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JP3840906B2 - milk beverage - Google Patents
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JP3840906B2 - milk beverage - Google Patents

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Publication number
JP3840906B2
JP3840906B2 JP2001064879A JP2001064879A JP3840906B2 JP 3840906 B2 JP3840906 B2 JP 3840906B2 JP 2001064879 A JP2001064879 A JP 2001064879A JP 2001064879 A JP2001064879 A JP 2001064879A JP 3840906 B2 JP3840906 B2 JP 3840906B2
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Japan
Prior art keywords
fatty acid
acid ester
milk
coffee
diglycerin
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JP2001064879A
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JP2002262786A (en
Inventor
晃弘 小川
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Mitsubishi Chemical Corp
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Mitsubishi Chemical Corp
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  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Dairy Products (AREA)
  • Tea And Coffee (AREA)
  • General Preparation And Processing Of Foods (AREA)
  • Non-Alcoholic Beverages (AREA)

Description

【0001】
【発明の属する技術分野】
本発明は、乳飲料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む乳化安定剤を含有し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。
【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)。
【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)。
【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。
【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。
【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。
【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。
【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。
【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含む乳化安定剤を含有する乳飲料に存する
【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8〜22、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。
【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14〜18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。
【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。
【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100〜250℃で直接エステル化させる方法(米国特許第2733252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。
【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HLB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。
【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。
【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。
【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。
【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。
【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。
【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pH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。
【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。
【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。
【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。
【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。
【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550ml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。
【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49.5g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。
【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HOLIBA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、TurbiscanMA2000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。
【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
【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96.7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。
【0031】
【表1】

Figure 0003840906
【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。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a milk beverage . Details contains an emulsion stabilizer comprising a diglycerol fatty acid ester and lactic acid fatty acid ester salt, it relates to superior dairy beverages thermal stability and long-term storage stability when subjected to heat sterilization.
[0002]
[Prior art]
In general, dairy drinks are manufactured through heat sterilization for long-term storage. In order to prevent deterioration due to the growth of heat-resistant thermophilic spore bacteria that survive, polyglycerin fatty acid esters, especially glycerin A method of adding a diglycerin fatty acid ester having a degree of polymerization of 2 has been proposed (Japanese Patent Laid-Open No. 8-228676).
[0003]
In addition, a method of using a diglycerin fatty acid ester and an organic acid monoglyceride in combination has been proposed in order to suppress the release of fat and protein aggregation due to emulsion breakage during storage and to maintain emulsion stability for a long period of time ( JP-A-10-165151).
[0004]
[Problems to be solved by the invention]
In these methods, since the diglycerin fatty acid ester interacts with thermophilic spore bacteria and is used for the purpose of preventing deterioration, the amount of emulsifier used for the purpose of emulsification is reduced. 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]
However, since organic acid monoglycerides are not excellent in water dispersibility, the possibility of being uniformly dispersed in a beverage is extremely low, and it is difficult to maintain a good emulsified state during storage. Furthermore, when the amount of organic acid monoglyceride is increased, it may not be completely dispersed and dissolved during the preparation of milk beverages, and may become “uncapped”. There may be a problem in the process.
[0006]
On the other hand, in recent years, many coffee beverages that emphasize the original taste of coffee beans reflecting consumer preferences have been manufactured and sold, and the amount of beans used tends to increase. When diglycerin fatty acid ester is added to such coffee with a large amount of coffee beans and then heat-sterilized, the milk component floats upward in the beverage, and the milk component is collected and the white milk component phase does not contain the milk component A phenomenon of separation into two phases of coffee phase is observed. Particularly recently, beverages in PET bottles have become popular in place of beverages in cans, so when milk component separation occurs in PET bottle beverages, it gives consumers an unpleasant impression and the value of the product decreases. Or may cause complaints.
[0007]
Therefore, it has been desired to develop a coffee containing an emulsifier excellent in water dispersibility, in which the milk component phase and the coffee phase do not separate from each other, and the milk component does not aggregate even if stored for a long period of time.
[0008]
[Means for Solving the Problems]
As a result of intensive investigations by the present inventors to solve such problems, when a milk beverage is prepared by mixing diglycerin fatty acid ester and lactic acid fatty acid ester salt with water, “mako” is produced during the preparation of the milk beverage. In addition, the present inventors have found that even a beverage having a higher coffee content can maintain good emulsification stability for a long time, and have reached the present invention.
[0009]
That is, the gist of the present invention, there is provided a milk beverage containing emulsion stabilizer comprising a diglycerol fatty acid ester and lactic acid fatty acid ester salt.
[0011]
DETAILED DESCRIPTION OF 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. Carbon number of the constituent fatty acid of diglycerin fatty acid ester is usually 8-22, preferably 10-22, and more preferably 14-18. The constituent fatty acid may be 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, oleic acid and the like, among which palmitic acid is preferable. 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 the main component (preferably 80% by weight or more) are preferable because they have a high effect of suppressing the growth of thermospore bacteria.
[0012]
Examples of the lactic acid fatty acid ester salt used in the present invention include stearoyl calcium lactate and sodium stearoyl lactate, and some of them are used as food additives for bread and the like.
As the constituent fatty acid of the lactic acid fatty acid ester salt, in general, a saturated or unsaturated fatty acid having 10 to 22 carbon atoms can be used, and if it is a saturated or unsaturated fatty acid having 14 to 18 carbon atoms, it is suitable for milk beverages. Since it does not impair the flavor when added, it can be preferably used. 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]
The lactic acid fatty acid ester salt is generally a sodium salt, potassium salt or calcium salt of the lactic acid fatty acid ester, but is preferably a potassium salt.
As long as the lactic acid fatty acid ester salt used in the present invention contains the fatty acid defined above, it can be used for any one produced by any method, but in order to fully demonstrate the functions of the present invention. It is preferable that the lactic acid fatty acid ester salt has a higher purity.
[0014]
As a method for producing a lactic acid fatty acid ester salt, a method in which a fatty acid and lactic acid are directly esterified at 100 to 250 ° C. in the presence of an alkali catalyst (US Pat. No. 2,733,252) or a method in which lactic acid is reacted with an acid chloride of a fatty acid (US patent). In general, a lactic acid fatty acid ester produced by No. 2789992) is neutralized with an alkali such as potassium hydroxide to form a salt. On the other hand, a lactic acid fatty acid ester salt can also be produced in one step by a transesterification reaction between a lower alcohol ester of a fatty acid and a lactate (Japanese Patent Laid-Open No. 9-157216).
[0015]
The emulsion stabilizer of the present invention comprises diglycerin fatty acid ester and lactic acid fatty acid ester salt as essential components, but since the water dispersibility of diglycerin fatty acid ester is not good, in order to exert a more excellent antibacterial effect, It is preferable to use a sucrose fatty acid ester in combination as an antibacterial agent. The monoester content of the sucrose fatty acid ester is preferably 50% or more, and more preferably 70% or more. Although carbon number of a constituent fatty acid is 10-22 normally, Preferably it is 14-20. Although saturated fatty acid or unsaturated fatty acid may be used, saturated fatty acid is preferable. Of these, 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 acid is preferably 70% or more, more preferably 80% or more. Sucrose fatty acid esters in which the monoester content is 70% or more and 80% or more of the constituent fatty acids are palmitic acid are most preferred from the viewpoint of antibacterial properties. Moreover, as an HLB value of sucrose fatty acid ester, the thing of 15 or more and 22 or less can be used preferably.
[0016]
The blending ratio of diglycerin fatty acid ester and lactic acid fatty acid ester salt in the emulsion stabilizer of the present invention is generally 1: 0.001-1: 1 (weight ratio), preferably 1: 0.01-1: 1. In the case of using sucrose fatty acid ester in combination, the mixing ratio is generally diglycerin fatty acid ester: lactic acid fatty acid ester salt: sucrose fatty acid ester = 0.025 to 0.3: 0.000025 to 0.3: 0.03. 0.3 (weight ratio).
[0017]
Moreover, the emulsion stabilizer of this invention may contain the other component in the range which does not impair the effect of this invention. 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 a diglycerin fatty acid ester containing a lactic acid fatty acid ester salt by producing a lactic acid fatty acid ester salt as a by-product in the production process of the diglycerin fatty acid ester. May be prepared by manufacturing.
[0018]
When the emulsion stabilizer of the present invention is prepared by simply mixing the components, the mixing order is not particularly limited, and it is convenient in the process to mix them at once. In this case, in order to maintain the uniformity of the mixed powder, it is preferable that the particle sizes, bulk densities, etc. of the diglycerin fatty acid ester and lactic acid fatty acid ester salt are made uniform. Even 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]
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 production of the diglycerin fatty acid ester will be described.
Generally, diglycerin fatty acid ester is produced by esterifying diglycerin and fatty acid in the presence of an alkali catalyst. And generally after neutralization of an esterification reaction, the neutralization agent equivalent to an alkali catalyst or an equivalent or less is added for the purpose of neutralizing an alkali catalyst. Here, when lactic acid is mixed as a neutralizing agent, lactic acid, unreacted fatty acid, and alkali catalyst react to produce 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, since unreacted fatty acid can be used as a raw material for lactic acid fatty acid ester, steps such as molecular distillation for removing 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 manufacturing cost can be reduced, which is preferable.
[0020]
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 process is used as a raw material for the emulsion stabilizer of the present invention, the purity of the diglycerin fatty acid ester is lowered, and a step of mixing with a lactic acid fatty acid ester salt is required, which is not preferable.
[0021]
Although the emulsion stabilizer of the present invention can be added directly to a beverage, generally, the emulsion stabilizer is mixed with water to form an emulsion stabilizer aqueous solution, which is added to the beverage.
As a method for producing the emulsion stabilizer aqueous solution, for example, it is convenient in the process to produce an emulsion stabilizer by the above-mentioned method, add water thereto and stir at 50 to 60 ° C.
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. Of these, milk coffee or milk tea is preferable. Examples of the milk component include cow's milk, whole milk powder, skin milk powder, fresh cream, and the like. Proteins such as skimmed milk powder and milk fats such as butter and milk oil may be individually added and adjusted. The content of the milk component in the milk beverage is usually 4 to 60% by weight, preferably 10 to 25% by weight in terms of milk. The pH of the milk drink is usually preferably neutral or weakly acidic from 5.5 to 7.0. Needless to say, other known ingredients 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, sorbitan fatty acid ester, and the like.
[0022]
Among these milk beverages, the emulsion stabilizer of the present invention is particularly effective for coffee having a high coffee bean content. The coffee contains a coffee extract obtained from roasted coffee beans, milk components, and an emulsion stabilizer. The coffee beans are not particularly limited, and the same kind of coffee beans may be used, or two or more kinds of coffee beans may be mixed and used. In addition, the roasting method and the extraction method are not particularly limited, and a generally practiced method may be used. The content of the coffee extract is preferably 5 to 10% by weight in terms of green beans, and the content of milk components is preferably 4 to 25% by weight in terms of milk.
[0023]
Taking a coffee as an example, the milk beverage to which the emulsion stabilizer of the present invention is added, after mixing milk components such as coffee extract, sugar and milk, is mixed with an emulsion stabilizer or an emulsion stabilizer aqueous solution, It is prepared by adjusting the pH by adding sodium bicarbonate, homogenizing using a homogenizer, and further heat sterilizing.
The milk beverage to which the emulsion stabilizer of the present invention is added is sterilized even if it is subjected to ultra-high temperature sterilization such as 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 emulsion has high heat resistance, it is possible to maintain long-term emulsion stability. For this reason, the drink for PET bottles etc. which are aseptically filled after UHT sterilization are included as well as canned beverages that are normally retort sterilized at 121 ° C. for 20 to 40 minutes. In particular, in PET bottle coffee, a phenomenon of separation into two phases of a coffee phase and a milk component phase may be observed, but by using the emulsion stabilizer of the present invention, not only the separation is suppressed, but also good for a long time. A good emulsified state.
[0024]
Usually, the diglycerin fatty acid ester added to the milk beverage is 0.025 to 0.3% by weight, the lactic acid fatty acid ester salt is 0.000025 to 0.3% by weight, and the sucrose fatty acid ester is 0.03 to 0.3%. % By weight.
The amount of the emulsion stabilizer of the present invention in the milk beverage is generally 0.025 to 0.9% by weight, preferably 0.05 to 0.5% by weight.
[0025]
【Example】
EXAMPLES Hereinafter, although an Example demonstrates this invention further more concretely, this invention is not limited to a following example, unless the summary is exceeded. In addition, unless otherwise specified, the ratio,%, and part all represent the weight ratio,% by weight, and part by weight.
[0026]
[Production example]
Into a reaction vessel, 300 ml of pyridine and 100 g of lactic acid (purity 90%) were charged, and 100 g of palmitoyl chloride was added dropwise thereto, and the mixture was reacted for 1.5 hours under water cooling and then at 50 to 60 ° C. for 1 hour. When 8N hydrochloric acid was added to the reaction mixture until the pH reached 2.0, a white oily substance was precipitated, and thus separated from the reaction mixture. The acquisition amount was 138 g. This was dissolved in 550 ml of hexane, 400 ml of water was added and shaken well, and then the mixture was separated into an aqueous phase and a hexane phase. Hexane was removed from the hexane phase by evaporation to obtain 88 g of a solid having 88 mol% of lactate palmitic acid ester and 12 mol% of palmitic acid. This was dissolved in 400 ml of hexane and then kept at 18 ° C. to precipitate crystals. The obtained crystals were recrystallized from hexane to obtain a white plate-like lactate palmitate. The yield was 56 g, and the content of palmitic acid was 1 mol% or less. This lactate palmitate ester was dispersed in water and equimolar potassium hydroxide was allowed to act to obtain a lactate palmitate potassium salt. Hereinafter, this is abbreviated as PPL.
[0027]
[Example 1]
Emulsification stabilizer was prepared by mixing 97.9 parts by weight of diglycerin monopalmitate and 2.1 parts by weight of PPL. 49.5 g of demineralized water was added to 0.5 g of this, and the mixture was stirred at 50 ° C. to stabilize the emulsion. An aqueous agent solution was prepared.
Next, 450 g of roasted coffee beans (Colombia EX, L value 26) was extracted with 4500 g of demineralized water at 95 ° C. to obtain a coffee extract.
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. Sodium bicarbonate was added to this solution to adjust the pH after sterilization to 6.3, and this was homogenized at a temperature of 60-70 ° C. and a pressure of 150 kg / 50 kg using a high-pressure homogenizer, and then plate-type UHT sterilization. It was sterilized with an apparatus (Hisaka STS-100) under the conditions of sterilization temperature of 137 ° C. and sterilization time (hold time) of 60 seconds (F0 = 40), filled in 350 mL PET bottle under aseptic condition and cooled to obtain coffee. . Even when the obtained milk coffee was stored at 5 ° C., two-phase separation between the milk phase and the coffee phase was not observed.
[0028]
The coffee immediately after sterilization was measured for median particle size (particle size with a total frequency of appearance of 50%) and evaluated for emulsion stability. The particle size was measured using LA-500 manufactured by HOLIBA.
Next, the obtained milk coffee was stored at 5 ° C. for 1 month, and after re-dispersion, the median particle size was measured, and the cream-off amount was measured by Turbscan MA2000 manufactured by Formaaction. The evaluation results are shown in Table 1.
[0029]
[Example 2]
The same procedure as in Example 1 was conducted except that an emulsion stabilizer was prepared by mixing 96.1 parts by weight of diglycerin monopalmitate and 3.9 parts by weight of PPL. The evaluation results are shown in Table 1.
<Measurement of cream-off amount by Turbscan MA2000>
By scanning the light source in the vertical direction of the sample tube at regular time intervals, the backscattered light from the sample is detected, and the rate of change in the backscattered light intensity with respect to the measurement time is observed, so that the cream-off state is detected. I can grasp it. By measuring the upper part of the sample tube, information on the amount of cream-off is obtained. As the rate of change of the backscattered light intensity increases with time, the amount of cream-off increases and the emulsification stability is inferior. Therefore, the emulsion stability (creaming) in Table 1 was evaluated as follows.
* Evaluation criteria for emulsion stability A: Change rate of backscattered light intensity at 15 hours is less than 10% B: Change rate of backscattered light intensity at 15 hours is 10% or more and less than 15% Δ: Backward at 15 hours Change rate of scattered light intensity is 15% or more and less than 20% x: Change rate of backscattered light intensity in 15 hours is 20% or more.
[Comparative Example 1]
The same procedure as in Example 1 was conducted except that an emulsion stabilizer was prepared by mixing 98.3 parts by weight of diglycerin monopalmitate and 1.7 parts by weight of potassium palmitate. A two-phase separation of milk phase and coffee phase was observed immediately after sterilization. The evaluation results are shown in Table 1.
[Comparative Example 2]
The same procedure as in Example 1 was performed except that 96.7 parts by weight of diglycerin monopalmitate and 3.3 parts by weight of potassium palmitate were mixed to prepare an emulsion stabilizer. A slight separation of the milk phase was observed immediately after sterilization. The evaluation results are shown in Table 1.
[0031]
[Table 1]
Figure 0003840906
[0032]
【The invention's effect】
The milk beverage using the emulsion stabilizer of the present invention is excellent in heat stability and long-term storage stability.

Claims (8)

ジグリセリン脂肪酸エステルと乳酸脂肪酸エステル塩とを含む乳化安定剤を含有することを特徴とする乳飲料。 A milk beverage comprising an emulsion stabilizer containing a diglycerin fatty acid ester and a lactic acid fatty acid ester salt. 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の脂肪酸であり、かつモノエステル含量が50%以上であり、乳酸脂肪酸エステル塩の構成脂肪酸が炭素数10〜22の脂肪酸である請求項1に記載の乳飲料 Fatty acids constituting diglycerol fatty acid ester is a fatty acid having 10 to 22 carbon atoms, and Ri der monoester content of 50% or more, according to claim 1 constituent fatty lactate fatty acid ester salt is a fatty acid of 10 to 22 carbon atoms The milk beverage described in 1 . ジグリセリン脂肪酸エステルが、構成脂肪酸の80重量%以上がパルミチン酸であり、かつモノエステル含量が70重量%以上のものである請求項1又は2に記載の乳飲料The milk beverage according to claim 1 or 2, wherein the diglycerin fatty acid ester has 80% by weight or more of the constituent fatty acid as palmitic acid and a monoester content of 70% by weight or more. ジグリセリン脂肪酸エステルと乳酸脂肪酸エステル塩とを1:0.001〜1:1の重量比で含有し、かつジグリセリン脂肪酸エステルの含有量が0.025〜0.3重量%である請求項1乃至3のいずれかに記載の乳飲料。A diglycerin fatty acid ester and lactic acid fatty acid ester salt 1: 0.001: claim 1 containing 1 weight ratio, and the content of diglycerol fatty acid ester is 0.025 to 0.3 wt% The milk drink in any one of thru | or 3 . ショ糖脂肪酸エステルを含有する請求項1乃至のいずれかに記載の乳飲料The milk drink according to any one of claims 1 to 4, comprising a sucrose fatty acid ester. ョ糖脂肪酸エステルの含有量が0.03〜0.3重量%である請求項5に記載の乳飲料。Milk beverage according to claim 5 the content of tio sugar fatty acid ester is 0.03 to 0.3 wt%. ミルクコーヒーまたはミルク紅茶である請求項乃至のいずれかに記載の乳飲料。Milk coffee or milk tea der Ru請 Motomeko 1 to 6 milk beverage according to any one of the. コーヒー抽出液を生豆換算で5〜10重量%含有するミルクコーヒーである請求項乃至のいずれかに記載の乳飲料。Milk Coffee Der Ru請 Motomeko 1-6 milk beverage according to any one of containing 5 to 10 wt% coffee extract with beans terms.
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