an emulsion stabilizer. Immediately after sterilization, a state in which the milk phase was slightly separated was observed. Table 1 shows the evaluation results.

【0031】[0031]

【表1】 [Table 1]

【0032】[0032]

【発明の効果】本発明の乳化安定剤を使用した乳飲料
は、熱安定性および長期間の保存安定性に優れる。
The milk beverage using the emulsion stabilizer of the present invention is excellent in heat stability and long-term storage stability.

フロントページの続き (51)Int.Cl.7 識別記号 FI テーマコート゛(参考) A23L 2/38 B01F 17/34 B01F 17/34 A23L 2/00 L Fターム(参考) 4B001 AC20 AC40 BC01 DC01 EC53 4B017 LC10 LE08 LG14 LK18 LL06 4B027 FB13 FB24 FC05 FE06 FK03 FK04 FK18 FP85 FQ19 4B035 LC05 LE03 LG07 LG08 LG18 LG31 LG33 LG44 LK13 LP21 4D077 AA02 AB08 AC01 BA02 DC32Y DC36Y Continued on the front page (51) Int.Cl. 7 Identification symbol FI Theme coat II (Reference) A23L 2/38 B01F 17/34 B01F 17/34 A23L 2/00 L F Term (Reference) 4B001 AC20 AC40 BC01 DC01 EC53 4B017 LC10 LE08 LG14 LK18 LL06 4B027 FB13 FB24 FC05 FE06 FK03 FK04 FK18 FP85 FQ19 4B035 LC05 LE03 LG07 LG08 LG18 LG31 LG33 LG44 LK13 LP21 4D077 AA02 AB08 AC01 BA02 DC32Y DC36Y

Claims (9)

【特許請求の範囲】[Claims] 【請求項1】ジグリセリン脂肪酸エステルと乳酸脂肪酸
エステル塩を含有する乳化安定剤。
An emulsion stabilizer comprising a diglycerin fatty acid ester and a lactic acid fatty acid ester salt.
【請求項2】ジグリセリン脂肪酸エステルのモノエステ
ル含量が50%以上であることを特徴とする請求項1に
記載の乳化安定剤。
2. The emulsion stabilizer according to claim 1, wherein the monoester content of the diglycerin fatty acid ester is 50% or more.
【請求項3】ジグリセリン脂肪酸エステルの構成脂肪酸
が炭素数10〜22の飽和または不飽和の脂肪酸から選
ばれる1又は2以上の脂肪酸であることを特徴とする請
求項1または2に記載の乳化安定剤。
3. The emulsification according to claim 1, wherein the constituent fatty acids of the diglycerin fatty acid ester are one or more fatty acids selected from saturated or unsaturated fatty acids having 10 to 22 carbon atoms. Stabilizer.
【請求項4】乳酸脂肪酸エステル塩における構成脂肪酸
が炭素数10〜22の飽和または不飽和の脂肪酸から選
ばれる1又は2以上の脂肪酸であることを特徴とする請
求項1乃至3のいずれかに記載の乳化安定剤。
4. The method according to claim 1, wherein the constituent fatty acids in the lactic acid fatty acid ester salt are one or more fatty acids selected from saturated or unsaturated fatty acids having 10 to 22 carbon atoms. The emulsion stabilizer according to the above.
【請求項5】ショ糖脂肪酸エステルを含有する請求項1
乃至4のいずれかに記載の乳化安定剤。
5. The method according to claim 1, further comprising a sucrose fatty acid ester.
5. The emulsion stabilizer according to any one of claims 1 to 4.
【請求項6】アルカリ触媒を用いたグリセリンと脂肪酸
のエステル化反応終了後に、乳酸を混合することを特徴
とする請求項1乃至4のいずれかに記載の乳化安定剤の
製造方法。
6. The method for producing an emulsion stabilizer according to claim 1, wherein lactic acid is mixed after the esterification reaction of glycerin and fatty acid using an alkali catalyst is completed.
【請求項7】請求項1乃至5のいずれかに記載の乳化安
定剤を含有した乳飲料。
7. A milk beverage containing the emulsion stabilizer according to any one of claims 1 to 5.
【請求項8】請求項1乃至5のいずれかに記載の乳化安
定剤を含有したミルクコーヒーまたはミルク紅茶。
8. Milk coffee or milk tea containing the emulsion stabilizer according to claim 1.
【請求項9】請求項1乃至5のいずれかに記載の乳化安
定剤及び乳成分を含有し、且つコーヒー抽出液の含有量
が生豆換算で5〜10重量%であることを特徴とするコ
ーヒー
9. A composition comprising the emulsion stabilizer according to claim 1 and a milk component, and wherein the content of the coffee extract is 5 to 10% by weight in terms of green beans. coffee
JP2001064879A 2001-03-08 2001-03-08 milk beverage Expired - Lifetime JP3840906B2 (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007143469A (en) * 2005-11-28 2007-06-14 Mitsubishi Chemicals Corp Emulsion stabilizer and milk beverage
DE102007026090A1 (en) 2007-06-04 2008-12-24 Friedrich-Schiller-Universität Jena Proteins and polysaccharides containing emulsion for food, as well as their preparation and use
DE102007057258A1 (en) 2007-11-27 2009-06-25 Muschiolik, Gerald, Prof. Dr. Oil-in-water emulsion, useful for the production of bio-foods, preferably bio-beverage, comprises a flavoring oil phase containing bound polysaccharide, and an aqueous protein containing phase
WO2015151345A1 (en) * 2014-03-31 2015-10-08 理研ビタミン株式会社 Emulsifier for milk component-containing beverages

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007143469A (en) * 2005-11-28 2007-06-14 Mitsubishi Chemicals Corp Emulsion stabilizer and milk beverage
JP4635844B2 (en) * 2005-11-28 2011-02-23 三菱化学株式会社 Emulsification stabilizer and milk beverage
DE102007026090A1 (en) 2007-06-04 2008-12-24 Friedrich-Schiller-Universität Jena Proteins and polysaccharides containing emulsion for food, as well as their preparation and use
DE102007057258A1 (en) 2007-11-27 2009-06-25 Muschiolik, Gerald, Prof. Dr. Oil-in-water emulsion, useful for the production of bio-foods, preferably bio-beverage, comprises a flavoring oil phase containing bound polysaccharide, and an aqueous protein containing phase
WO2015151345A1 (en) * 2014-03-31 2015-10-08 理研ビタミン株式会社 Emulsifier for milk component-containing beverages
CN106068080A (en) * 2014-03-31 2016-11-02 理研维他命股份有限公司 Beverage emulsifying agent containing milk composition
JPWO2015151345A1 (en) * 2014-03-31 2017-04-13 理研ビタミン株式会社 Milk ingredient-containing beverage emulsifier

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