JP7628008B2 - Dairy beverages - Google Patents
Dairy beverages Download PDFInfo
- Publication number
- JP7628008B2 JP7628008B2 JP2020160363A JP2020160363A JP7628008B2 JP 7628008 B2 JP7628008 B2 JP 7628008B2 JP 2020160363 A JP2020160363 A JP 2020160363A JP 2020160363 A JP2020160363 A JP 2020160363A JP 7628008 B2 JP7628008 B2 JP 7628008B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- fatty acid
- milk
- acid ester
- polyglycerol
- 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.)
- Active
Links
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/38—Other non-alcoholic beverages
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/52—Adding ingredients
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/03—Organic compounds
- A23L29/035—Organic compounds containing oxygen as heteroatom
- A23L29/04—Fatty acids or derivatives
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/10—Foods or foodstuffs containing additives; Preparation or treatment thereof containing emulsifiers
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
- A23L33/12—Fatty acids or derivatives thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2250/00—Food ingredients
- A23V2250/18—Lipids
- A23V2250/192—Monoglycerides
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2250/00—Food ingredients
- A23V2250/18—Lipids
- A23V2250/194—Triglycerides
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Mycology (AREA)
- Non-Alcoholic Beverages (AREA)
- Tea And Coffee (AREA)
Description
本発明は、乳成分含有飲料に関する。 The present invention relates to a beverage containing dairy ingredients.
従来、ミルクコーヒーやミルクティー等の多種多様な乳成分含有飲料が製品化されて市場に流通している。このような乳成分含有飲料は、耐熱性フラットサワー菌芽胞の発芽、増殖による品質劣化が生じる等の問題があるため、静菌性の効果があるポリグリセリン脂肪酸エステル、ショ糖脂肪酸エステル等の静菌性乳化剤が添加されている。 Conventionally, a wide variety of dairy-containing beverages, such as milk coffee and milk tea, have been commercialized and distributed on the market. These dairy-containing beverages have problems such as quality deterioration due to the germination and proliferation of heat-resistant flat sour bacteria spores, so bacteriostatic emulsifiers, such as polyglycerol fatty acid esters and sucrose fatty acid esters, which have bacteriostatic effects, are added to them.
また、乳成分含有飲料は、市場に流通する間、乳脂肪や乳蛋白質等の乳成分が分離、凝集する現象が発生し易いという問題もある。そこで、静菌性乳化剤を含有すると共に、乳成分の分離、凝集を抑制するための食品用乳化剤を含有する乳成分含有飲料に関する方法が提案されている。 In addition, dairy-containing beverages have the problem that the milk components, such as milk fat and milk protein, are prone to separation and aggregation during distribution in the market. Therefore, a method has been proposed for producing dairy-containing beverages that contain a bacteriostatic emulsifier and also a food-grade emulsifier to suppress separation and aggregation of the milk components.
このような技術としては、例えば、重合度3のポリグリセリンモノパルミチン酸エステル、重合度5~10のポリグリセリン脂肪酸エステル及び有機酸モノグリセリドを含むことを特徴とする密封容器入り乳飲料用安定剤(特許文献1)、平均重合度が2~3のポリグリセリンと脂肪酸とのエステルであって、該エステル中のモノエステル含量が50質量%以上であるポリグリセリン脂肪酸エステル(a)、増粘安定剤(b)及び水(c)を含有し、前記(a)の含有量が向上剤100質量%中に10~40質量%であり、(b)の含有量が向上剤100質量%中に0.01~30質量%である食品の保存性向上剤が添加されていることを特徴とする食品(特許文献2)、構成脂肪酸がパルミチン酸70重量%以上、ステアリン酸30重量%未満であり且つモノエステル含有量が70重量%以上であるショ糖脂肪酸エステル(A)100重量部に対し、構成脂肪酸がステアリン酸60重量%以上であり且つモノエステル含有量が20ないし35重量%であるショ糖脂肪酸エステル(B)を50重量部から250重量部含有するミルクコーヒー用乳化剤組成物(特許文献3)等が開示されている。 Examples of such technologies include a stabilizer for milk beverages in sealed containers, characterized by containing a polyglycerol monopalmitate ester having a degree of polymerization of 3, a polyglycerol fatty acid ester having a degree of polymerization of 5 to 10, and an organic acid monoglyceride (Patent Document 1); a polyglycerol fatty acid ester (a) which is an ester of polyglycerol having an average degree of polymerization of 2 to 3 and a fatty acid, the ester having a monoester content of 50% by mass or more, a thickening stabilizer (b), and water (c), in which the content of (a) is 10 to 40% by mass in 100% by mass of the improver, and the content of (b) is 100% by mass of the improver. Disclosed are a food product that is characterized by the addition of 0.01 to 30% by weight of a food preservability improver per 100% by weight (Patent Document 2), and an emulsifier composition for milk coffee that contains 50 to 250 parts by weight of sucrose fatty acid ester (B) whose constituent fatty acids are 60% by weight or more of stearic acid and whose monoester content is 20 to 35% by weight, per 100 parts by weight of sucrose fatty acid ester (A) whose constituent fatty acids are 70% by weight or more of palmitic acid and less than 30% by weight of stearic acid and whose monoester content is 70% by weight or more (Patent Document 3).
しかし、上記の方法をもってしても、乳成分含有飲料が温度変化の激しい環境に置かれると、乳成分の分離、凝集が見られる場合があった。このため、静菌性乳化剤を含有することを前提とし、温度変化の激しい環境下において乳成分の分離、凝集が抑制された乳成分含有飲料が求められていた。 However, even with the above methods, separation and aggregation of the milk ingredients may occur when the dairy-containing beverage is placed in an environment with drastic temperature changes. For this reason, there has been a demand for a dairy-containing beverage that contains a bacteriostatic emulsifier and in which separation and aggregation of the milk ingredients is suppressed in an environment with drastic temperature changes.
本発明は、温度変化の激しい環境下において乳成分の分離、凝集が抑制された乳成分含有飲料を提供することを目的とする。 The present invention aims to provide a beverage containing dairy ingredients in which separation and aggregation of dairy ingredients is suppressed in an environment with rapid temperature changes.
本発明者らは、上記課題に対して鋭意検討を行った結果、特定の乳化剤を組合せて用いることにより、上記課題が解決されることを見出し、この知見に基づいて本発明を成すに至った。 As a result of intensive research into the above-mentioned problems, the inventors discovered that the above-mentioned problems could be solved by using a combination of specific emulsifiers, and based on this knowledge, they developed the present invention.
すなわち、本発明は、次の成分(A)~(D):
(A)静菌性乳化剤、
(B)主構成脂肪酸がステアリン酸であり、且つポリグリセリンの平均重合度が3.5~5.0であるポリグリセリン脂肪酸エステル、
(C)グリセリン有機酸脂肪酸エステル、
(D)グリセリンモノ脂肪酸エステル
を含有する乳成分含有飲料、からなっている。
That is, the present invention provides the following components (A) to (D):
(A) a bacteriostatic emulsifier,
(B) a polyglycerol fatty acid ester in which the main constituent fatty acid is stearic acid and the average polymerization degree of the polyglycerol is 3.5 to 5.0;
(C) glycerin organic acid fatty acid ester,
(D) a dairy beverage containing a glycerin mono fatty acid ester.
本発明の乳成分含有飲料は、温度変化の激しい環境下における白色浮遊物の発生が抑制されている。 The dairy beverage of the present invention suppresses the occurrence of white floating matter in environments with drastic temperature changes.
[成分(A)]
本発明の乳成分含有飲料は、成分(A)として静菌性乳化剤を含有する。静菌性乳化剤は、飲料の品質劣化の原因である耐熱性フラットサワー菌に対して効果を持つ食品用乳化剤であり、その効果を有する食品用乳化剤であれば、特に制限なく使用することができるが、例えば、ジグリセリンモノミリスチン酸エステル、ジグリセリンモノパルミチン酸エステル、トリグリセリンモノパルミチン酸エステル、ショ糖パルミチン酸エステル等が挙げられる。これらの中では、静菌性の強さの点から、トリグリセリンモノパルミチン酸エステル、ショ糖パルミチン酸エステルが好ましい。静菌性乳化剤としては、商業的に製造及び販売されている製品中に含まれる、耐熱性フラットサワー菌に対して効果を持つ食品用乳化剤を使用することができる他、静菌性乳化剤として商業的に製造及び販売されている製品を使用することができる。
[Component (A)]
The dairy component-containing beverage of the present invention contains a bacteriostatic emulsifier as component (A). The bacteriostatic emulsifier is a food emulsifier that is effective against heat-resistant flat sour bacteria, which is the cause of deterioration in the quality of beverages. Any food emulsifier that has this effect can be used without particular limitation, and examples thereof include diglycerol monomyristate, diglycerol monopalmitate, triglycerol monopalmitate, and sucrose palmitate. Among these, triglycerol monopalmitate and sucrose palmitate are preferred from the viewpoint of bacteriostatic strength. As the bacteriostatic emulsifier, a food emulsifier that is effective against heat-resistant flat sour bacteria and is contained in a commercially manufactured and sold product can be used, and a commercially manufactured and sold product can be used as a bacteriostatic emulsifier.
[成分(B)]
本発明の乳成分含有飲料は、成分(B)として、主構成脂肪酸がステアリン酸であり、且つポリグリセリンの平均重合度が3.5~5.0(好ましくは、3.6~4.8)であるポリグリセリン脂肪酸エステルを含有する。
[Component (B)]
The dairy component-containing beverage of the present invention contains, as component (B), a polyglycerol fatty acid ester in which the main constituent fatty acid is stearic acid and the average degree of polymerization of the polyglycerol is 3.5 to 5.0 (preferably 3.6 to 4.8).
成分(B)について「主構成脂肪酸」とは、ポリグリセリン脂肪酸エステルを構成する全脂肪酸100質量%中、50質量%以上、好ましくは60質量%以上を占める脂肪酸をいう。従って、本発明の成分(B)は、構成脂肪酸の50質量%以上をステアリン酸が占め、残部にその他の脂肪酸を含む。その他の脂肪酸としては、食用可能な動植物油脂を起源とする脂肪酸(ステアリン酸を除く)であれば特に制限はなく、例えば、炭素数6~24の直鎖の飽和脂肪酸(例えば、カプロン酸、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、アラキジン酸、ベヘン酸、リグノセリン酸等)又は不飽和脂肪酸(例えば、パルミトオレイン酸、オレイン酸、エライジン酸、リノール酸、γ-リノレン酸、α-リノレン酸、アラキドン酸、リシノール酸等)が挙げられ、好ましくは炭素数14~22の飽和又は不飽和脂肪酸(例えば、ミリスチン酸、パルミチン酸、アラキジン酸、ベヘン酸、オレイン酸、リノール酸、リノレン酸、エルカ酸等)である。これら脂肪酸は1種類のみであっても、2種類以上を任意に組み合わせたものであっても良い。 Regarding component (B), the "main constituent fatty acid" refers to a fatty acid that accounts for 50% by mass or more, preferably 60% by mass or more, of the total fatty acids that constitute the polyglycerol fatty acid ester (100% by mass). Therefore, in the component (B) of the present invention, stearic acid accounts for 50% by mass or more of the constituent fatty acids, and the remainder contains other fatty acids. The other fatty acids are not particularly limited as long as they are fatty acids (excluding stearic acid) originating from edible animal and vegetable fats and oils, and examples thereof include linear saturated fatty acids having 6 to 24 carbon atoms (e.g., caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, arachidic acid, behenic acid, lignoceric acid, etc.) or unsaturated fatty acids (e.g., palmitoleic acid, oleic acid, elaidic acid, linoleic acid, γ-linolenic acid, α-linolenic acid, arachidonic acid, ricinoleic acid, etc.), and preferably saturated or unsaturated fatty acids having 14 to 22 carbon atoms (e.g., myristic acid, palmitic acid, arachidic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, erucic acid, etc.). These fatty acids may be used alone or in any combination of two or more types.
また、成分(B)を構成するポリグリセリンの平均重合度が3.5~5.0であると、乳成分含有飲料について乳成分の分離、凝集を抑制する効果が十分に発揮される。 In addition, when the average degree of polymerization of the polyglycerin constituting component (B) is 3.5 to 5.0, the effect of suppressing separation and aggregation of milk components in a milk component-containing beverage is sufficiently exhibited.
ここで、前記平均重合度は、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組成(即ち、ポリオール組成)を分析することにより求められる。その方法を、下記工程(1)~(3)に示す。 Here, the average degree of polymerization is determined by analyzing the composition of the polyglycerin (i.e., the polyol composition) that constitutes the polyglycerin fatty acid ester. The method is shown in the following steps (1) to (3).
(1)試料の調製
先ず、被検試料を、けん化分解処理して脂肪酸とポリオールとに分解する。具体的には、被検試料2.0gをけん化用フラスコに量り取り、これに0.5mol/L水酸化カリウム-エタノール標準液30mLを加え、該フラスコに冷却器を付け、時々振り混ぜながら、還流するエタノールが冷却器の上端に達しないように約70~80℃の範囲内で温度を調節して穏やかに約1時間加熱した後、温水40~50mL、水40~50mL、ヘキサン100mLで順次フラスコを洗いながら分液漏斗に移す。この分液漏斗に10容量%塩酸約5mLを加えて分液漏斗を振り混ぜ、これにヘキサン50mLを加えて更に振り混ぜ、その後静置する。分離した下層をビーカーに採り、0.5mol/L水酸化カリウム溶液でpHを調製して中和し、60℃の通風乾燥機内にビーカーを静置し、脱水する。完全に脱水したらメタノール5~10mLを2~3回に分け入れて内容物をかき混ぜ、自然濾過する。得られた濾液をフラスコに移し、エバポレータにてメタノールを除去する。
(1) Preparation of sample First, the test sample is decomposed into fatty acid and polyol by saponification decomposition treatment. Specifically, 2.0 g of the test sample is weighed into a saponification flask, 30 mL of 0.5 mol/L potassium hydroxide-ethanol standard solution is added to it, a condenser is attached to the flask, and the temperature is adjusted within the range of about 70 to 80 ° C. so that the refluxing ethanol does not reach the top of the condenser while shaking occasionally, and the mixture is gently heated for about 1 hour, and then the flask is transferred to a separatory funnel while washing it with 40 to 50 mL of hot water, 40 to 50 mL of water, and 100 mL of hexane in order. About 5 mL of 10% by volume hydrochloric acid is added to this separatory funnel, the separatory funnel is shaken, 50 mL of hexane is added to it, and the mixture is further shaken and then left to stand. The separated lower layer is taken in a beaker, the pH is adjusted with 0.5 mol/L potassium hydroxide solution to neutralize it, and the beaker is left to stand in a ventilated dryer at 60 ° C. to dehydrate it. Once completely dehydrated, add 5-10 mL of methanol in 2-3 portions, stir the contents, and allow to naturally filter. The filtrate is transferred to a flask and the methanol is removed using an evaporator.
(2)測定方法
次に、得られた濃縮物を50mg計量し、これにピリジン(試薬特級;富士フイルム和光純薬社製)1~2mg入れて混合し溶解する。これに1,1,1,3,3,3,-ヘキサメチルジシラザン(東京化成工業社製)を0.5mL加えて混合し、更にトリフルオロ酢酸(和光特級;富士フイルム和光純薬社製)0.1mLを加えて混合する。これを約1分間放置した後、GC(ガスクロマトグラフィー)を用いて下記条件でポリオール組成分析を行う。
<GC分析条件>
装置:ガスクロマトグラム(型式:GC-2010Plus;島津製作所社製)
データ処理ソフトウェア(型式:GCsolution バージョン2.4;島津製作所社製)
カラム(型式:Ultra ALLOY-TRG;P/N:UATRG-30M-0.1F;フロンティア・ラボ社製)
カラムオーブン条件:初期温度 100℃(1分間);昇温速度 15℃/分;最終温度 365℃(11分間)
サンプル注入量:1.0μL
キャリアガス:窒素
(2) Measurement method Next, 50 mg of the obtained concentrate is weighed out, and 1 to 2 mg of pyridine (special grade reagent; Fujifilm Wako Pure Chemical Industries, Ltd.) is added to it, mixed and dissolved. 0.5 mL of 1,1,1,3,3,3,-hexamethyldisilazane (Tokyo Chemical Industry Co., Ltd.) is added to it and mixed, and further 0.1 mL of trifluoroacetic acid (Wako special grade; Fujifilm Wako Pure Chemical Industries, Ltd.) is added and mixed. After leaving it for about 1 minute, polyol composition analysis is performed using GC (gas chromatography) under the following conditions.
<GC analysis conditions>
Equipment: Gas chromatogram (model: GC-2010Plus; manufactured by Shimadzu Corporation)
Data processing software (model: GCsolution version 2.4; manufactured by Shimadzu Corporation)
Column (Model: Ultra ALLOY-TRG; P/N: UATRG-30M-0.1F; manufactured by Frontier Labs)
Column oven conditions: initial temperature 100° C. (1 min); heating rate 15° C./min; final temperature 365° C. (11 min)
Sample injection volume: 1.0 μL
Carrier gas: Nitrogen
(3)定量
分析後、データ処理ソフトウェアによりクロマトグラム上に記録された被検試料の各成分に対応するピークについて、積分計を用いてピーク面積を測定し、測定されたピーク面積に基づいて、面積百分率としてポリオール組成を求め、各成分の重合度の重量平均値を算出し、平均重合度とする。
(3) Quantitative After the analysis, the peak areas of the peaks corresponding to each component of the test sample recorded on the chromatogram by the data processing software are measured using an integrator, and the polyol composition is determined as an area percentage based on the measured peak areas. The weight average value of the polymerization degree of each component is calculated to obtain the average polymerization degree.
成分(B)の好ましい製法の概略は次の通りである。例えば、撹拌機、加熱用のジャケット、邪魔板等を備えた通常の反応容器に、平均重合度が3.5~5.0のポリグリセリンとステアリン酸の含有量が50質量%以上(好ましくは60質量%以上)の脂肪酸組成物とをモル比で1:0.1~1:2.0、好ましくは1:0.2~1:1.5で仕込み、触媒として水酸化ナトリウムを加えて撹拌混合し、窒素ガス雰囲気下で、エステル化反応により生成する水を系外に除去しながら、所定温度で加熱する。反応温度は、180~260℃の範囲、好ましくは200~250℃の範囲である。また、反応圧力条件は、減圧下又は常圧下で、反応時間は、0.5~15時間、好ましくは1~3時間である。反応の終点は、通常反応混合物の酸価を測定し、酸価2以下を目安に決められる。反応終了後、得られた反応液に酸を加えて触媒を中和し、120℃以上180℃未満に冷却し、未反応のポリオールが分離した場合はそれを除去する。次いで、減圧下で蒸留して残存するポリオールを留去し、成分(B)として使用し得るポリグリセリン脂肪酸エステルを得る。 A preferred method for producing component (B) is as follows. For example, a polyglycerol having an average degree of polymerization of 3.5 to 5.0 and a fatty acid composition having a stearic acid content of 50% by mass or more (preferably 60% by mass or more) are charged in a molar ratio of 1:0.1 to 1:2.0, preferably 1:0.2 to 1:1.5, in a normal reaction vessel equipped with a stirrer, a heating jacket, a baffle plate, etc., sodium hydroxide is added as a catalyst, the mixture is stirred and mixed, and the mixture is heated at a predetermined temperature under a nitrogen gas atmosphere while removing water generated by the esterification reaction from the system. The reaction temperature is in the range of 180 to 260°C, preferably 200 to 250°C. The reaction pressure conditions are reduced pressure or normal pressure, and the reaction time is 0.5 to 15 hours, preferably 1 to 3 hours. The end point of the reaction is usually determined by measuring the acid value of the reaction mixture and setting the acid value at 2 or less as a guideline. After the reaction is complete, an acid is added to the resulting reaction liquid to neutralize the catalyst, and the liquid is cooled to 120°C or higher but lower than 180°C. If any unreacted polyol separates, it is removed. Next, the liquid is distilled under reduced pressure to remove the remaining polyol, yielding a polyglycerol fatty acid ester that can be used as component (B).
尚、上記製法で原材料として用いるポリグリセリンは、得られる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が3.5~5.0となるようなものを適宜選択して用いれば良い。そのようなポリグリセリンは、1種のみを用いても良く、2種以上のポリグリセリンを組合せて用いても良い。 The polyglycerin used as a raw material in the above manufacturing method may be appropriately selected so that the average degree of polymerization of the polyglycerin constituting the resulting polyglycerin fatty acid ester is 3.5 to 5.0. Only one type of such polyglycerin may be used, or two or more types of polyglycerins may be used in combination.
また、成分(B)として用いられるポリグリセリン脂肪酸エステルは、所望により、グリセリンモノ脂肪酸エステル〔即ち、後述の成分(D)〕と共に、70~100℃で加熱して溶融及び混合し、得られた溶融物を冷却及び固化することにより、成分(B)及び(D)を含有する組成物として一剤化しても良い。このような一剤化により、粘着性のあるポリグリセリン脂肪酸エステルのハンドリング性を向上させ取扱い易くすることができる。 If desired, the polyglycerol fatty acid ester used as component (B) may be melted and mixed with a glycerol monofatty acid ester (i.e., component (D) described below) by heating at 70 to 100°C, and then cooling and solidifying the resulting melt to form a one-component composition containing components (B) and (D). By forming the composition into a one-component in this manner, the handleability of the sticky polyglycerol fatty acid ester can be improved, making it easier to handle.
[成分(C)]
本発明の乳成分含有飲料は、成分(C)としてグリセリン有機酸脂肪酸エステルを含有する。グリセリン有機酸脂肪酸エステルは、グリセリンと、有機酸及び脂肪酸とのエステルであり、グリセリンモノ脂肪酸エステルと有機酸(又は有機酸の酸無水物等の有機酸の反応性誘導体)との反応、又はグリセリンと有機酸と脂肪酸との反応等自体公知の方法で製造される。
[Component (C)]
The dairy component-containing beverage of the present invention contains a glycerin organic acid fatty acid ester as component (C). The glycerin organic acid fatty acid ester is an ester of glycerin with an organic acid and a fatty acid, and is produced by a method known per se, such as by reacting a glycerin monofatty acid ester with an organic acid (or a reactive derivative of an organic acid, such as an acid anhydride of an organic acid), or by reacting glycerin with an organic acid and a fatty acid.
グリセリン有機酸脂肪酸エステルを構成する有機酸としては、例えば、コハク酸、ジアセルチル酒石酸、乳酸、クエン酸、酢酸が挙げられる。これら有機酸の中でも、コハク酸が好ましく用いられる。 Examples of organic acids that make up glycerin organic acid fatty acid esters include succinic acid, diacetyl tartaric acid, lactic acid, citric acid, and acetic acid. Of these organic acids, succinic acid is preferably used.
グリセリン有機酸脂肪酸エステルを構成する脂肪酸としては、食用可能な動植物油脂を起源とする脂肪酸であれば特に制限はなく、例えば、炭素数6~24の直鎖の飽和脂肪酸(例えば、カプロン酸、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、アラキジン酸、ベヘン酸、リグノセリン酸等)又は不飽和脂肪酸(例えば、パルミトオレイン酸、オレイン酸、エライジン酸、リノール酸、γ-リノレン酸、α-リノレン酸、アラキドン酸、リシノール酸等)が挙げられ、好ましくは炭素数14~22の飽和又は不飽和脂肪酸(例えば、ミリスチン酸、パルミチン酸、ステアリン酸、アラキジン酸、ベヘン酸、オレイン酸、リノール酸、リノレン酸、エルカ酸等)である。これら脂肪酸は1種類のみであっても、2種類以上を任意に組み合わせたものであっても良い。グリセリン有機酸脂肪酸エステルを構成する有機酸と脂肪酸とのモル比(有機酸:脂肪酸)は、1:0.5~1:2であることが好ましい。 The fatty acids constituting the glycerin organic acid fatty acid ester are not particularly limited as long as they are fatty acids originating from edible animal and vegetable fats and oils, and examples thereof include linear saturated fatty acids having 6 to 24 carbon atoms (e.g., caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, etc.) or unsaturated fatty acids (e.g., palmitoleic acid, oleic acid, elaidic acid, linoleic acid, γ-linolenic acid, α-linolenic acid, arachidonic acid, ricinoleic acid, etc.), and preferably saturated or unsaturated fatty acids having 14 to 22 carbon atoms (e.g., myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, erucic acid, etc.). These fatty acids may be used alone or in any combination of two or more types. The molar ratio of the organic acid and fatty acid (organic acid: fatty acid) that constitute the glycerin organic acid fatty acid ester is preferably 1:0.5 to 1:2.
尚、グリセリン有機酸脂肪酸エステルとして商業的に製造及び販売されている製品は、原料として用いられたグリセリンモノ脂肪酸エステルのうち未反応のものが含まれることが多く、また、反応生成物にグリセリンモノ脂肪酸エステルを加えて製品化しているものがある。本発明においては、このようなグリセリンモノ脂肪酸エステルは、成分(C)には含まれず、後述の成分(D)に含まれることとする。 In addition, products that are commercially manufactured and sold as glycerin organic acid fatty acid esters often contain unreacted glycerin mono-fatty acid esters that were used as raw materials, and some products are made by adding glycerin mono-fatty acid esters to reaction products. In the present invention, such glycerin mono-fatty acid esters are not included in component (C) but are included in component (D) described below.
ここで、グリセリン有機酸脂肪酸エステル製品中のグリセリンモノ脂肪酸エステルの含有量は、HPLC(高速液体クロマトグラフィー)で分析することにより求められる。具体的には、以下に示す分析条件にて試料を分析し、分析後、データ処理ソフトウェアによりクロマトグラム上に記録された被検試料の各成分に対応するピークについて、積分計を用いてピーク面積を測定する。測定されたピーク面積に基づいて、面積百分率として各成分の含有量を求めることができる。HPLC分析条件を以下に示す。
<HPLC分析条件>
装置:島津高速液体クロマトグラフ
データ処理ソフトウェア(型式:LCsolution ver.1.25;島津製作所社製)
ポンプ(型式:LC-20AD;島津製作所社製)
カラムオーブン(型式:CTO-20A;島津製作所社製)
オートサンプラ(型式:SIL-20A;島津製作所社製)
検出器:RI検出器(型式:RID-10A;島津製作所社製)
カラム:GPCカラム(型式:SHODEX KF-801;昭和電工社製)
カラム:GPCカラム(型式:SHODEX KF-802;昭和電工社製)
2本連結
移動相:THF(テトラヒドロフラン)
流量:1.0mL/min
カラム温度:40℃
サンプル濃度:0.01g/1mL THF
サンプル注入量:20μL(in THF)
Here, the content of glycerin mono fatty acid ester in the glycerin organic acid fatty acid ester product is determined by analysis using HPLC (high performance liquid chromatography). Specifically, a sample is analyzed under the analysis conditions shown below, and after the analysis, the peak areas corresponding to each component of the test sample recorded on a chromatogram by data processing software are measured using an integrator. Based on the measured peak areas, the content of each component can be calculated as an area percentage. The HPLC analysis conditions are shown below.
<HPLC analysis conditions>
Apparatus: Shimadzu high-performance liquid chromatograph data processing software (model: LCsolution ver. 1.25; manufactured by Shimadzu Corporation)
Pump (Model: LC-20AD; manufactured by Shimadzu Corporation)
Column oven (Model: CTO-20A; manufactured by Shimadzu Corporation)
Autosampler (Model: SIL-20A; Shimadzu Corporation)
Detector: RI detector (Model: RID-10A; manufactured by Shimadzu Corporation)
Column: GPC column (model: SHODEX KF-801; manufactured by Showa Denko)
Column: GPC column (model: SHODEX KF-802; manufactured by Showa Denko)
Two connected mobile phases: THF (tetrahydrofuran)
Flow rate: 1.0mL/min
Column temperature: 40°C
Sample concentration: 0.01 g/1 mL THF
Sample injection volume: 20 μL (in THF)
[成分(D)]
本発明の乳成分含有飲料は、成分(D)としてグリセリンモノ脂肪酸エステルを含有する。グリセリンモノ脂肪酸エステルは、グリセリンが有するヒドロキシル基のいずれか1つに脂肪酸がエステル結合した、エステル結合数が1の化合物である。
[Component (D)]
The dairy component-containing beverage of the present invention contains a glycerin mono-fatty acid ester as component (D). The glycerin mono-fatty acid ester is a compound in which a fatty acid is ester-bonded to any one of the hydroxyl groups of glycerin, and the number of ester bonds is one.
グリセリンモノ脂肪酸エステルを構成する脂肪酸は、食用可能な動植物油脂を起源とする脂肪酸であれば特に制限はなく、例えば炭素数6~24の直鎖の飽和脂肪酸(例えば、カプロン酸、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、アラキジン酸、ベヘン酸、リグノセリン酸等)又は不飽和脂肪酸(例えば、パルミトオレイン酸、オレイン酸、エライジン酸、リノール酸、γ-リノレン酸、α-リノレン酸、アラキドン酸、リシノール酸等)等が挙げられ、好ましくは炭素数14~22の飽和又は不飽和脂肪酸(例えば、ミリスチン酸、パルミチン酸、ステアリン酸、アラキジン酸、ベヘン酸、オレイン酸、リノール酸、リノレン酸、エルカ酸等)である。これら脂肪酸は1種類のみであっても、2種類以上を任意に組み合わせたものであっても良い。 The fatty acids constituting the glycerin mono fatty acid ester are not particularly limited as long as they are fatty acids originating from edible animal and vegetable fats and oils, and examples thereof include linear saturated fatty acids having 6 to 24 carbon atoms (e.g., caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, etc.) or unsaturated fatty acids (e.g., palmitoleic acid, oleic acid, elaidic acid, linoleic acid, γ-linolenic acid, α-linolenic acid, arachidonic acid, ricinoleic acid, etc.), and preferably saturated or unsaturated fatty acids having 14 to 22 carbon atoms (e.g., myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, erucic acid, etc.). These fatty acids may be used alone or in any combination of two or more types.
グリセリンモノ脂肪酸エステルとしては、商業的に製造及び販売されているグリセリン有機酸脂肪酸エステル製品中に含まれるものを使用することができる他、グリセリンモノ脂肪酸エステルとして商業的に製造及び販売されている製品を使用することができる。このような製品としては、例えば、エマルジーP-100(商品名;グリセリンモノパルミチン酸エステル;理研ビタミン社製)、エマルジーMS(商品名;グリセリンモノステアリン酸エステル;理研ビタミン社製)等が挙げられる。 As the glycerin mono-fatty acid ester, those contained in commercially manufactured and sold glycerin organic acid fatty acid ester products can be used, as well as products commercially manufactured and sold as glycerin mono-fatty acid esters. Examples of such products include Emulgy P-100 (trade name: glycerin monopalmitic acid ester; manufactured by Riken Vitamin Co., Ltd.) and Emulgy MS (trade name: glycerin monostearate ester; manufactured by Riken Vitamin Co., Ltd.).
本発明の乳成分含有飲料は、成分(A)~(D)を含有する。本発明の乳成分含有飲料全量に対する成分(A)~(D)の含有量は、成分(A)が10~3000ppm、好ましくは50~1500ppmであり、より好ましくは100~1000ppmであり、成分(B)が5~1000ppm、好ましくは10~500ppmであり、より好ましくは15~200ppmであり、成分(C)が10~2000ppm、好ましくは20~1000ppmであり、より好ましくは30~500ppmであり、成分(D)が15~2500ppm、好ましくは30~1500ppmであり、より好ましくは40~750ppmである。 The dairy beverage of the present invention contains components (A) to (D). The content of components (A) to (D) relative to the total amount of the dairy beverage of the present invention is as follows: component (A) is 10 to 3000 ppm, preferably 50 to 1500 ppm, and more preferably 100 to 1000 ppm; component (B) is 5 to 1000 ppm, preferably 10 to 500 ppm, and more preferably 15 to 200 ppm; component (C) is 10 to 2000 ppm, preferably 20 to 1000 ppm, and more preferably 30 to 500 ppm; and component (D) is 15 to 2500 ppm, preferably 30 to 1500 ppm, and more preferably 40 to 750 ppm.
本発明において乳成分含有飲料とは、乳及び/又は乳製品を含有する飲料をいい、例えば、ミルクコーヒー、ミルクティー、ミルクココア、抹茶ミルク等が挙げられる。該乳としては、例えば、「乳及び乳製品の成分規格等に関する省令」(昭和26年12月27日厚生省令第52号)に規定された生乳、牛乳、特別牛乳、生山羊乳、殺菌山羊乳、生めん羊乳、成分調整牛乳、低脂肪牛乳、無脂肪牛乳及び加工乳等が挙げられる。該乳製品としては、例えば、前記省令に規定されたクリーム、バター、バターオイル、チーズ、濃縮ホエイ、アイスクリーム類、濃縮乳、脱脂濃縮乳、無糖練乳、無糖脱脂練乳、加糖練乳、加糖脱脂練乳、全粉乳、脱脂粉乳、クリームパウダー、ホエイパウダー、たんぱく質濃縮ホエイパウダー、バターミルクパウダー、加糖粉乳、調製粉乳、発酵乳等が挙げられる。 In the present invention, a beverage containing a dairy component refers to a beverage containing milk and/or a dairy product, and examples thereof include milk coffee, milk tea, milk cocoa, and matcha milk. Examples of the milk include raw milk, cow's milk, special cow's milk, raw goat's milk, pasteurized goat's milk, raw sheep's milk, ingredient-adjusted milk, low-fat milk, non-fat milk, and processed milk, as specified in the "Ministry of Health, Labour and Welfare Ordinance on the Ingredient Standards of Milk and Dairy Products" (Ministry of Health, Labour and Welfare Ordinance No. 52, December 27, 1951). Examples of the dairy products include cream, butter, butter oil, cheese, concentrated whey, ice cream, concentrated milk, skim concentrated milk, unsweetened condensed milk, unsweetened condensed skim milk, sweetened condensed milk, sweetened condensed skim milk, whole milk powder, skim milk powder, cream powder, whey powder, protein-concentrated whey powder, buttermilk powder, sweetened milk powder, modified milk powder, and fermented milk, as specified in the ministerial ordinance.
本発明の乳成分含有飲料の製造方法に特に制限はないが、例えば、コーヒー乳飲料の製法の概略は以下の通りである。例えば、焙煎されたコーヒー豆から90~98℃の精製水で抽出されたコーヒー抽出液(マンナン分解酵素等により多糖類の低分子化処理されたコーヒー抽出液を含む)に、乳及び/又は乳製品、砂糖、成分(A)~(D)、炭酸水素ナトリウム(重曹)、カゼインナトリウム等を加えて溶解し、高圧式均質化処理機を用いて均質化する。高圧式均質化処理機としては、例えば、APVゴーリンホモジナイザー(APV社)、マイクロフルイダイザー(マイクロフルイデックス社)、アルティマイザー(スギノマシン社)、ナノマイザー(大和製罐社)、HV-OA-07-1.5S(イズミフードマシナリ社)等が挙げられる。均質化の条件は、装置の仕様により異なり一様ではないが、例えば5~50MPaを例示できる。 There is no particular limitation on the method for producing the dairy component-containing beverage of the present invention, but for example, the outline of the method for producing a coffee milk beverage is as follows. For example, coffee extract (including coffee extract in which polysaccharides have been subjected to low molecular weight processing using mannan decomposition enzymes, etc.) extracted from roasted coffee beans with purified water at 90 to 98°C is dissolved by adding milk and/or dairy products, sugar, components (A) to (D), sodium bicarbonate (sodium bicarbonate), sodium caseinate, etc., and homogenized using a high-pressure homogenizer. Examples of high-pressure homogenizers include the APV Gaulin Homogenizer (APV), Microfluidizer (Microfluidex), Ultimizer (Sugino Machine), Nanomizer (Yamato Can), and HV-OA-07-1.5S (Izumi Food Machinery). The homogenization conditions vary depending on the specifications of the device, but can be, for example, 5 to 50 MPa.
均質化された乳飲料は、続いて加熱殺菌が施されるのが好ましい。加熱殺菌の方法としては、缶入り飲料の場合はレトルト殺菌が、またPET(ポリエチレンテレフタレート)ボトル入り飲料の場合はUHT(Ultra High Temperature)殺菌が好ましい。レトルト殺菌は、乳飲料を缶に充填して密封し、レトルト殺菌機により、121~124℃、20~40分間の加熱条件で行われ得る。UHT殺菌の方法としては、乳飲料に直接水蒸気を吹き込むスチームインジェクション式や乳飲料を水蒸気中に噴射して加熱するスチームインフュージョン式等の直接加熱方式、プレートやチューブ等表面熱交換器を用いる間接加熱方式等が挙げられ、好ましくはプレート式殺菌装置を用いる方法である。プレート式殺菌装置を用いるUHT殺菌は、130~150℃で、121℃の殺菌価(F0)が10~50に相当する加熱条件で行われ得る。UHT殺菌された乳飲料は、無菌的にPETボトルに充填され、密栓されるのが好ましい。 The homogenized milk beverage is preferably subsequently subjected to heat sterilization. As a method of heat sterilization, retort sterilization is preferred for canned beverages, and UHT (Ultra High Temperature) sterilization is preferred for PET (polyethylene terephthalate) bottled beverages. Retort sterilization can be carried out by filling the milk beverage into a can and sealing it, and heating it in a retort sterilizer at 121 to 124°C for 20 to 40 minutes. UHT sterilization methods include direct heating methods such as the steam injection method in which steam is directly blown into the milk beverage and the steam infusion method in which the milk beverage is heated by injecting it into steam, and indirect heating methods using a surface heat exchanger such as a plate or tube, and is preferably a method using a plate-type sterilizer. UHT sterilization using a plate-type sterilizer can be carried out at 130 to 150°C under heating conditions equivalent to a sterilization value (F0) of 10 to 50 at 121°C. The UHT sterilized milk beverage is preferably aseptically filled into PET bottles and tightly sealed.
以下、実施例をもって本発明を具体的に説明するが、本発明はこれらに限定されるものではない。 The present invention will be specifically explained below with reference to examples, but the present invention is not limited to these.
[ポリグリセリン脂肪酸エステル(試作品1)の製造]
撹拌機、温度計、ガス吹込管および水分離器を取り付けた1Lの四つ口フラスコにポリグリセリン(商品名:R-PG3;阪本薬品工業社製)300g、ステアリン酸(商品名:ステアリン酸65;ステアリン酸含有量65質量%;ミヨシ油脂社製)300gを仕込み、触媒として水酸化ナトリウム0.48gを加え、窒素ガス気流中240℃で、酸価2以下となるまで、約3時間エステル化反応を行った。得られた反応混合物にリン酸(85質量%)0.96gを添加して触媒を中和し、150℃で約1時間放置し、分離した未反応のトリグリセリン、テトラグリセリンを含むポリオール約35gを除去した。次に遠心式蒸留機にて約1Paの条件で減圧蒸留して残留するポリオールを留去し、主構成脂肪酸がステアリン酸であるポリグリセリン脂肪酸エステル(試作品1)約550gを得た。得られた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、3.65であった。
[Production of polyglycerol fatty acid ester (prototype 1)]
A 1L four-neck flask equipped with a stirrer, a thermometer, a gas inlet tube and a water separator was charged with 300 g of polyglycerin (trade name: R-PG3; manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.) and 300 g of stearic acid (trade name: Stearic Acid 65; stearic acid content 65% by mass; manufactured by Miyoshi Oil & Fat Co., Ltd.), 0.48 g of sodium hydroxide was added as a catalyst, and the esterification reaction was carried out for about 3 hours at 240 ° C. in a nitrogen gas stream until the acid value became 2 or less. 0.96 g of phosphoric acid (85% by mass) was added to the resulting reaction mixture to neutralize the catalyst, and the mixture was left at 150 ° C. for about 1 hour, and about 35 g of polyol containing unreacted triglycerin and tetraglycerin was removed. Next, the remaining polyol was distilled under reduced pressure at about 1 Pa using a centrifugal distiller to distill off the remaining polyol, and about 550 g of polyglycerin fatty acid ester (prototype 1) in which the main constituent fatty acid was stearic acid was obtained. The average degree of polymerization of the polyglycerol constituting the obtained polyglycerol fatty acid ester was 3.65.
[ポリグリセリン脂肪酸エステル(試作品2)の製造]
撹拌機、温度計、ガス吹込管および水分離器を取り付けた1Lの四つ口フラスコにポリグリセリン(商品名:R-PG3;阪本薬品工業社製)150g、ポリグリセリン(商品名:T-GR;阪本薬品工業社製)150g、ステアリン酸(商品名:ステアリン酸65;ステアリン酸含有量65質量%;ミヨシ油脂社製)300gを仕込み、触媒として水酸化ナトリウム0.48gを加え、窒素ガス気流中240℃で、酸価2以下となるまで、約3時間エステル化反応を行った。得られた反応混合物にリン酸(85質量%)0.96gを添加して触媒を中和し、150℃で約1時間放置し、分離した未反応のトリグリセリン、テトラグリセリンを含むポリオール約35gを除去した。次に遠心式蒸留機にて約1Paの条件で減圧蒸留して残留するポリオールを留去し、主構成脂肪酸がステアリン酸であるポリグリセリン脂肪酸エステル(試作品2)約550gを得た。得られた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、4.69であった。
[Production of polyglycerol fatty acid ester (prototype 2)]
A 1L four-neck flask equipped with a stirrer, a thermometer, a gas inlet tube and a water separator was charged with 150 g of polyglycerin (trade name: R-PG3; manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.), 150 g of polyglycerin (trade name: T-GR; manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.), and 300 g of stearic acid (trade name: Stearic Acid 65; stearic acid content 65% by mass; manufactured by Miyoshi Oil & Fat Co., Ltd.), 0.48 g of sodium hydroxide was added as a catalyst, and the mixture was subjected to an esterification reaction for about 3 hours at 240 ° C. in a nitrogen gas stream until the acid value was 2 or less. 0.96 g of phosphoric acid (85% by mass) was added to the resulting reaction mixture to neutralize the catalyst, and the mixture was left at 150 ° C. for about 1 hour, and about 35 g of polyol containing unreacted triglycerin and tetraglycerin that had been separated was removed. Next, the remaining polyol was removed by vacuum distillation at about 1 Pa using a centrifugal distiller, and about 550 g of a polyglycerol fatty acid ester (trial product 2) whose main constituent fatty acid was stearic acid was obtained. The average degree of polymerization of the polyglycerol constituting the obtained polyglycerol fatty acid ester was 4.69.
[ポリグリセリン脂肪酸エステルとグリセリンモノ脂肪酸エステルを含有する組成物(試作品3)の製造]
製造例1と同様に実施し、主構成脂肪酸がステアリン酸であり、且つポリグリセリンの平均重合度が3.65のポリグリセリン脂肪酸エステル約550gを得た。このポリグリセリン脂肪酸エステル550g及びエマルジーP-100(製品名;グリセリンモノパルミチン酸エステル;理研ビタミン社製)296gを1000mL容量のガラス製ビーカーに入れて恒温槽で90℃に加熱し、ガラス棒で撹拌して溶融混合した。得られた溶融物をポリスポイトでアルミホイル上に粒状になるよう滴下し常温で30分間冷却固化し、ポリグリセリンの平均重合度が3.65のポリグリセリン脂肪酸エステルとグリセリンモノ脂肪酸エステルを含有する組成物(試作品3)約846gを得た。
[Preparation of a composition containing a polyglycerol fatty acid ester and a glycerol mono fatty acid ester (Prototype 3)]
The same procedure as in Production Example 1 was carried out to obtain about 550 g of a polyglycerol fatty acid ester in which the main constituent fatty acid was stearic acid and the average degree of polymerization of polyglycerol was 3.65. 550 g of this polyglycerol fatty acid ester and 296 g of Emulgy P-100 (product name: glycerol monopalmitic acid ester; manufactured by Riken Vitamin Co., Ltd.) were placed in a 1000 mL glass beaker, heated to 90°C in a thermostatic bath, and melt-mixed by stirring with a glass rod. The resulting melt was dropped onto aluminum foil with a plastic dropper so as to form granules, and cooled and solidified at room temperature for 30 minutes to obtain about 846 g of a composition (trial product 3) containing a polyglycerol fatty acid ester in which the average degree of polymerization of polyglycerol was 3.65 and a glycerol mono fatty acid ester.
[ポリグリセリン脂肪酸エステルとグリセリンモノ脂肪酸エステルを含有する組成物(試作品4)の製造]
製造例3で用いたエマルジーP-100(商品名;グリセリンモノパルミチン酸エステル;理研ビタミン社製)296gに替えてエマルジーMS(商品名;グリセリンモノステアリン酸エステル;理研ビタミン社製)296gを用いたこと以外は、製造例3と同様に実施し、ポリグリセリンの平均重合度が3.65のポリグリセリン脂肪酸エステルとグリセリンモノ脂肪酸エステルを含有する組成物(試作品4)約846gを得た。
[Preparation of a composition containing a polyglycerol fatty acid ester and a glycerol mono fatty acid ester (Prototype 4)]
The same procedure as in Production Example 3 was repeated, except that 296 g of Emulgy MS (trade name: glycerin monostearate; manufactured by Riken Vitamin Co., Ltd.) was used instead of 296 g of Emulgy P-100 (trade name: glycerin monopalmitate; manufactured by Riken Vitamin Co., Ltd.), to obtain approximately 846 g of a composition (Prototype 4) containing a polyglycerin fatty acid ester having an average degree of polymerization of polyglycerin of 3.65 and a glycerin monofatty acid ester.
[試験例]
[缶入りミルクコーヒーにおける評価試験]
(1)供試乳化剤
1)トリグリセリンモノパルミチン酸エステル(商品名:ポエムTRP-97RF;理研ビタミン社製)
2)ショ糖パルミチン酸エステル(商品名:リョートーシュガーエステルP-1670;粉末状;三菱化学フーズ社製)
3)試作品1~4
4)ポリグリセリン脂肪酸エステル1(商品名:TR-40S;主構成脂肪酸:ステアリン酸;ポリグリセリンの平均重合度3.04;理研ビタミン社製)
5)ポリグリセリン脂肪酸エステル2(商品名:サンソフトA-181E;主構成脂肪酸:ステアリン酸;ポリグリセリンの平均重合度6.55;太陽化学社製)
6)グリセリンコハク酸脂肪酸エステル(商品名:ポエムB-25KV;グリセリンモノ脂肪酸エステルの含有量48.2質量%;理研ビタミン社製)
7)グリセリンモノパルミチン酸エステル(商品名:エマルジーP-100;理研ビタミン社製)
[Test Example]
[Evaluation test for canned milk coffee]
(1) Test Emulsifiers 1) Triglycerol monopalmitate (product name: Poem TRP-97RF; manufactured by Riken Vitamin Co., Ltd.)
2) Sucrose palmitate (product name: Ryoto Sugar Ester P-1670; powder form; manufactured by Mitsubishi Chemical Foods Corporation)
3) Prototypes 1 to 4
4) Polyglycerol fatty acid ester 1 (product name: TR-40S; main constituent fatty acid: stearic acid; average degree of polymerization of polyglycerol: 3.04; manufactured by Riken Vitamin Co., Ltd.)
5) Polyglycerol fatty acid ester 2 (trade name: Sunsoft A-181E; main constituent fatty acid: stearic acid; average degree of polymerization of polyglycerol: 6.55; manufactured by Taiyo Kagaku Co., Ltd.)
6) Glycerin succinic acid fatty acid ester (product name: Poem B-25KV; content of glycerin mono fatty acid ester: 48.2% by mass; manufactured by Riken Vitamin Co., Ltd.)
7) Glycerin monopalmitate (product name: Emulgy P-100; manufactured by Riken Vitamin Co., Ltd.)
(2)供試乳化剤及び成分(A)~(D)の添加量
上記供試乳化剤を用いて調製した缶入りミルクコーヒー1~10について、供試乳化剤の添加量並びにこれら乳化剤を添加したことによる成分(A)~(D)の添加量を表1及び表2に示す。このうち、表1の缶入りミルクコーヒー1~7は本発明に係る実施例であり、表2の缶入りミルクコーヒー8~10はそれらに対する比較例である。
(2) Amounts of Test Emulsifiers and Components (A) to (D) Added The amounts of test emulsifiers added and the amounts of components (A) to (D) added due to the addition of these emulsifiers for canned milk coffees 1 to 10 prepared using the above test emulsifiers are shown in Tables 1 and 2. Of these, canned milk coffees 1 to 7 in Table 1 are examples according to the present invention, and canned milk coffees 8 to 10 in Table 2 are comparative examples.
(3)缶入りミルクコーヒーの調製
焙煎コーヒー豆500gを95℃の精製水5000gで抽出し、コーヒー抽出液(Brix3質量%)を得た。該コーヒー抽出液3200g、牛乳(乳脂肪3.5質量%以上、無脂乳固形分8.3質量%以上)960g、グラニュー糖384gを配合し、これに精製水を加えて全量を6400gとし、さらに表1又は2に記載の乳化剤及び炭酸水素ナトリウム(重曹)9.6g及びカゼインナトリウム3.2gを加えた。ウォーターバスを用いて70℃に達温後10分撹拌を行い溶け残りが無い事を確認した。高圧式均質化処理機(型式:HV-OA-07-1.5S;イズミフードマシナリー社製)を用いて、液温約60~70℃、第一段圧力約15MPa、第二段圧力5MPaの条件で均質化した。均質化されたミルクコーヒーを飲料缶に各190gずつ充填して密封し、約123℃で20分間レトルト殺菌し、缶入りミルクコーヒー1~10を得た。
(3) Preparation of canned milk coffee 500 g of roasted coffee beans were extracted with 5000 g of purified water at 95 ° C. to obtain a coffee extract (Brix 3 mass %). 3200 g of the coffee extract, 960 g of milk (milk fat 3.5 mass % or more, non-fat milk solids 8.3 mass % or more), and 384 g of granulated sugar were blended, and purified water was added to make a total amount of 6400 g, and further, 9.6 g of an emulsifier shown in Table 1 or 2, sodium bicarbonate (sodium bicarbonate), and 3.2 g of sodium caseinate were added. After reaching a temperature of 70 ° C. using a water bath, stirring was performed for 10 minutes to confirm that there was no residual dissolution. Using a high-pressure homogenizer (model: HV-OA-07-1.5S; manufactured by Izumi Food Machinery Co., Ltd.), homogenization was performed under the conditions of a liquid temperature of about 60 to 70 ° C., a first stage pressure of about 15 MPa, and a second stage pressure of 5 MPa. The homogenized milk coffee was filled into beverage cans (190 g each), sealed, and retort sterilized at about 123° C. for 20 minutes to obtain canned milk coffees 1 to 10.
(4)安定性試験
缶入りミルクコーヒーを37℃で2週間保存した後、低温恒温器(型式:IN804;ヤマト科学社製)にて37℃で12時間の保存と-4℃で24時間の保存を交互に2回繰り返し行った。その後、-4℃の状態で開缶し、遊離した脂肪分が固化して飲料表面に浮上する白色浮遊物を観察し、以下の基準に従って記号化した。結果を表3に示す。
(4) Stability test After storing the canned milk coffee for 2 weeks at 37°C, it was alternately stored twice in a low-temperature incubator (model: IN804; manufactured by Yamato Scientific Co., Ltd.) at 37°C for 12 hours and at -4°C for 24 hours. After that, the can was opened at -4°C, and the white floating matter that rose to the surface of the beverage due to solidification of liberated fat was observed and coded according to the following criteria. The results are shown in Table 3.
<記号化基準>
- :白色浮遊物がない
± :ごく少量の白色浮遊物がある
+ :少量の白色浮遊物がある
++ :目立つ白色浮遊物が液面に部分的に散らばっている
+++ :目立つ白色浮遊物が液面全体に散らばっている
<Symbolization Standards>
-: No white floating matter ±: Very small amount of white floating matter +: Small amount of white floating matter ++: Noticeable white floating matter partially scattered on the liquid surface +++: Noticeable white floating matter scattered over the entire liquid surface
表3の結果から明らかなように、本発明の実施例である缶入りミルクコーヒー1~7は、「+」以上の結果を得たことから、白色浮遊物の抑制効果が優れていた。これに対し、比較例の缶入りミルクコーヒー8~10は、「++」以下の結果であり、本発明のものに比べて劣っていた。 As is clear from the results in Table 3, canned milk coffees 1 to 7, which are examples of the present invention, achieved results of "+" or higher, and therefore had excellent effects in suppressing white floating matter. In contrast, canned milk coffees 8 to 10, which are comparative examples, achieved results of "++" or lower, and were inferior to those of the present invention.
Claims (1)
(A)トリグリセリンモノパルミチン酸エステル又はショ糖パルミチン酸エステルである静菌性乳化剤、
(B)主構成脂肪酸がステアリン酸であり、且つポリグリセリンの平均重合度が3.5~4.8であるポリグリセリン脂肪酸エステル、
(C)グリセリンコハク酸脂肪酸エステル、
(D)グリセリンモノ脂肪酸エステル
を含有する乳成分含有飲料。 The following components (A) to (D):
(A) a bacteriostatic emulsifier which is triglycerol monopalmitate or sucrose palmitate ;
(B) a polyglycerol fatty acid ester in which the main constituent fatty acid is stearic acid and the average polymerization degree of the polyglycerol is 3.5 to 4.8 ;
(C) glycerin succinic acid fatty acid ester,
(D) A dairy beverage containing a glycerin mono-fatty acid ester.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2019177217 | 2019-09-27 | ||
| JP2019177217 | 2019-09-27 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2021052749A JP2021052749A (en) | 2021-04-08 |
| JP7628008B2 true JP7628008B2 (en) | 2025-02-07 |
Family
ID=75119626
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020160363A Active JP7628008B2 (en) | 2019-09-27 | 2020-09-25 | Dairy beverages |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP7628008B2 (en) |
| KR (1) | KR102952905B1 (en) |
| CN (1) | CN112568347B (en) |
| TW (1) | TWI878351B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112568347B (en) * | 2019-09-27 | 2024-07-05 | 理研维他命株式会社 | Milk component-containing beverage |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006271278A (en) | 2005-03-29 | 2006-10-12 | Sanei Gen Ffi Inc | Oil-in-water emulsified composition and application thereof |
| JP2007306865A (en) | 2006-05-19 | 2007-11-29 | Sanei Gen Ffi Inc | Stabilizer for milk beverages in sealed containers |
| JP2009213366A (en) | 2008-03-07 | 2009-09-24 | Taiyo Kagaku Co Ltd | Oil and fat solidification-preventing agent for milk-containing drink |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3440545B2 (en) | 1994-04-22 | 2003-08-25 | 三菱化学株式会社 | Emulsifier composition for milk coffee and method for producing milk coffee beverage |
| TW358016B (en) * | 1994-12-27 | 1999-05-11 | Vitamin Co Ltd | Formulating a diglycerine fatty acid monoester beverage product |
| TWI247583B (en) * | 1999-03-24 | 2006-01-21 | Mitsubishi Chem Corp | Mike beverage |
| JP2002101858A (en) * | 2000-09-28 | 2002-04-09 | Dai Ichi Kogyo Seiyaku Co Ltd | Emulsion stabilizer for milk drinks |
| JP3992229B2 (en) * | 2002-12-11 | 2007-10-17 | 理研ビタミン株式会社 | Quality degradation preventive for acidic foods and drinks |
| JP4687012B2 (en) * | 2004-06-09 | 2011-05-25 | 三菱化学株式会社 | Emulsion stabilizer containing diglycerin fatty acid ester and sorbitan fatty acid ester, and milk beverage containing the same |
| JP2006280386A (en) | 2006-07-28 | 2006-10-19 | Riken Vitamin Co Ltd | Food preservability improver |
| JP2009247288A (en) * | 2008-04-08 | 2009-10-29 | Riken Vitamin Co Ltd | Milk component-containing beverage |
| JP2009291159A (en) * | 2008-06-09 | 2009-12-17 | Riken Vitamin Co Ltd | Milk component-containing drink contained in pet-bottle |
| JP6098047B2 (en) * | 2012-06-27 | 2017-03-22 | 日油株式会社 | Liquid nutrition composition |
| KR102102496B1 (en) * | 2012-11-19 | 2020-04-20 | 리켄 비타민 가부시키가이샤 | Emulsifier for milk constituent-containing beverage |
| JP6438388B2 (en) * | 2013-03-21 | 2018-12-12 | 三菱ケミカルフーズ株式会社 | Emulsion composition for food and beverage, method for producing emulsion composition for food and beverage, food and beverage, and milk beverage |
| WO2016078160A1 (en) * | 2014-11-17 | 2016-05-26 | 常州方圆制药有限公司 | Cytidine derivative and application thereof |
| CN112568347B (en) * | 2019-09-27 | 2024-07-05 | 理研维他命株式会社 | Milk component-containing beverage |
-
2020
- 2020-09-25 CN CN202011024278.4A patent/CN112568347B/en active Active
- 2020-09-25 JP JP2020160363A patent/JP7628008B2/en active Active
- 2020-09-25 TW TW109133317A patent/TWI878351B/en active
- 2020-09-25 KR KR1020200124765A patent/KR102952905B1/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006271278A (en) | 2005-03-29 | 2006-10-12 | Sanei Gen Ffi Inc | Oil-in-water emulsified composition and application thereof |
| JP2007306865A (en) | 2006-05-19 | 2007-11-29 | Sanei Gen Ffi Inc | Stabilizer for milk beverages in sealed containers |
| JP2009213366A (en) | 2008-03-07 | 2009-09-24 | Taiyo Kagaku Co Ltd | Oil and fat solidification-preventing agent for milk-containing drink |
Also Published As
| Publication number | Publication date |
|---|---|
| TWI878351B (en) | 2025-04-01 |
| CN112568347B (en) | 2024-07-05 |
| JP2021052749A (en) | 2021-04-08 |
| CN112568347A (en) | 2021-03-30 |
| KR20210037587A (en) | 2021-04-06 |
| KR102952905B1 (en) | 2026-04-15 |
| TW202116173A (en) | 2021-05-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR102102496B1 (en) | Emulsifier for milk constituent-containing beverage | |
| JP6276050B2 (en) | Oil-in-water emulsion | |
| JP6969087B2 (en) | Creaming powder with high emulsification stability | |
| JP7628008B2 (en) | Dairy beverages | |
| JP2009247288A (en) | Milk component-containing beverage | |
| JP6591821B2 (en) | Defoamer for food | |
| JP4267605B2 (en) | Milk-containing beverage | |
| JP2009291159A (en) | Milk component-containing drink contained in pet-bottle | |
| JP3506576B2 (en) | Milk-containing beverage and its emulsifier | |
| JP4267606B2 (en) | Milk-containing beverage | |
| JP4402075B2 (en) | Milk-containing beverage | |
| JP6761253B2 (en) | Oil-in-water emulsified composition | |
| JP5001701B2 (en) | Coffee drink | |
| JP6861006B2 (en) | Milk flavor enhancer | |
| JP2015146737A (en) | Powdery emulsified fat for heat-sterilized beverage, and heat sterilized beverage containing the powdery emulsified fat | |
| JP3840906B2 (en) | milk beverage | |
| JP4527688B2 (en) | Milk-containing beverage | |
| JP2020156471A (en) | Quality improver for acidic milk drinks | |
| TWI777036B (en) | Food, method for producing the same, and method for suppressing generation of odor over time in food | |
| JP2014124095A (en) | Method of producing ice cream | |
| JP2019054762A (en) | Protein quality improver | |
| JP2009118797A (en) | Scale inhibitor | |
| JP2025138525A (en) | Creaming powder and instant beverage composition | |
| JP2017077214A (en) | Milk component-containing coffee drink | |
| WO2015151345A1 (en) | Emulsifier for milk component-containing beverages |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20230922 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20240823 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20240827 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20241018 |
|
| TRDD | Decision of grant or rejection written | ||
| RD02 | Notification of acceptance of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7422 Effective date: 20241221 |
|
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20250114 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20250128 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 7628008 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |