JP5589203B2 - Norbixin aqueous dispersion and process for producing the same - Google Patents

Norbixin aqueous dispersion and process for producing the same Download PDF

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JP5589203B2
JP5589203B2 JP2010187736A JP2010187736A JP5589203B2 JP 5589203 B2 JP5589203 B2 JP 5589203B2 JP 2010187736 A JP2010187736 A JP 2010187736A JP 2010187736 A JP2010187736 A JP 2010187736A JP 5589203 B2 JP5589203 B2 JP 5589203B2
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norbixin
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悠太郎 加藤
尚志 根岸
寛之 古野
明広 栗山
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YAEGAKI BIO-INDUSTRY, INC.
Toyo Ink SC Holdings Co Ltd
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本発明は、ノルビキシン水性分散体に関する。当該分散体は、主として食用に用いられる。   The present invention relates to an aqueous norbixin dispersion. The dispersion is mainly used for food.

ノルビキシンは、カロテノイド系の黄橙色の色素であり、長鎖アルキル基の両末端にカルボン酸を有するジカルボン酸である。アルカリ性で水に溶解する。ノルビキシンは、ベニノキの種子の赤色被覆物に含まれる色素であるビキシンを油脂または有機溶剤で抽出するか、加水分解して得られる。ノルビキシンはビキシンと共にアナトー色素の一種であり、アナトー色素はカロテノイド色素の一種である。アナトー色素は、パプリカ色素やβカロテン等の他のカロテノイド色素と比較して安価である。   Norbixin is a carotenoid yellow-orange pigment and is a dicarboxylic acid having a carboxylic acid at both ends of the long-chain alkyl group. It is alkaline and dissolves in water. Norbixin can be obtained by extracting or hydrolyzing bixin, which is a pigment contained in the red coating of the seeds of cypress, with an oil or an organic solvent. Norbixin is a kind of anato pigment together with bixin, and anato pigment is a kind of carotenoid pigment. Anato pigments are less expensive than other carotenoid pigments such as paprika pigments and β-carotene.

ノルビキシンを始めとしたカロテノイド色素の多くは脂溶性で非水溶性であるが、製剤は水溶液又は水性分散体である方が後の加工に適している。   Many carotenoid pigments, including norbixin, are fat-soluble and water-insoluble, but formulations are more suitable for later processing if they are aqueous solutions or dispersions.

ノルビキシンの高濃度水性分散体を調製する際には、油脂等抽出物をそのまま用いるのではなく、精製して純度の高められたノルビキシン粉体を用いる事が好ましい。しかし、ノルビキシンは粉体として精製される際に、硬質の結晶体となる。これはカルボン酸同士の水素結合によるものであると考えられる。この為、水性分散体を調製する際には、この水素結合を解離させる必要がある。   When preparing a high-concentration aqueous dispersion of norbixin, it is preferable to use a norbixin powder that has been purified and has a higher purity, rather than using an extract such as fat or oil as it is. However, norbixin becomes a hard crystal when purified as a powder. This is thought to be due to hydrogen bonding between carboxylic acids. For this reason, when preparing an aqueous dispersion, it is necessary to dissociate this hydrogen bond.

ここで、もう1つの視点がある。ノルビキシンの粉体の色は黒っぽい赤褐色であり、ノルビキシンの色素製剤に求められるのはこの色である。ノルビキシン1分子の構造を考えると、一般的なカロテノイド色素同様黄色〜橙色となると想定され、事実エタノール溶液は黄色い。しかし、粉体の場合は前述のカルボン酸同士の水素結合により擬似的に共役長が長くなり、赤褐色を示していると考えられる。即ち、求められる色を有するノルビキシン水性分散体を得るには、全ての水素結合を解離させるのではなく、或程度残存させる必要がある。   Here is another point of view. The color of norbixin powder is dark reddish brown, and this color is required for norbixin pigment preparations. Considering the structure of one norbixin molecule, it is assumed to be yellow to orange like a general carotenoid pigment, and the ethanol solution is actually yellow. However, in the case of powder, it is considered that the conjugate length becomes pseudo long due to the hydrogen bond between the carboxylic acids described above, indicating a reddish brown color. That is, in order to obtain a norbixin aqueous dispersion having the required color, it is necessary to leave some hydrogen bonds rather than dissociate them.

このようなノルビキシン水性分散体を得る手段として、食用乳化剤等を用いるケースがある。しかし、水性分散体の製剤に乳化剤を使用することで、消費者の元に届けられる食品の性状に影響が出ることが懸念されることから、食用乳化剤等の使用は避けることが望ましい。   As means for obtaining such a norbixin aqueous dispersion, there is a case of using an edible emulsifier or the like. However, use of an emulsifier in the preparation of an aqueous dispersion may affect the properties of food delivered to consumers, so it is desirable to avoid the use of edible emulsifiers.

特許文献1には、12〜18のHLBを有する乳化剤を加えるステップを含む水性溶剤中で細かに分散したカロテノイド類の安定した組成物の調製方法が開示されている。ノルビキシンの粒度制御についての開示はない。   Patent Document 1 discloses a method for preparing a stable composition of carotenoids finely dispersed in an aqueous solvent, which includes the step of adding an emulsifier having an HLB of 12-18. There is no disclosure about particle size control of norbixin.

特許文献2にはカロテノイド系色素の水性微細化物によるキャンディーの着色方法が開示されている。しかし、実質的に開示されている方法ではキラヤ抽出物という乳化剤が使用されている。 Patent Document 2 discloses a candy coloring method using an aqueous refined carotenoid pigment. However, the substantially disclosed method uses an emulsifier called Kiraya extract.

以上のようなアプローチで製造された製品はこれまでに無く、知見も無い。   There has never been a product manufactured with the above approach and no knowledge.

特表2005−506841号公報JP 2005-506841 gazette 特開平7−135906号公報Japanese Patent Laid-Open No. 7-135906

本発明は、黄色ではなく赤褐色系の色相を与え、尚且つ乳化剤およびアルカリ剤を用いずに分散安定性が高いノルビキシン水分散体を提供することを目的とする。   An object of the present invention is to provide a norbixin aqueous dispersion which gives a reddish brown hue instead of yellow and has high dispersion stability without using an emulsifier and an alkaline agent.

本発明は、ノルビキシン色素、水および水溶性溶剤を含むノルビキシン水性分散体の製造方法であって、
前記三成分の合計100重量%中、
ノルビキシン色素を5.0重量%以上59.0重量%、
水を40.0重量%以上94.0重量%以下、および
水溶性溶剤を1.0重量%以上30.0重量%以下含有し、
乳化剤およびアルカリ剤を含まない混合物を、
水希釈液として測定された前記色素の湿式粒度が0.9μm≦D50≦5.0μmとなるまで分散することを特徴とするノルビキシン水性分散体の製造方法に関する。
The present invention is a method for producing a norbixin aqueous dispersion comprising a norbixin dye, water and a water-soluble solvent,
In a total of 100% by weight of the three components,
A norbixin pigment of 5.0% by weight or more and 59.0% by weight,
Containing 40.0 wt% or more and 94.0 wt% or less of water, and 1.0 wt% or more and 30.0 wt% or less of a water-soluble solvent,
A mixture containing no emulsifier and alkali agent,
The present invention relates to a method for producing an aqueous norbixin dispersion, wherein the wet particle size of the dye measured as a water dilution is dispersed until 0.9 μm ≦ D50 ≦ 5.0 μm.

また、本発明は、水溶性溶剤が、エタノールであることを特徴とする請求項1に記載のノルビキシン水性分散体の製造方法に関する。 The present invention also relates to the method for producing an aqueous norbixin dispersion according to claim 1, wherein the water-soluble solvent is ethanol.

また、本発明は、ノルビキシン色素、水および水溶性溶剤を含むノルビキシン水性分散体であって、
前記三成分の合計100重量%中、
ノルビキシン色素を5.0重量%以上59.0重量%、
水を40.0重量%以上94.0重量%以下、および
水溶性溶剤を1.0重量%以上30.0重量%以下含有し、
乳化剤およびアルカリ剤を含まず
水希釈液として測定された前記色素の湿式粒度が0.9μm≦D50≦5.0μmである、
ノルビキシン水性分散体に関する。
Further, the present invention is a norbixin aqueous dispersion comprising a norbixin dye, water and a water-soluble solvent,
In a total of 100% by weight of the three components,
A norbixin pigment of 5.0% by weight or more and 59.0% by weight,
Containing 40.0 wt% or more and 94.0 wt% or less of water, and 1.0 wt% or more and 30.0 wt% or less of a water-soluble solvent,
Does not contain emulsifiers and alkaline agents
The wet particle size of the dye measured as a water dilution is 0.9 μm ≦ D50 ≦ 5.0 μm,
Norbixin aqueous dispersion.

本発明により、乳化剤およびアルカリ剤を用いずに分散安定性が高い水分散体を提供することができた。   According to the present invention, it is possible to provide an aqueous dispersion having high dispersion stability without using an emulsifier and an alkali agent.

本発明は、乳化剤およびアルカリ剤を用いず、溶剤に色素を分散してなるノルビキシン水性分散体に関する。本質的には、従来品と比較して、ノルビキシンの水性分散の際に食用乳化剤、アルカリ剤等の添加が必須でない点が優位であるが、全ての分散工程が終了した後で粘度調整等の目的で他成分を混合しても良い。   The present invention relates to an aqueous norbixin dispersion in which a dye is dispersed in a solvent without using an emulsifier and an alkali agent. In essence, compared to conventional products, it is advantageous that the addition of edible emulsifiers, alkali agents, etc. is not essential when aqueous norbixin is dispersed in water. Other components may be mixed for the purpose.

色素として用いられるノルビキシンは、ノルビキシン水性分散体全体に対して5.0重量%以上59.0重量%以下含んでいなければならない。好ましくは8.0重量%以上、最も好ましくは10.0重量%以上含んでいる事が好ましい。ノルビキシン濃度が高い程、輸送面、及び食品や飲料へ使用する際の利便性の面から優位である。   Norbixin used as a pigment must be contained in an amount of 5.0% by weight or more and 59.0% by weight or less based on the entire aqueous norbixin dispersion. It is preferably contained in an amount of 8.0% by weight or more, and most preferably 10.0% by weight or more. The higher the norbixin concentration, the more advantageous in terms of transportation and convenience in use for foods and beverages.

ノルビキシンは、一般的にはベニノキの種子の赤色被覆物に含まれる色素であるビキシンを加水分解して得られる長鎖アルキル基の両末端にカルボン酸を有するジカルボン酸である。本発明で使用されるノルビキシンはビキシン等のベニノキ由来成分を含んでいても良く、即ちアナトー色素として使用しても良い。この時のノルビキシン濃度は、アナトー色素中のノルビキシン濃度を勘案して算出されるべきである。   Norbixin is a dicarboxylic acid generally having a carboxylic acid at both ends of a long-chain alkyl group obtained by hydrolyzing bixin, which is a pigment contained in the red coating of red linden seeds. The norbixin used in the present invention may contain a component derived from vinoki such as bixin, that is, it may be used as an anato dye. The norbixin concentration at this time should be calculated in consideration of the norbixin concentration in the anato dye.

水溶性溶剤としてはエタノール、プロピレングリコール、グリセリンなどのノルビキシン可溶溶剤を単独または組み合わせて用いる事が出来る。溶解性、食品添加物製剤でのハンドリング性を鑑みると食品添加物グレードのエタノールを水溶性溶剤全体に対して50重量%以上含むことが好ましい。   As the water-soluble solvent, norbixin-soluble solvents such as ethanol, propylene glycol and glycerin can be used alone or in combination. In view of solubility and handling properties in food additive preparations, it is preferable to contain 50% by weight or more of food additive grade ethanol with respect to the entire water-soluble solvent.

単独で食品添加物グレードエタノールを使用する場合の濃度は、分散体全体に対して1.0重量%以上30.0重量%以下でなければならない。1.0重量%未満になると可溶化するノルビキシン量が極端に少なくなり分散不良となり沈殿が生じ、30.0重量%を超えると可溶化したノルビキシン量が多くなり、黄色〜橙色の色調を有したり粘度が向上したり分散体としての不具合が生じる。   When food additive grade ethanol is used alone, the concentration should be 1.0 wt% or more and 30.0 wt% or less based on the total dispersion. When the amount is less than 1.0% by weight, the amount of solubilized norbixin is extremely reduced, resulting in poor dispersion and precipitation. When the amount exceeds 30.0% by weight, the amount of solubilized norbixin increases and has a yellow to orange color tone. Or the viscosity is improved, or a defect as a dispersion occurs.

その他の水溶性溶剤を単独、または混合使用する場合でも、ノルビキシンの溶解性により各々最適の濃度域が存在し、概ね分散体全体に対して1.0重量%以上50.0重量%以下が最適濃度域となる。   Even when other water-soluble solvents are used alone or in combination, there is an optimum concentration range depending on the solubility of norbixin, and the optimum concentration is generally 1.0 to 50.0% by weight based on the entire dispersion. It becomes a concentration range.

本発明のノルビキシン水性分散体は、水希釈液として測定された湿式粒度が0.9μm≦D50≦5.0μmでなければならない。D50とは粒度の中央値である。下限値を下回ると水分散体は黄色くなり、上限値を上回ると、分散粒子が沈降する。より好ましい粒度は1.1μm≦D50≦2.0μmである。粒度の測定原理はレーザー回折・散乱法であり、このような原理を有する測定装置としては、日機装株式会社製のマイクロトラックシリーズが挙げられる。   The aqueous norbixin dispersion of the present invention should have a wet particle size of 0.9 μm ≦ D50 ≦ 5.0 μm measured as a water dilution. D50 is the median particle size. Below the lower limit, the aqueous dispersion becomes yellow, and above the upper limit, the dispersed particles settle. A more preferable particle size is 1.1 μm ≦ D50 ≦ 2.0 μm. The principle of particle size measurement is the laser diffraction / scattering method, and an example of a measuring apparatus having such a principle is the Microtrack series manufactured by Nikkiso Co., Ltd.

このような粒度の水分散体を調製する手段としてメディア分散工程を含むことが好ましい。メディア分散工程とは、メディアを充填させたミル中に材料を仕込み、ミルを振動させる等してメディアにエネルギーを与えることで得られるメディアの衝突エネルギーを利用した解砕方法である。メディアには、種々の径の綱球、ガラスボール、セラミックボール、ジルコニアボール等があるが、硬度、比重の点からジルコニアボールが好ましい。メディア1粒当りの重量は4mg以上であることが好ましく、5mg以上であることがより好ましい。   It is preferable to include a media dispersion step as a means for preparing an aqueous dispersion having such a particle size. The media dispersion step is a crushing method using the collision energy of the media obtained by charging the media into a mill filled with media and vibrating the mill to give energy to the media. Examples of the media include ropes of various diameters, glass balls, ceramic balls, zirconia balls, and the like, and zirconia balls are preferable from the viewpoint of hardness and specific gravity. The weight per medium is preferably 4 mg or more, and more preferably 5 mg or more.

次に実施例および比較例を挙げて本発明をさらに具体的に説明するが、本発明は以下の実施例に制約されるものではない。なお、以下の文中「部」または「%」とあるのは特に断りのない限り質量基準である。   EXAMPLES Next, although an Example and a comparative example are given and this invention is demonstrated further more concretely, this invention is not restrict | limited to a following example. In the following text, “part” or “%” is based on mass unless otherwise specified.

詳細条件は表1に示す。   Detailed conditions are shown in Table 1.

精製水に、95度発酵アルコール、プロピレングリコール、またはグリセリンを添加した。次いで該溶媒にアナトー色素(ノルビキシン純度70%)を加え、ホモミキサーにより、4000rpmで15分攪拌した。次いで、該溶液をアイガージャパン株式会社製アイガーミルL−1.25VSE−EXJ(ジルコニアビーズ(φ=1.25mm、1粒10mg)2,000rpm)で分散した。分散後、該分散液を攪拌しながら0.2M炭酸カリウム溶液を添加し、pHを5.0に調整し、ノルビキシン色素製剤を得た。   95 degree fermentation alcohol, propylene glycol, or glycerin was added to purified water. Next, Anato dye (norbixin purity 70%) was added to the solvent, and the mixture was stirred with a homomixer at 4000 rpm for 15 minutes. Next, the solution was dispersed with Eiger Mill L-1.25VSE-EXJ (zirconia beads (φ = 1.25 mm, 10 mg of 1 grain) 2,000 rpm) manufactured by Eiger Japan. After the dispersion, a 0.2M potassium carbonate solution was added while stirring the dispersion, and the pH was adjusted to 5.0 to obtain a norbixin dye preparation.

Figure 0005589203
Figure 0005589203

表1の測定結果から、赤褐色のノルビキシン色素製剤を得るに当り、実施例1〜7の方法が比較例1〜4の方法と比較して優位であることが明らかである。   From the measurement results in Table 1, it is apparent that the methods of Examples 1 to 7 are superior to the methods of Comparative Examples 1 to 4 in obtaining a reddish brown norbixin pigment preparation.

既に述べられたもの以外に、本発明の新規かつ有利な特徴から外れることなく、上記の実施形態に様々な修正や変更を加えてもよいことに注意すべきである。従って、そのような全ての修正や変更は、添付の請求の範囲に含まれることが意図されている。
It should be noted that various modifications and changes may be made to the above-described embodiments without departing from the novel and advantageous features of the present invention other than those already described. Accordingly, all such modifications and changes are intended to be included within the scope of the appended claims.

Claims (3)

ノルビキシン色素、水および水溶性溶剤を含むノルビキシン水性分散体の製造方法であって、
前記三成分の合計100重量%中、
ノルビキシン色素を5.0重量%以上59.0重量%、
水を40.0重量%以上94.0重量%以下、および
水溶性溶剤を1.0重量%以上30.0重量%以下含有し、
乳化剤およびアルカリ剤を含まない混合物を、
水希釈液として測定された前記色素の湿式粒度が0.9μm≦D50≦5.0μmとなるまで分散することを特徴とするノルビキシン水性分散体の製造方法。
A method for producing a norbixin aqueous dispersion comprising a norbixin dye, water and a water-soluble solvent, comprising:
In a total of 100% by weight of the three components,
A norbixin pigment of 5.0% by weight or more and 59.0% by weight,
Containing 40.0 wt% or more and 94.0 wt% or less of water, and 1.0 wt% or more and 30.0 wt% or less of a water-soluble solvent,
A mixture containing no emulsifier and alkali agent,
A method for producing an aqueous norbixin dispersion, wherein the pigment is dispersed until the wet particle size of the dye measured as a water dilution is 0.9 μm ≦ D50 ≦ 5.0 μm.
水溶性溶剤が、エタノールであることを特徴とする請求項1に記載のノルビキシン水性分散体の製造方法。   The method for producing an aqueous norbixin dispersion according to claim 1, wherein the water-soluble solvent is ethanol. ノルビキシン色素、水および水溶性溶剤を含むノルビキシン水性分散体であって、
前記三成分の合計100重量%中、
ノルビキシン色素を5.0重量%以上59.0重量%、
水を40.0重量%以上94.0重量%以下、および
水溶性溶剤を1.0重量%以上30.0重量%以下含有し、
乳化剤およびアルカリ剤を含まず、
水希釈液として測定された前記色素の湿式粒度が0.9μm≦D50≦5.0μmである、
ノルビキシン水性分散体。
A norbixin aqueous dispersion comprising a norbixin dye, water and a water-soluble solvent,
In a total of 100% by weight of the three components,
A norbixin pigment of 5.0% by weight or more and 59.0% by weight,
Containing 40.0 wt% or more and 94.0 wt% or less of water, and 1.0 wt% or more and 30.0 wt% or less of a water-soluble solvent,
Does not contain emulsifiers and alkaline agents
The wet particle size of the dye measured as a water dilution is 0.9 μm ≦ D50 ≦ 5.0 μm,
Norbixin aqueous dispersion.
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