JP2015119647A - Pigment fading inhibitor - Google Patents

Pigment fading inhibitor Download PDF

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JP2015119647A
JP2015119647A JP2013264336A JP2013264336A JP2015119647A JP 2015119647 A JP2015119647 A JP 2015119647A JP 2013264336 A JP2013264336 A JP 2013264336A JP 2013264336 A JP2013264336 A JP 2013264336A JP 2015119647 A JP2015119647 A JP 2015119647A
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tocopherol
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polyhydric alcohol
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JP6440356B2 (en
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真一郎 檜山
Shinichiro Hiyama
真一郎 檜山
章夫 門脇
Akio Kadowaki
章夫 門脇
大久保 泰宏
Yasuhiro Okubo
泰宏 大久保
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Taiyo Kagaku KK
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Abstract

PROBLEM TO BE SOLVED: To provide a pigment fading inhibitor which suppresses the fading of a carotenoid-based pigment and further has excellent dispersibility and emulsion stability in foods without impairing the appearance and flavor of foods.SOLUTION: There is provided a carotenoid-based pigment fading inhibitor which contains (A) tocopherol having 40% or more α-tocopherol in a tocopherol composition and (B) a tea extract and is an oil-in-water and/or -polyhydric alcohol type emulsion containing a surfactant.

Description

カロテノイド系の色素の退色を抑制し、さらに飲食品の外観、風味を損ねることがなく、食品中での分散性、乳化安定性に優れた色素退色防止剤に関する。   The present invention relates to a dye fading inhibiting agent that suppresses discoloration of carotenoid pigments and does not impair the appearance and flavor of foods and beverages, and is excellent in dispersibility and emulsion stability in foods.

従来から、多くの飲食品、化粧品、医薬品などの商品価値を上げるため等に色素が利用されている。しかしながら、これらの色素は光や熱、酸素といった要因に不安定であり、例えば食品の加工や流通、及び保存中にそれらの影響を受けて退色し品質の低下を引き起こす。また、コンビニエンスストアやスーパーマーケット等でのショーケースに陳列される事や、プラスチック容器入り飲食品のホット販売など、光以外にも熱や酸素などの影響も受けやすい状況にある。これらの問題を解決するため、製造工程中の殺菌を低温で処理することや、包材の機密性や遮光性を向上させることや、製品中にビタミンC等の抗酸化素材を添加するなどの対策が取られてきたが、それぞれに何らかの欠点があった。   Conventionally, pigments have been used to increase the commercial value of many foods, drinks, cosmetics, and pharmaceuticals. However, these dyes are unstable to factors such as light, heat, and oxygen, and for example, they are discolored under the influence of food during processing, distribution, and storage, and cause deterioration in quality. In addition, they are easily affected by heat and oxygen in addition to light, such as being displayed in showcases at convenience stores and supermarkets, and hot selling of food and drink in plastic containers. In order to solve these problems, sterilization during the manufacturing process is processed at a low temperature, the confidentiality and light shielding properties of the packaging material are improved, and an antioxidant material such as vitamin C is added to the product. Measures have been taken, but each had some drawbacks.

例えば、酸化防止剤の添加としては古くから合成品であるジブチルヒドロキシトルエン(BHT)、ブチルヒドロキシアニソール(BHA)、エリソルビン酸及びその誘導体が添加されてきた。しかし、これらの合成の酸化防止剤は健康に好ましくない影響を与えることが指摘され、使用が懸念されている。   For example, as the addition of an antioxidant, synthetic products such as dibutylhydroxytoluene (BHT), butylhydroxyanisole (BHA), erythorbic acid and derivatives thereof have long been added. However, these synthetic antioxidants have been pointed out to have an unfavorable impact on health and are of concern for use.

また、これら合成の酸化防止剤に代わる各種天然抗酸化剤を単独で又は併用して使用する方法が知られている。例えば、クロロゲン酸、カフェー酸、フェルラ酸などのポリフェノール(クロロゲン酸類)を有効成分とするクチナシ黄色色素の退色防止剤(例えば、特許文献1参照。)、ヤマモモ科植物を含む色素の安定化法(例えば、特許文献2参照。)、南天の葉の抽出エキスを有効成分とするアントシアニン系色素及び/又はカロテノイド系色素の退色防止剤(例えば、特許文献3参照。)など数多く提案されている。しかし、これらの退色防止剤の多くは、退色防止剤そのものの風味が飲食品に悪影響を与えるという欠点がある。   In addition, a method of using various natural antioxidants in place of these synthetic antioxidants alone or in combination is known. For example, an anti-fading agent for gardenia yellow pigments containing polyphenols (chlorogenic acids) such as chlorogenic acid, caffeic acid, and ferulic acid as active ingredients (see, for example, Patent Document 1), and a method for stabilizing pigments including genus genus plants ( For example, refer to Patent Document 2), and anthocyanin-based pigments and / or carotenoid-based pigment fading inhibitors (for example, refer to Patent Document 3), which have an extract of Nanten leaves as an active ingredient, have been proposed. However, many of these anti-fading agents have the disadvantage that the flavor of the anti-fading agent itself adversely affects food and drink.

特開平6−93199号公報(第2−4頁)JP-A-6-93199 (page 2-4) 特開平6−234935号公報(第2−4頁)JP-A-6-234935 (page 2-4) 特開平8−224068号公報(第2−3頁)Japanese Patent Laid-Open No. 8-222068 (page 2-3)

本発明は、カロテノイド系の色素の退色を抑制し、さらに飲食品の外観、風味を損ねることがなく、食品中での分散性、乳化安定性に優れた退色防止剤の開発を目的とする。   An object of the present invention is to develop an anti-fading agent that suppresses discoloration of carotenoid pigments and does not impair the appearance and flavor of food and drink, and is excellent in dispersibility and emulsion stability in foods.

発明者らは、カロテノイド系色素の退色を抑制するため鋭意検討を行った結果、総トコフェロール中のα‐トコフェロール含量が40%以上であるトコフェロールと、茶抽出物を含む退色防止剤を添加することにより、従来の退色防止剤と比較して著しく退色が抑制されることを見出し、本発明を完成するに至った。すなわち本発明はα‐トコフェロールを40%以上含有するトコフェロールと、茶抽出物を含む退色防止剤を添加することを特徴とするものである。   As a result of intensive investigations to suppress the fading of carotenoid pigments, the inventors added tocopherol having an α-tocopherol content of 40% or more in the total tocopherol and an anti-fading agent containing a tea extract. As a result, it has been found that fading is remarkably suppressed as compared with conventional anti-fading agents, and the present invention has been completed. That is, the present invention is characterized in that a tocopherol containing 40% or more of α-tocopherol and an anti-fading agent containing a tea extract are added.

本発明により、カロテノイド系の色素の退色を抑制し、さらに飲食品の外観、風味を損ねることがなく、食品中での分散性、乳化安定性に優れた色素退色防止剤を提供することができる。   According to the present invention, it is possible to provide a dye fading inhibiting agent that suppresses discoloration of carotenoid pigments, and does not impair the appearance and flavor of foods and beverages, and is excellent in dispersibility and emulsion stability in foods. .

以下、本発明について、詳細に説明する。
本発明の対象とするカロテノイド系の色素とは特に限定されるものではないが、一般的にはイソプレン単位を骨格とする化合物であり、α‐カロテン、β‐カロテン、リコピン、フィトエンなどの炭化水素類(カロテン類)やそのエポキシ体(キサントフィル類)としてアスタキサンチン、ゼアキサンチン、アクチニオエリスロール、ルテイン、クリプトキサンチン、ツナキサンチン、サルモキサンチン、パラシロキサンチン、ビオラキサンチン、アンテラキサンチン、ククルビタキサンチン、ディアトキサンチン、アロキサンチン、ペクテノール、ペクテノロン、マクトラキサンチン、カプサンチン、カプサンチノール、フコキサンチン、フコキサンチノール、ペリジニン、ハロシンチアキサンチン、アマロウシアキサンチン、カンタキサンチン、エキネノン、ロドキサンチン、ビキシン、ノルビキシン、さらには、ノルカロテノイド類やアポカロテノイド類が挙げられる。
これらは天然物より抽出される他、合成によって得られ、単品又は混合物、あるいは粗抽出物として実用に供される。
Hereinafter, the present invention will be described in detail.
The carotenoid pigments that are the subject of the present invention are not particularly limited, but are generally compounds having an isoprene unit as a skeleton, and hydrocarbons such as α-carotene, β-carotene, lycopene, phytoene, etc. Astaxanthin, zeaxanthin, actinioerythrol, lutein, cryptoxanthine, tunaxanthin, salmoxanthine, parasiloxanetin, violaxanthin, anthaxanthin, cucurbitaxanthin, diato Xanthine, alloxanthin, pectinol, pectinolone, mactraxanthine, capsanthin, capsanthinol, fucoxanthin, fucoxanthinol, peridinin, halocinthiaxanthine, amaranthiaxanthine, canthaxane Examples include tin, echinenone, rhodoxanthin, bixin, norbixin, and norcarotenoids and apocarotenoids.
In addition to being extracted from natural products, these are obtained by synthesis and are put to practical use as single items or mixtures or crude extracts.

本願の発明に用いるトコフェロールとは、天然および合成トコフェロールであって、特に限定されるものではない。植物原料由来の油脂から抽出、精製される場合は、特に限定されるものではないが、代表例として大豆油、小麦胚芽油、パーム油などが挙げられる。また、抽出トコフェロール中のα,β,γ,δの成分比率は、植物の種類や品種、産地などにも影響されるが、工業的に分子蒸留などの工程により特定の同族体組成の成分比率を上げた製品が市販されている。トコフェロール中の各同族体の含有量は、食品添加物公定書に記載の測定方法( 高速液体クロマトグラフ法) により測定が可能である。   The tocopherols used in the invention of the present application are natural and synthetic tocopherols and are not particularly limited. When extracted and refined from oils and fats derived from plant raw materials, it is not particularly limited, but representative examples include soybean oil, wheat germ oil, and palm oil. In addition, the component ratio of α, β, γ, and δ in the extracted tocopherol is influenced by the plant type, variety, production area, etc., but the component ratio of a specific homologous composition by a process such as molecular distillation industrially. Products with increased The content of each homologue in tocopherol can be measured by the measurement method (high performance liquid chromatographic method) described in the Food Additives Official Document.

本発明に使用されるトコフェロールは、その精製方法などは特に限定しないが、総トコフェロール中、α−トコフェロールを40%以上含有するものであり、好ましくはα−トコフェロールを60%以上含有するものが望ましく、さらに好ましくはα−トコフェロールを75%以上含有するのもが望ましい。トコフェロールの同族体の中でカロテノイド系の色素に対する退色防止効果はα−トコフェロールが最も高く、総トコフェロール中のα−トコフェロールの配合比率が高いほど有効である。そのため、総トコフェロール中のα−トコフェロールが40%未満の含有量では十分な効果を発揮することができない。   The tocopherol used in the present invention is not particularly limited in its purification method, but the total tocopherol contains 40% or more α-tocopherol, and preferably contains 60% or more α-tocopherol. More preferably, it is desirable to contain 75% or more of α-tocopherol. Among the tocopherol homologues, α-tocopherol has the highest anti-fading effect on carotenoid pigments, and the higher the proportion of α-tocopherol in the total tocopherol, the more effective. Therefore, if the content of α-tocopherol in the total tocopherol is less than 40%, a sufficient effect cannot be exhibited.

本発明の退色防止剤に含まれるトコフェロール量は特に限定するものではないが、0.5〜25重量%が含まれることが好ましく、さらに好ましくは1.0〜10重量%が含まれることが望ましい。0.1%未満では期待される効果は得られにくく、40重量%を超える濃度の添加では水又は多価アルコール中油型の乳化物とした場合、安定に添加することが困難となる。   The amount of tocopherol contained in the anti-fading agent of the present invention is not particularly limited, but it is preferably 0.5 to 25% by weight, more preferably 1.0 to 10% by weight. . If it is less than 0.1%, it is difficult to obtain the expected effect, and if it is added in a concentration exceeding 40% by weight, it becomes difficult to add it stably when it is an oil-in-water emulsion in water or a polyhydric alcohol.

本発明で用いる茶抽出物の原料は、特に限定するものではなく、植物学的にはツバキ科の植物であるCamellia Sinensisの葉より製造される不発酵茶である緑茶、半発酵茶である烏龍茶、発酵茶である紅茶が挙げられる。それらの中で、好ましくは不発酵茶である緑茶を用いるのが良い。抽出物は、茶葉又は茶葉を粉砕したものを、水又は熱水もしくはグリセリンやエタノールなどのアルコールにより抽出した画分、又は酢酸エチル可溶画分、アセトン可溶画分より得たものなどが挙げられ、さらに好ましくは、(+)−カテキン、(−)−エピカテキン、(+)−ガロカテキン、(−)−エピガロカテキン、(−)−カテキンガレート、(−)−エピカテキンガレート、(−)−ガロカテキンガレート及び(−)−エピガロカテキンガレートからなる群より選ばれるカテキン類の1種又は2種以上が挙げられる。   The raw material of the tea extract used in the present invention is not particularly limited, and botany is green tea, which is a non-fermented tea produced from leaves of Camellia sinensis, which is a plant of the camellia family, and oolong tea, which is a semi-fermented tea. And black tea that is fermented tea. Among them, it is preferable to use green tea which is preferably unfermented tea. Examples of the extract include tea leaves or a product obtained by pulverizing tea leaves with water, hot water, an alcohol such as glycerin or ethanol, an ethyl acetate soluble fraction, an acetone soluble fraction, or the like. More preferably, (+)-catechin, (−)-epicatechin, (+)-gallocatechin, (−)-epigallocatechin, (−)-catechin gallate, (−)-epicatechin gallate, (− One or more catechins selected from the group consisting of) -gallocatechin gallate and (-)-epigallocatechin gallate are included.

上記カテキン類の含量は特に限定するものではないが、使用する茶抽出物中に60%以上含有されていることが好ましく、さらに好ましくは70%以上含有されていることがよい。これらカテキン類の総含量は、酒石酸鉄を用いた比色定量法により測定可能であるが、各カテキン類の組成を詳細に測定するためには、高速液体クロマトグラフィーで測定することが好適である。   The content of the catechins is not particularly limited, but is preferably 60% or more, more preferably 70% or more in the tea extract to be used. The total content of these catechins can be measured by a colorimetric method using iron tartrate, but in order to measure the composition of each catechin in detail, it is preferable to measure by high performance liquid chromatography. .

本発明の退色防止剤に含まれる茶抽出物量は特に限定するものではないが、0.01〜5重量%が好ましい。さらに好ましくは0.1〜2.5重量%含有されることが望ましい。0.01%未満では期待される効果は得られにくく、5重量%を超えると食品の風味に影響を及ぼす場合もある。   The amount of tea extract contained in the anti-fading agent of the present invention is not particularly limited, but is preferably 0.01 to 5% by weight. More preferably, the content is 0.1 to 2.5% by weight. If it is less than 0.01%, the expected effect is difficult to obtain, and if it exceeds 5% by weight, the flavor of the food may be affected.

本発明の退色防止剤に含まれる界面活性剤としては、特に限定されるものではないが、好ましくは炭素数8〜22の飽和ないし不飽和脂肪酸で、単品又は混合した構成脂肪酸からな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、ポリソルベートの1種または2種以上を含むことが望ましく、さらに好ましくはポリグリセリン脂肪酸エステルであることが望ましい。また、界面活性剤の親水性、親油性の度合いはHLB(Hydrophile‐ Lipophile Balance)で表されるが、本発明の中の水及び/又は多価アルコール中油型乳化物を得るためにはHLBが9以上、好ましくは11以上であることが望ましい。HLBが9より小さいと、油溶性物質であるトコフェロールを水に安定に分散することが難しくなる。   The surfactant contained in the anti-fading agent of the present invention is not particularly limited, but is preferably a saturated or unsaturated fatty acid having 8 to 22 carbon atoms, and a polyglycerin fatty acid composed of a single or mixed constituent fatty acid. It is desirable to include one or more of an ester, a sucrose fatty acid ester, and a polysorbate, and more preferably a polyglycerin fatty acid ester. The degree of hydrophilicity and lipophilicity of the surfactant is represented by HLB (Hydrophile-Lipophile Balance). To obtain an oil-in-water emulsion in water and / or polyhydric alcohol in the present invention, HLB is used. It is 9 or more, preferably 11 or more. When HLB is smaller than 9, it becomes difficult to stably disperse tocopherol, which is an oil-soluble substance, in water.

HLBの求め方は特に限定するものではなく、既存の種々の手法が利用できる。例えばエステル型の界面活性剤の場合、けん化価と構成脂肪酸の酸価から次式によって算出できる。また、該退色防止剤の乳化に使用される界面活性剤は他の界面活性剤の1種又は2種以上を併用してもよい。そのような界面活性剤としてモノグリセリン脂肪酸エステル、有機酸モノグリセリド、モノグリセリド誘導体、プロピレングリコール脂肪酸エステル、ソルビタン脂肪酸エステル、酵素分解レシチン、キラヤ抽出物などが例示できる。   The method for obtaining the HLB is not particularly limited, and various existing methods can be used. For example, in the case of an ester type surfactant, it can be calculated from the saponification value and the acid value of the constituent fatty acid by the following formula. Moreover, the surfactant used for emulsification of the anti-fading agent may be used alone or in combination of two or more other surfactants. Examples of such surfactants include monoglycerin fatty acid esters, organic acid monoglycerides, monoglyceride derivatives, propylene glycol fatty acid esters, sorbitan fatty acid esters, enzymatically decomposed lecithins, and quilaya extracts.

HLB=20×(1−S/A)
S: けん化価、A: 構成脂肪酸の酸価
また、親水基としてポリオキシエチレン鎖だけを持つものは次式で算出できる。
HLB=E/5
E: ポリオキシエチレン基の重量分率
HLB = 20 × (1-S / A)
S: Saponification value, A: Acid value of the constituent fatty acid A compound having only a polyoxyethylene chain as a hydrophilic group can be calculated by the following formula.
HLB = E / 5
E: Weight fraction of polyoxyethylene group

これらの算術的な方法の他、実験的にHLBを求めることもできる。すなわちHLB既知の界面活性剤と未知の界面活性剤を組み合わせて、HLB既知の油脂と水を乳化し、もっとも乳化状態が良い混合比のものを選定して、次式より算定できる。   In addition to these arithmetic methods, the HLB can also be obtained experimentally. In other words, a combination of a surfactant known to HLB and an unknown surfactant is used to emulsify fat and water known to HLB and a mixture having the best emulsification state is selected, and can be calculated from the following equation.

{(Wu×HLBu)+(Wa×HLBa)}/(Wu+Wa)=HLBo
Wu:HLB未知の界面活性剤の重量分率
Wa:HLB既知の界面活性剤の重量分率
HLBu:HLB未知の界面活性剤のHLB(求める界面活性剤のHLB)
HLBa:HLB既知の界面活性剤のHLB
HLBo:油脂の所要HLB
{(Wu × HLBu) + (Wa × HLBa)} / (Wu + Wa) = HLBo
Wu: weight fraction of HLB unknown surfactant Wa: weight fraction of HLB known surfactant HLBu: HLB of HLB unknown surfactant (HLB of the desired surfactant)
HLBa: HLB of HLB known surfactant
HLBo: Required HLB for fats and oils

本発明に記載される多価アルコールとは、1つの分子内に2個以上の水酸機を有する化合物の総称であり、特にその種類を限定するものではない。例えば、グリセリン、プロピレングリコール、ソルビトール、マルチトール、キシリトール、エリスリトール、ラクチトール、ソルビタン、キシロース、アラビノース、マンノース、乳糖、砂糖、カップリングシュガー、ブドウ糖、酵素水飴、酸糖化水飴、麦芽糖水飴、麦芽糖、異性化糖、果糖、還元麦芽糖、還元澱粉水飴、蜂蜜などが挙げられる。これらは単独で又は2種以上を混合して用いることができる。また、より利用しやすくする目的で、乳化に影響を及ぼさない範囲において、エタノールなどを混合しても良い。   The polyhydric alcohol described in the present invention is a general term for compounds having two or more hydroxyl groups in one molecule, and the type of the polyhydric alcohol is not particularly limited. For example, glycerin, propylene glycol, sorbitol, maltitol, xylitol, erythritol, lactitol, sorbitan, xylose, arabinose, mannose, lactose, sugar, coupling sugar, glucose, enzyme starch syrup, acidified starch syrup, maltose starch syrup, maltose, isomerization Examples thereof include sugar, fructose, reduced maltose, reduced starch syrup, and honey. These can be used alone or in admixture of two or more. Further, for the purpose of facilitating the use, ethanol or the like may be mixed within a range that does not affect the emulsification.

本発明における水及び/又は多価アルコール中油型乳化物である色素退色防止剤を調製する場合は、水及び/又は多価アルコール中に界面活性剤を溶解させた後、トコフェロールを含む油相を添加し、乳化装置を用い乳化することにより得られる。乳化装置は、特に限定されるものではないが、具体的には、ホモミキサー、コロイドミル、高圧ホモジナイザー、超高圧ホモジナイザーなどが挙げられる。茶抽出物の添加方法は特に限定されるものではなく、乳化の前後の何れでも良いが、好ましくは乳化前に添加し、水及び/又は多価アルコール中によく溶解させておくのが望ましい。なお、素材の劣化を防ぎ、製剤の安定性を向上させる目的で、全ての工程を通じて、窒素、ヘリウムといった不活性ガス気流下での調製が望ましい。   When preparing a dye fading inhibitor that is an oil-in-water emulsion in water and / or polyhydric alcohol in the present invention, after dissolving a surfactant in water and / or polyhydric alcohol, an oil phase containing tocopherol is added. It is obtained by adding and emulsifying using an emulsifying device. The emulsifying apparatus is not particularly limited, and specific examples include a homomixer, a colloid mill, a high-pressure homogenizer, and an ultrahigh-pressure homogenizer. The method of adding the tea extract is not particularly limited and may be any before or after emulsification, but it is preferably added before emulsification and dissolved well in water and / or polyhydric alcohol. In order to prevent the deterioration of the raw material and improve the stability of the preparation, preparation under an inert gas stream such as nitrogen and helium is desirable throughout all the steps.

本発明における水及び/又は多価アルコール中油型乳化物である色素退色防止剤を水に分散させた時の平均粒子径を1.0μm以下、好ましくは0.4μm以下とすることによって、油溶性であるトコフェロールの分離がなく、分散性が向上するため、最終製品の外観を損ねることがなく効果的にカロテノイド系の色素の退色を抑制することができる。粒子径が1.0μmを超えると油溶性であるトコフェロールの分離や浮上が認められ、退色防止の効果を十分発揮しないばかりでなく、最終製品の外観を損ねるおそれがある。0.4μm以下の微細な乳化にすることよって、さらに乳化安定性に優れるものとなる。また、平均粒子径が小さくなればなるほど、トコフェロールとカロテノイド系の色素の接する表面積が大きくなることから、退色防止の効果も増大し、少量の添加で効果を十分に発揮することができる。本発明におけるトコフェロールを水に分散させた時の平均粒子径はベックマンコールター社の粒度分布測定器(L−230)などを用いて容易に測定することができる。   By making the average particle diameter of 1.0 μm or less, preferably 0.4 μm or less when the color fading inhibitor, which is an oil-in-water emulsion in water and / or polyhydric alcohol in the present invention, dispersed in water, it is oil-soluble. Since the tocopherol is not separated and the dispersibility is improved, the fading of the carotenoid pigment can be effectively suppressed without impairing the appearance of the final product. When the particle diameter exceeds 1.0 μm, separation and floating of the oil-soluble tocopherol are recognized, and the effect of preventing fading is not sufficiently exhibited, and the appearance of the final product may be impaired. By making the fine emulsification 0.4 μm or less, the emulsification stability is further improved. Further, the smaller the average particle size, the larger the surface area where the tocopherol and the carotenoid pigment are in contact with each other. Therefore, the effect of preventing fading is also increased, and the effect can be sufficiently exerted with a small amount of addition. The average particle size when the tocopherol in the present invention is dispersed in water can be easily measured using a particle size distribution measuring device (L-230) manufactured by Beckman Coulter.

カロテノイド系の色素は光や熱、酸素などの影響を受け、非常に早いスピードで退色するため、トコフェロールの同族体の中で最も活性の高いα−トコフェロールがカロテノイド系の色素の退色に対して最も効果的に働く。総トコフェロール中のα−トコフェロールの配合比率が高いほど有効であり、さらに界面活性剤で微細かつ安定な乳化物とすることで、熱や酸素、光などに因る退色に対する抑制効果の向上を期待することができる。   Carotenoid pigments are affected by light, heat, oxygen, etc., and fade at a very fast speed, so the most active α-tocopherol among the tocopherol homologues is the most effective against the fading of carotenoid pigments. Work effectively. The higher the blending ratio of α-tocopherol in the total tocopherol, the more effective, and it is expected to improve the suppression effect on fading caused by heat, oxygen, light, etc. by making it a fine and stable emulsion with surfactant. can do.

本発明は総トコフェロール中、α−トコフェロールを40%以上含有するトコフェロール、茶抽出物を含有する退色防止剤を添加することで所望の効果が得られるが、必要に応じて公知の酸化防止剤を併用してもよい。例として油溶性酸化防止剤(カンゾウ油抽出物、ゴマ油不けん化物、γ−オリザノール、ナタネ油抽出物)、水溶性酸化防止剤(L−アスコルビン酸、L−アスコルビン酸エステル、L−アスコルビン酸ナトリウム、エリソルビン酸、エリソルビン酸ナトリウム、没食子酸、クロロゲン酸、酵素処理ルチン、ブドウ種子抽出物、ローズマリー抽出物、ヒマワリ抽出物、クエルセチン、ヤマモモ抽出物、食用カンナ抽出物、ブルーベリー葉抽出物等)、また、水、油に難溶である酸化防止剤(ドクダミ抽出物、アオイ花抽出物、ピメンタ抽出物等)、金属封鎖剤(グルコン酸、コウジ酸、フィチン酸、ポリリン酸、キチン、キトサン等)、アミノ酸類、クエン酸等の有機酸類又その塩類、ヘスペリジン、ヘスペレチン等が挙げられ、これらの1種又は2種以上を併用配合してもよい。   In the present invention, a desired effect can be obtained by adding a tocopherol containing 40% or more of α-tocopherol in the total tocopherols, or a fading inhibitor containing a tea extract. If necessary, a known antioxidant can be used. You may use together. Examples include oil-soluble antioxidants (licorice oil extract, sesame oil unsaponifiable matter, γ-oryzanol, rapeseed oil extract), water-soluble antioxidants (L-ascorbic acid, L-ascorbic acid ester, sodium L-ascorbate) Erythorbic acid, sodium erythorbate, gallic acid, chlorogenic acid, enzyme-treated rutin, grape seed extract, rosemary extract, sunflower extract, quercetin, bayberry extract, edible canna extract, blueberry leaf extract, etc.) Antioxidants that are poorly soluble in water and oil (Dokudami extract, mallow flower extract, pimenta extract, etc.), sequestering agents (gluconic acid, kojic acid, phytic acid, polyphosphoric acid, chitin, chitosan, etc.) , Amino acids, organic acids such as citric acid or salts thereof, hesperidin, hesperetin and the like. Or two or more may be used in combination formulations.

尚、本発明の退色防止剤を食用色素と混合する場合は、その方法を特に限定するものではないが、色素の退色を効果的に抑制するために、油溶性の色素は、乳化前に予めトコフェロールと混合する方がよく、水溶性の色素は乳化後に混合する方がよい。   In addition, when the anti-fading agent of the present invention is mixed with an edible dye, the method is not particularly limited. However, in order to effectively suppress the fading of the dye, the oil-soluble dye is previously added before emulsification. It is better to mix with tocopherol, and it is better to mix the water-soluble pigment after emulsification.

本発明の退色防止剤と食用色素との混合割合は、特に限定されるものではなく、使用される食品の種類などによって異なるので一概には決定できないが、一般的には色素99:1 〜 1:99の範囲で混合するのが好ましい。   The mixing ratio of the anti-fading agent of the present invention and the food color is not particularly limited and varies depending on the type of food used and the like, but cannot be determined unconditionally, but in general, the color 99: 1 to 1 : It is preferable to mix in the range of 99.

本発明において、飲食品とは特に限定されるものではなく、光、熱、酸素などの影響を受け色素成分が退色する飲食品すべてに効果を発揮するが、例えば無果汁飲料、果汁入り飲料、野菜飲料、乳酸菌飲料、炭酸飲料、アルコール飲料、ミネラル含有飲料、ビタミン含有飲料、機能性食品素材の含有飲料等の飲料類、乳飲料、乳酸菌飲料、はっ酵乳、ヨーグルト、アイスクリーム等の乳及び、乳を主原料とする製品、ゼリー、ババロア、プリン等のデザート食品類、キャンディー、スナック食品等の菓子類、サプリメントなどを挙げることができる。   In the present invention, the food and drink is not particularly limited, and is effective for all food and drink where the pigment component fades due to the influence of light, heat, oxygen, etc. Beverages such as vegetable beverages, lactic acid bacteria beverages, carbonated beverages, alcoholic beverages, mineral-containing beverages, vitamin-containing beverages, beverages containing functional food materials, milk beverages, lactic acid bacteria beverages, fermented milk, yogurt, milk such as ice cream, and Examples include products made mainly of milk, dessert foods such as jelly, bavaroa and pudding, confectionery such as candy and snack foods, and supplements.

本発明の退色防止剤のこれら飲食品に対する添加量は、特に限定されるものではなく、使用する退色防止剤中の成分の純度、配合割合や、添加する飲食品の種類等により変動するが、一般的には飲食品の0.005〜0.5重量%の範囲で添加するのが好ましい。さらに好ましくは0.01〜0.1重量% が望ましい。0.005重量% 未満では期待される効果は得られにくく、0.5重量%を超える濃度の添加では退色防止剤の香味が飲食品の風味に影響する場合もある。   The amount of the anti-fading agent of the present invention added to these foods and drinks is not particularly limited, and varies depending on the purity of the ingredients in the anti-fading agent used, the blending ratio, the type of food and drink to be added, etc. In general, it is preferably added in the range of 0.005 to 0.5% by weight of the food or drink. More preferably, the content is 0.01 to 0.1% by weight. If the amount is less than 0.005% by weight, the expected effect is hardly obtained, and if the concentration exceeds 0.5% by weight, the flavor of the anti-fading agent may affect the flavor of the food or drink.

以下、本発明の態様を実施例によりさらに記載し、開示する。この実施例は、単なる本発明の例示であり、何ら限定を意味するものではない。   In the following, aspects of the invention will be further described and disclosed by means of examples. This example is merely illustrative of the invention and is not meant to be limiting in any way.

実施例1
多価アルコールとして、グリセリン(日本油脂(株)製)82.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。このようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を、酸糖液に0.05%添加した。酸糖液は、市販品のβ―カロテン色素製剤0.1gを果糖ブドウ糖液糖100g、クエン酸2.5gおよびクエン酸ナトリウム0.5gの水溶液に、470nmでの吸光度が1.0となるように溶解させ、Bx.7.5、pH2.8に調製したものである。これを1000ml調製し、無色透明の200mlガラス瓶に充填した。このようにして得られたサンプルを12℃、7500Lxの条件で照射し、吸光度測定と官能評価を行った。
Example 1
As polyhydric alcohol, 82.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) and tea extraction. The product (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 2 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. The average particle size when the antifading agent thus obtained was dispersed in water was 0.1 μm or less. The preparation thus obtained was added to the acid sugar solution by 0.05%. The acid sugar solution was prepared by adding 0.1 g of a commercially available β-carotene pigment preparation to an aqueous solution of 100 g of fructose glucose liquid sugar, 2.5 g of citric acid and 0.5 g of sodium citrate so that the absorbance at 470 nm was 1.0. In Bx. 7.5 and adjusted to pH 2.8. 1000 ml of this was prepared and filled into a colorless and transparent 200 ml glass bottle. The sample thus obtained was irradiated under conditions of 12 ° C. and 7500 Lx, and absorbance measurement and sensory evaluation were performed.

実施例2
多価アルコールとして、グリセリン(日本油脂(株)製)82.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量70%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。このようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 2
As polyhydric alcohol, 82.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) and tea extraction. The product (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 2 g of extracted tocopherol (d-α-tocopherol content 70%) is used as an oil phase, which is added to a polyhydric alcohol, and emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.) to fade. 100 g of inhibitor was obtained. The average particle size when the antifading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例3
多価アルコールとして、グリセリン(日本油脂(株)製)82.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量45%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 3
As polyhydric alcohol, 82.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) and tea extraction. The product (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 2 g of extracted tocopherol (d-α-tocopherol content 45%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.) at a rotational speed of 9000 rpm, and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例4
多価アルコールとして、グリセリン(日本油脂(株)製)83.7gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)0.8gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 4
As polyhydric alcohol, 83.7 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) as a polyglycerin fatty acid ester and tea extraction The product (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 0.8 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol and emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.). As a result, 100 g of an anti-fading agent was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例5
多価アルコールとして、グリセリン(日本油脂(株)製)72.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)12gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.4μmであった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 5
As polyhydric alcohol, 72.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14), which is a polyglycerin fatty acid ester, and tea extraction The product (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 12 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.) at a rotational speed of 9000 rpm, and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.4 μm. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例6
多価アルコールとして、グリセリン(日本油脂(株)製)84.2gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)0.3gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.2%添加し、同様の評価を行った。
Example 6
As polyhydric alcohol, 84.2 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchange water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14), which is a polyglycerin fatty acid ester, and tea extraction 0.5 g of a product (catechin content of 90% or more, manufactured by Taiyo Kagaku Co., Ltd.) was added and dissolved by heating at 65 ° C. 0.3 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, and emulsified with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.) at a rotational speed of 9000 rpm. As a result, 100 g of an anti-fading agent was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. The preparation thus obtained was added 0.2% to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例7
多価アルコールとして、グリセリン(日本油脂(株)製)64.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)20gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.8μmであった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 7
As polyhydric alcohol, 64.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water, 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) and tea extraction The product (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 20 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.) at a rotational speed of 9000 rpm, and faded. 100 g of inhibitor was obtained. The average particle size when the antifading agent thus obtained was dispersed in water was 0.8 μm. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例8
多価アルコールとして、グリセリン(日本油脂(株)製)82.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量62%、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 8
As polyhydric alcohol, 82.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) and tea extraction. The product (catechin content 62%, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 2 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例9
多価アルコールとして、グリセリン(日本油脂(株)製)82.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量25%、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 9
As polyhydric alcohol, 82.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) and tea extraction. The product (catechin content 25%, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 2 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例10
多価アルコールとして、グリセリン(日本油脂(株)製)82.95gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.05gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 10
As polyhydric alcohol, glycerin (manufactured by Nippon Oil & Fats Co., Ltd.) 82.95 g, ion-exchanged water 10 g, polyglycerin fatty acid ester decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) and tea extraction The product (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) 0.05g was added, and it heated and melt | dissolved at 65 degreeC. 2 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例11
多価アルコールとして、グリセリン(日本油脂(株)製)73gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)10gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 11
As polyhydric alcohol, 73 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water, 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) and tea extract (polyglycerin fatty acid ester) 10 g of a catechin content of 90% or more, manufactured by Taiyo Kagaku Co., Ltd. was added and dissolved by heating at 65 ° C. 2 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例12
多価アルコールとして、グリセリン(日本油脂(株)製)82.5gにイオン交換水10gとポリオキシエチレンソルビタン脂肪酸エステルであるポリオキシエチレンソルビタンモノオレート(花王(株)製、HLB値15)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 12
As polyhydric alcohol, 82.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchange water and 5 g of polyoxyethylene sorbitan monooleate which is a polyoxyethylene sorbitan fatty acid ester (manufactured by Kao Corporation, HLB value 15), 0.5 g of tea extract (catechin content: 90% or more, manufactured by Taiyo Kagaku Co., Ltd.) was added and dissolved by heating at 65 ° C. 2 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例13
多価アルコールとして、グリセリン(日本油脂(株)製)82.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリントリミリステート(太陽化学(株)製、HLB値10)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.5μmであった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 13
As polyhydric alcohol, 82.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion exchange water and 5 g of decaglycerin trimyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 10), which is a polyglycerin fatty acid ester, and tea extraction The product (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 2 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.5 μm. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例14
実施例1と同様に得られた退色防止剤を酸糖液に0.2%添加し、実施例1と同様の評価を行った。
Example 14
0.2% of the anti-fading agent obtained in the same manner as in Example 1 was added to the acid sugar solution, and the same evaluation as in Example 1 was performed.

実施例15
実施例1と同様に得られた退色防止剤を酸糖液に0.4%添加し、実施例1と同様の評価を行った。
Example 15
0.4% of the anti-fading agent obtained in the same manner as in Example 1 was added to the acid sugar solution, and the same evaluation as in Example 1 was performed.

実施例16
多価アルコールとして、グリセリン(日本油脂(株)製)74.8gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量62%、太陽化学(株)製)0.2gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)10gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.3μmであった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.005%添加し、同様の評価を行った。
Example 16
As polyhydric alcohol, 74.8 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchange water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14), which is a polyglycerin fatty acid ester, and tea extraction The product (catechin content 62%, Taiyo Kagaku Co., Ltd.) 0.2g was added, and it heated and melt | dissolved at 65 degreeC. 10 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.) at a rotational speed of 9000 rpm, and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.3 μm. The preparation thus obtained was added in an amount of 0.005% to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例17
実施例1と同様に得られた退色防止剤を酸糖液に1.0%添加し、実施例1と同様の評価を行った。
Example 17
1.0% of the anti-fading agent obtained in the same manner as in Example 1 was added to the acid sugar solution, and the same evaluation as in Example 1 was performed.

実施例18
多価アルコールとして、グリセリン(日本油脂(株)製)82.5gにイオン交換水10gとショ糖ステアリン酸エステル(HLB値15)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.5μmであった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 18
As polyhydric alcohol, 82.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water, 5 g of sucrose stearate (HLB value 15) and tea extract (catechin content of 90% or more, Taiyo Kagaku Co., Ltd.) 0.5 g) was added and dissolved by heating to 65 ° C. 2 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.5 μm. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例19
多価アルコールとして、グリセリン(日本油脂(株)製)82.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンペンタミリステート(太陽化学(株)製、HLB値8)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は1.3μmであった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 19
As polyhydric alcohol, 82.5 g of glycerin (manufactured by Nippon Oil & Fats Co., Ltd.), 10 g of ion-exchanged water and 5 g of decaglycerin pentamyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 8) which is a polyglycerin fatty acid ester and tea extraction The product (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 2 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. When the anti-fading agent thus obtained was dispersed in water, the average particle size was 1.3 μm. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

実施例20
多価アルコールとして、グリセリン(日本油脂(株)製)80gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)3gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Example 20
As polyhydric alcohol, 80 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water and 5 g of decaglycerin monomyristate (HLB value 14 manufactured by Taiyo Kagaku Co., Ltd.) and tea extract (polyglycerin fatty acid ester) 3 g of a catechin content of 90% or more (manufactured by Taiyo Kagaku Co., Ltd.) was added and dissolved by heating at 65 ° C. 2 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

比較例1
多価アルコールとして、グリセリン(日本油脂(株)製)82.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量20%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Comparative Example 1
As polyhydric alcohol, 82.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) and tea extraction. The product (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 2 g of extracted tocopherol (d-α-tocopherol content 20%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

比較例2
多価アルコールとして、グリセリン(日本油脂(株)製)84.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解し、退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Comparative Example 2
As polyhydric alcohol, 84.5 g of glycerin (manufactured by Nippon Oil & Fats Co., Ltd.), 10 g of ion-exchanged water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) and tea extraction 0.5 g of a product (catechin content of 90% or more, manufactured by Taiyo Kagaku Co., Ltd.) was added and dissolved by heating at 65 ° C. to obtain 100 g of a fading inhibitor. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

比較例3
多価アルコールとして、グリセリン(日本油脂(株)製)82.5gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.5gを添加し、65℃に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量0%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Comparative Example 3
As polyhydric alcohol, 82.5 g of glycerin (manufactured by NOF Corporation), 10 g of ion-exchanged water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) and tea extraction. The product (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) 0.5g was added, and it heated and melt | dissolved at 65 degreeC. 2 g of extracted tocopherol (d-α-tocopherol content 0%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.) at a rotational speed of 9000 rpm, and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

比較例4
多価アルコールとして、グリセリン(日本油脂(株)製)83gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gを65℃ に加温溶解した。抽出トコフェロール(d−α−トコフェロール含量80%)2gを油相とし、これを多価アルコール中に添加し、ホモミキサー(特殊機化工業(株)製)にて回転数9000rpmで乳化させて退色防止剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Comparative Example 4
As polyhydric alcohol, add glycerin (manufactured by NOF Corporation) 83g, ion-exchanged water 10g and polyglycerin fatty acid ester decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14) to 65 ° C. Dissolved warm. 2 g of extracted tocopherol (d-α-tocopherol content 80%) is used as an oil phase, which is added to a polyhydric alcohol, emulsified at a rotation speed of 9000 rpm with a homomixer (made by Tokushu Kika Kogyo Co., Ltd.), and faded. 100 g of inhibitor was obtained. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

比較例5
多価アルコールとして、グリセリン(日本油脂(株)製)85gにイオン交換水10gとポリグリセリン脂肪酸エステルであるデカグリセリンモノミリステート(太陽化学(株)製、HLB値14)5gを添加し、65℃ に加温溶解して乳化製剤100gを得た。そのようにして得られた退色防止剤を水に分散させたときの平均粒子径は0.1μm以下であった。この様にして得られた製剤を実施例1と同様に調製した酸糖液に0.05%添加し、同様の評価を行った。
Comparative Example 5
As polyhydric alcohol, 10 g of ion exchange water and 5 g of decaglycerin monomyristate (manufactured by Taiyo Kagaku Co., Ltd., HLB value 14), which is polyglycerin fatty acid ester, are added to 85 g of glycerin (manufactured by NOF Corporation), 65 100 g of an emulsified preparation was obtained by heating and dissolving at 0 ° C. The average particle size when the anti-fading agent thus obtained was dispersed in water was 0.1 μm or less. 0.05% of the thus obtained preparation was added to the acid sugar solution prepared in the same manner as in Example 1, and the same evaluation was performed.

比較例6
実施例1と同様に調製した酸糖液に抽出トコフェロール(d−α−トコフェロール含量20%)0.001gと茶抽出物(カテキン含量90%以上、太陽化学(株)製)0.00025gを添加し、無色透明の200mlガラス瓶に充填した。このようにして得られたサンプルで、実施例1と同様の評価を行った。
Comparative Example 6
Add 0.001 g of extracted tocopherol (d-α-tocopherol content 20%) and 0.00025 g of tea extract (catechin content 90% or more, Taiyo Kagaku Co., Ltd.) to the acid sugar solution prepared in the same manner as in Example 1. And filled into a colorless and transparent 200 ml glass bottle. The samples obtained in this way were evaluated in the same manner as in Example 1.

吸光度測定と官能評価
吸光度測定は照射開始から3日後の時点で470nmにおける濁度を、日立製U−3900を用い室温にて測定し、照射前の濁度から色素の未退色率を数値化した。また、光を照射する前と後での風味確認を専門パネラー20人による官能評価で、以下の基準での点数を平均化した。尚、総合評価は劣化前後の風味で共に4.0以上を◎、劣化前後の風味で共に3.5以上を○、劣化前後の風味で共に3.0以上を△、それ以外を×とした。
Absorbance measurement and sensory evaluation In the absorbance measurement, turbidity at 470 nm was measured at room temperature using Hitachi U-3900 three days after the start of irradiation, and the unbleached rate of the dye was quantified from the turbidity before irradiation. . Moreover, the flavor check before and after irradiating light was carried out by sensory evaluation by 20 professional panelists, and the scores based on the following criteria were averaged. In addition, the overall evaluation is 4.0 or higher for the flavor before and after deterioration, ◯ for both the flavor before and after deterioration, ◯ for both the flavor before and after the deterioration, △ for both flavors before and after the deterioration, and × for the other flavors. .

劣化前
1: 強い劣化臭を感じる。
2: 劣化臭を感じる。
3: 少し劣化臭を感じる。
4: 殆ど劣化臭を感じない。
5: 劣化臭を感じない。
Before deterioration 1: Strong odor is felt.
2: I feel a deteriorated odor.
3: Slightly deteriorated odor is felt.
4: Almost no deterioration odor.
5: I do not feel the deterioration odor.

劣化後
1: 強い劣化臭を感じる。
2: 劣化臭を感じる。
3: 少し劣化臭を感じる。
4: 殆ど劣化臭を感じない。
5: 劣化臭を感じない。
After deterioration 1: Strong odor is felt.
2: I feel a deteriorated odor.
3: Slightly deteriorated odor is felt.
4: Almost no deterioration odor.
5: I do not feel the deterioration odor.

Figure 2015119647
Figure 2015119647

表1より明らかなように、トコフェロール組成中40%以上のα‐トコフェロールを含有する抽出トコフェロールと、茶抽出物を含有することを特徴とするカロテノイド系の色素の退色防止剤は従来の退色防止剤と比較し、優れた退色防止能を有することは明らかである。   As is apparent from Table 1, the carotenoid pigment anti-fading agent containing an extracted tocopherol containing 40% or more of α-tocopherol in the tocopherol composition and a tea extract is a conventional anti-fading agent. It is clear that it has an excellent anti-fading ability compared with.

カロテノイド系の色素の退色を抑制し、さらに飲食品の外観、風味を損ねることがなく、食品中での分散性、乳化安定性に優れた色素退色防止剤を提供することができ、産業上貢献大である。   Suppresses fading of carotenoid pigments, and does not impair the appearance and flavor of foods and beverages, and can provide pigment fading inhibitors with excellent dispersibility and emulsification stability in foods. It ’s big.

Claims (6)

以下、(A)及び(B)を含有し、界面活性剤を含有する水及び/又は多価アルコール中油型乳化物であるカロテノイド系の色素退色防止剤。
(A)トコフェロール組成中のα−トコフェロールが40%以上であるトコフェロール
(B)茶抽出物
Hereinafter, a carotenoid-based dye fading inhibitor which is an oil-in-water emulsion containing water and / or polyhydric alcohol containing (A) and (B) and a surfactant.
(A) Tocopherol in which α-tocopherol in the tocopherol composition is 40% or more (B) Tea extract
(A)が0.1〜40重量%、(B)が0.01〜5重量%である請求項1記載の色素退色防止剤。   The dye fading inhibitor according to claim 1, wherein (A) is 0.1 to 40% by weight and (B) is 0.01 to 5% by weight. 水に分散させた時の平均粒子径が1.0μm以下である請求項1又は2記載の色素退色防止剤。   3. The dye fading preventive according to claim 1 or 2, wherein the average particle size when dispersed in water is 1.0 [mu] m or less. 請求項1〜3いずれか記載の色素退色防止剤を含有するカロテノイド系色素。   The carotenoid pigment | dye containing the pigment | dye fading inhibitor in any one of Claims 1-3. 請求項1〜3いずれか記載の色素退色防止剤を含有する飲食品。   Food-drinks containing the pigment discoloration prevention agent in any one of Claims 1-3. 請求項1〜3いずれか記載の色素退色防止剤を添加する飲食品の退色防止方法。   The method for preventing fading of foods and drinks, wherein the dye fading inhibitor according to any one of claims 1 to 3 is added.
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