JP2002316924A - Method for producing carotenoid emulsion - Google Patents
Method for producing carotenoid emulsionInfo
- Publication number
- JP2002316924A JP2002316924A JP2002013195A JP2002013195A JP2002316924A JP 2002316924 A JP2002316924 A JP 2002316924A JP 2002013195 A JP2002013195 A JP 2002013195A JP 2002013195 A JP2002013195 A JP 2002013195A JP 2002316924 A JP2002316924 A JP 2002316924A
- Authority
- JP
- Japan
- Prior art keywords
- carotenoid
- boiling organic
- organic liquid
- emulsion
- suspension
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
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Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明はカロテノイド乳化液
の製造方法に関する。TECHNICAL FIELD The present invention relates to a method for producing a carotenoid emulsion.
【０００２】[0002]
【従来の技術】カロテノイドは天然に幅広く存在し、そ
れらが有する黄色ないし赤色の特徴を生かして食品の着
色剤用途などに幅広く使用されている。また、カロテノ
イドの種類によってはプロビタミンＡ活性やガン抑制効
果などを示すことが知られており、薬学的見地からも注
目を浴びている化合物群である。これらのカロテノイド
にはそれらが有している多くの炭素−炭素二重結合に基
づく多数の異性体が存在するが、着色剤用途、あるいは
プロビタミンＡ活性剤などの生理活性剤用途として考え
た場合、全トランス体比率が高いカロテノイドが好まれ
る。カロテノイドは常温では結晶状態でかつ高融点であ
り、水に不溶性で、有機溶剤や油脂に対する溶解度も極
めて低い上、熱により異性化を起こしやすく、また酸
素、光によって容易に変質しやすい化合物である。よっ
て、カロテノイドを食品の着色剤用途として、あるいは
生理活性剤用途として用いる場合、安定でかつ利用し易
い形態に加工する必要がある。その一つの方法として、
油脂にカロテノイドを混合して水溶液中で乳化してカロ
テノイドの乳化液を調製する方法がある。2. Description of the Related Art Carotenoids exist widely in nature, and are widely used in food coloring agents and the like by utilizing their yellow or red characteristics. In addition, it is known that some types of carotenoids exhibit provitamin A activity, cancer-suppressing effects, and the like, and are a group of compounds that have attracted attention from a pharmaceutical standpoint. These carotenoids have many isomers based on the carbon-carbon double bond that they have, but when considered as a coloring agent or as a bioactive agent such as provitamin A activator Carotenoids having a high ratio of all-trans form are preferred. Carotenoids are compounds that are crystalline and have a high melting point at room temperature, are insoluble in water, have extremely low solubility in organic solvents and fats and oils, easily undergo isomerization by heat, and are easily degraded by oxygen and light. . Therefore, when carotenoids are used as food coloring agents or as bioactive agents, it is necessary to process them into a stable and easy-to-use form. As one of the methods,
There is a method in which a carotenoid is mixed with fats and oils and emulsified in an aqueous solution to prepare a carotenoid emulsion.
【０００３】カロテノイドの乳化液を製造する方法とし
ては、（１）約２０〜４０℃で液状の食用油中のカロテ
ノイドの過飽和溶液を１００〜１６０℃で製造し、この
過飽和溶液を水性ゼラチン物質中に乳化してカロテノイ
ド製剤を製造する方法（ＵＳＰ２８６１８９１参照）
（２）トランス体β−カロチン、油脂類およびリモネン
を加熱溶解した後、リモネンを回収し、得られたトラン
ス体β−カロチン溶解油脂層を乳化剤の存在下に乳化液
とし、トランス体高含有β−カロチン製剤を製造する方
法（特開平８−１１９９３３号公報参照）、（３）高沸
点油中のカロテノイドの懸濁物を最大３０秒の間過熱蒸
気と接触させ、得られる混合物をコロイドの水溶液中で
乳化する方法（特開平３−６６６１５号公報参照）、
（４）カロテノイドを揮発性の水と混合しうる有機溶剤
に、５０〜２４０℃の温度でカロテノイドに対し１．５
〜２０倍重量の食用油及び乳化剤と共に急速に溶解し、
これを直ちに保護コロイドの水溶液と０〜５０℃の温度
で混合することにより、親水性溶剤成分を水相に移行さ
せ、その際カロテノイドを溶解含有する疎水性油相を微
細分散相となす方法（特開昭６３−１９６２４２号公報
参照）、（５）カロテノイドを水非混和性有機溶媒中に
懸濁させた懸濁液を滞留時間５秒未満で熱交換器に供給
して該懸濁液を１００〜２５０℃に加熱し、この溶液を
２０〜１００℃の範囲の温度にて膨潤性コロイドの水性
溶液と急速に混合した後、有機溶媒を除去する方法（特
開２０００−１８６２２４号公報参照）が知られてい
る。[0003] The method for producing an emulsion of carotenoids is as follows: (1) A supersaturated solution of carotenoid in edible oil which is liquid at about 20 to 40 ° C is prepared at 100 to 160 ° C, and this supersaturated solution is dissolved in an aqueous gelatin substance. For producing carotenoid preparations by emulsification in water (see US Pat. No. 2,618,891)
(2) After heating and dissolving trans-form β-carotene, fats and oils and limonene, limonene is recovered, and the resulting trans-form β-carotene-dissolved fat and oil layer is converted into an emulsion in the presence of an emulsifier to obtain a trans-form-rich β-carotene. (3) contacting a suspension of carotenoid in a high-boiling oil with superheated steam for a maximum of 30 seconds, and mixing the resulting mixture in an aqueous solution of colloid. (See JP-A-3-66615),
(4) To a carotenoid in an organic solvent which can be mixed with volatile water, at a temperature of 50 to 240 ° C.
Rapidly dissolves with ~ 20 times the weight of edible oil and emulsifier,
This is immediately mixed with an aqueous solution of a protective colloid at a temperature of 0 to 50 ° C. to transfer the hydrophilic solvent component to the aqueous phase, in which case the hydrophobic oil phase containing the carotenoid dissolved therein becomes a finely dispersed phase ( (See JP-A-63-196242), (5) A suspension in which a carotenoid is suspended in a water-immiscible organic solvent is supplied to a heat exchanger with a residence time of less than 5 seconds, and the suspension is dispersed. A method of heating to 100 to 250 ° C., rapidly mixing the solution with an aqueous solution of a swellable colloid at a temperature in the range of 20 to 100 ° C., and removing the organic solvent (see JP-A-2000-186224). It has been known.
【０００４】[0004]
【発明が解決しようとする課題】上記（１）の方法は、
得られるカロテノイド乾燥粉末の可視吸収スペクトルが
低くなり、例えば食品の着色の場合には、要求する色濃
度値を得るためにかかるカロテノイド乾燥粉末の使用量
を多くしなければならず、経済的に不利である。（２）
の方法は、トランス体β−カロチンを加熱して溶解させ
る際にトランス体β−カロチンの異性化を抑制する観点
からリモネンを用いているが、かかるリモネンは油脂類
と同量またはそれ以上の量を用いなければならない上、
最終製品には不要であるため、これを除去する工程が必
須であるという問題点を有する。（３）の方法は、高温
高圧である過熱蒸気を取り扱うために高価な装置を必要
とする上、コロイドの水溶液に含まれる水以外にも過熱
蒸気に由来する水が得られる乳化液に加わり、該乳化液
からカロテノイド粉末を製造しようとした場合、多量の
水を除去しなければならないという問題点を有する。ま
た、（４）および（５）の方法においては、用いている
有機溶剤は最終製品には不要であるため、除去しなけれ
ばならない上、有機溶剤を多量に用いなければならず生
産性が低いという問題点があり、工業的に有利とは言い
難い。しかして、本発明の目的は、カロテノイドを有効
成分として有する乳化液を、該カロテノイドの高い全ト
ランス体比率を保ち、生産性よく、簡便に、工業的に有
利に製造し得る方法を提供することにある。The method of the above (1) is as follows.
The visible absorption spectrum of the obtained carotenoid dry powder is low. For example, in the case of coloring foods, the amount of the carotenoid dry powder used must be increased in order to obtain a required color density value, which is economically disadvantageous. It is. (2)
The method uses limonene from the viewpoint of suppressing the isomerization of trans-β-carotene when heating and dissolving trans-β-carotene, the amount of limonene is equal to or greater than that of fats and oils. You have to use
Since it is unnecessary for the final product, there is a problem that a step of removing it is essential. The method (3) requires an expensive apparatus for handling superheated steam at high temperature and high pressure, and in addition to the water contained in the aqueous colloid solution, is added to an emulsion obtained from water derived from the superheated steam, When carotenoid powder is manufactured from the emulsion, a large amount of water must be removed. In the methods (4) and (5), the organic solvent used is not necessary for the final product and must be removed. In addition, a large amount of the organic solvent must be used and the productivity is low. However, it is hard to say that it is industrially advantageous. Thus, an object of the present invention is to provide a method capable of industrially and advantageously producing an emulsion having a carotenoid as an active ingredient while maintaining a high ratio of all-trans isomers of the carotenoid with good productivity. It is in.
【０００５】[0005]
【課題を解決するための手段】本発明者らは、上記の目
的を達成するため、鋭意検討を行った。その結果、カロ
テノイドを高沸有機液体中に懸濁させた懸濁液に熱を加
えてカロテノイドを溶解させる工程において、該懸濁液
に、特定の温度範囲に加熱した高沸有機液体（好ましく
は該懸濁液を調製する際と同種類の高沸有機液体）を短
時間に混合させる方法を用いることで、該懸濁液に短時
間で多量の熱量を加えることができ、カロテノイドの異
性化を抑えてカロテノイドを高沸有機液体へ溶解でき、
かかる溶液を直ちに乳化させる方法を用いることで、最
終製品に不要な有機溶剤や多量な水を含まないカロテノ
イド乳化液を製造できることを見出した。また、かかる
方法で得られる乳化液を噴霧乾燥、または非極性溶剤中
で攪拌して粒子化した後、濾過、乾燥して得られるカロ
テノイド粉体は、食品の着色剤用途として、あるいは生
理活性剤用途として用いることができることを見出し、
本発明を完成した。Means for Solving the Problems The present inventors have intensively studied to achieve the above object. As a result, in the step of dissolving the carotenoid by applying heat to the suspension in which the carotenoid is suspended in the high-boiling organic liquid, the suspension is mixed with a high-boiling organic liquid heated to a specific temperature range (preferably, By using a method of mixing the same kind of high-boiling organic liquid in a short time when preparing the suspension, a large amount of heat can be added to the suspension in a short time, and isomerization of carotenoids And dissolve carotenoids in high-boiling organic liquids,
It has been found that by using a method of immediately emulsifying such a solution, a carotenoid emulsion containing no unnecessary organic solvent or a large amount of water in the final product can be produced. In addition, the carotenoid powder obtained by spray-drying the emulsion obtained by such a method, or stirring and granulating in a non-polar solvent, and then filtering and drying is used as a coloring agent for food, or as a bioactive agent. Finding that it can be used as an application,
The present invention has been completed.
【０００６】すなわち、本発明は、 カロテノイドを高沸有機液体に懸濁させた懸濁液（以
下、単に「カロテノイド懸濁液」と略称することがあ
る）を、１２０〜５００℃に加熱した高沸有機液体と
０．０５〜１０秒間の時間内で混合させることによって
カロテノイドを溶解させ、得られる溶液を次いで直ちに
乳化剤を含む水溶液中に加えて乳化させることを特徴と
するカロテノイド乳化液の製造方法、および 得られたカロテノイド乳化液を噴霧乾燥するか、また
は非極性溶剤中で攪拌して粒子化した後、濾過、乾燥し
て得られるカロテノイド粉体、に関する。That is, the present invention relates to a method of heating a suspension in which a carotenoid is suspended in a high-boiling organic liquid (hereinafter, may be simply referred to as a “carotenoid suspension”) at a temperature of 120 to 500 ° C. A method for producing a carotenoid emulsion, wherein the carotenoid is dissolved by mixing with the boiling organic liquid within a time of 0.05 to 10 seconds, and the resulting solution is then immediately added to an aqueous solution containing an emulsifier to emulsify the carotenoid. And a carotenoid powder obtained by spray-drying the obtained carotenoid emulsion or stirring in a nonpolar solvent to form particles, followed by filtration and drying.
【０００７】[0007]
【発明の実施の形態】本発明に用いるカロテノイドとし
ては、β−カロチン、カンタキサンチン、アスタキサン
チン、アポカロテナール、シトラナキサンチン、クリプ
トキサンチンなどを例示することができる。カロテノイ
ドの結晶の大きさは、カロテノイドを高沸有機液体へ円
滑に溶解させる観点からは、粒径として５０μｍ以下の
結晶を用いるのが好ましく、１５μｍ以下の結晶を用い
るのがより好ましい。BEST MODE FOR CARRYING OUT THE INVENTION Examples of the carotenoid used in the present invention include β-carotene, canthaxanthin, astaxanthin, apocarotenal, citranaxanthin, cryptoxanthin and the like. From the viewpoint of smoothly dissolving the carotenoid in the high boiling organic liquid, it is preferable to use a crystal having a particle size of 50 μm or less, and more preferably a crystal having a particle size of 15 μm or less.
【０００８】本明細書の範囲において、“高沸有機液
体”という用語は、炭素数１０〜４０のパラフィン類；
炭素数１０〜５０のミルセン、テルピン油、スクワラン
などのテルペン化合物；炭素数１０〜８０を有する脂肪
酸グリセリド類などを表し、炭素数１０〜８０を有する
脂肪酸グリセリド類を特に意味することができる。かか
る脂肪酸グリセリド類としては、例えば、トリカプリル
酸グリセリド、トリラウリン酸グリセリド、トリミリス
チン酸グリセリド、トリパルミチン酸グリセリド、トリ
ステアリン酸グリセリド、トリオレイン酸グリセリド、
トリリノール酸グリセリド、トリリノレン酸グリセリド
などのトリ脂肪酸グリセリド、また、トリ脂肪酸グリセ
リドから１つ脂肪酸が外れた形である、ジカプリル酸グ
リセリド、ジラウリン酸グリセリド、ジミリスチン酸グ
リセリド、ジパルミチン酸グリセリド、ジステアリン酸
グリセリド、ジオレイン酸グリセリド、ジリノール酸グ
リセリド、ジリノレン酸グリセリドなどのジ脂肪酸グリ
セリド、さらにトリ脂肪酸グリセリドから二つ脂肪酸が
外れた形である、モノカプリル酸グリセリド、モノラウ
リン酸グリセリド、モノミリスチン酸グリセリド、モノ
パルミチン酸グリセリド、モノステアリン酸グリセリ
ド、モノオレイン酸グリセリド、モノリノール酸グリセ
リド、モノリノレン酸グリセリドなどのモノ脂肪酸グリ
セリドを例示することができる。これら脂肪族グリセリ
ドは単独で使用しても混合して使用してもよく、上記し
た脂肪酸グリセリド類の混合物である、一般に流通して
いる大豆油、コーン油、ピーナッツ油などの食用油を本
発明に使用しても何ら差し支えない。なお、トリ脂肪酸
グリセリド、ジ脂肪酸グリセリドおよびモノ脂肪酸グリ
セリドの任意の割合の混合物も、本明細書で意味する高
沸有機液体に包含される。かかる高沸有機液体は一般的
に少なくとも常圧で１５０℃以上の沸点を有し、本発明
において使用するカロテノイドのための溶媒／担体物質
として働く。[0008] Within the scope of the present description, the term "high-boiling organic liquid" refers to paraffins having 10 to 40 carbon atoms;
Terpene compounds having 10 to 50 carbon atoms, such as myrcene, terpin oil, and squalane; fatty acid glycerides having 10 to 80 carbon atoms, and the like, and fatty acid glycerides having 10 to 80 carbon atoms can be particularly meant. Such fatty acid glycerides include, for example, triglyceride glyceride, trilauric acid glyceride, trimyristate glyceride, tripalmitic acid glyceride, tristearic acid glyceride, trioleic acid glyceride,
Trifatty acid glycerides such as trilinoleic acid glyceride and trilinolenic acid glyceride, and dicaprylic acid glyceride, dilauric acid glyceride, dimyristate glyceride, dipalmitic acid glyceride, and distearin in which one fatty acid is removed from the trifatty acid glyceride. Glycerides of di-fatty acid such as acid glyceride, dioleic glyceride, dilinoleic acid glyceride, dilinolenic glyceride, and tri-fatty acid glyceride in which two fatty acids are removed, monocaprylic glyceride, monolauric glyceride, monomyristate glyceride, mono Examples of monofatty acid glycerides such as glyceride palmitate, glyceryl monostearate, glyceride monooleate, glyceride monolinoleate, and glyceride monolinolenate. Can. These aliphatic glycerides may be used singly or in a mixture, and edible oils such as soybean oil, corn oil, and peanut oil, which are a mixture of the above-mentioned fatty acid glycerides, are used in the present invention. It can be used at all. In addition, a mixture of tri-fatty acid glyceride, di-fatty acid glyceride, and mono-fatty acid glyceride in any ratio is also included in the high-boiling organic liquid as referred to in the present specification. Such high boiling organic liquids generally have a boiling point of at least 150 ° C. at normal pressure and serve as solvent / carrier materials for the carotenoids used in the present invention.
【０００９】カロテノイドは酸素に対して敏感であるた
め、カロテノイドを高沸有機液体中に懸濁させた懸濁液
を調製する際に、抗酸化剤を添加するのが好ましい。抗
酸化剤としては、例えばｔ−ブチルヒドロキシアニソー
ル、ｔ−ブチルヒドロキシトルエン、ビタミンＥなどが
挙げられるが、特にビタミンＥの使用が好ましい。これ
らの抗酸化剤は上記の高沸有機液体と任意の割合で混合
して使用することができるが、通常、使用するカロテノ
イドに対して０〜１０質量倍の範囲で用いるのが好まし
い。Since carotenoids are sensitive to oxygen, it is preferred to add an antioxidant when preparing a suspension of carotenoids in a high boiling organic liquid. Examples of the antioxidant include t-butylhydroxyanisole, t-butylhydroxytoluene, vitamin E, and the like, and the use of vitamin E is particularly preferred. These antioxidants can be mixed with the above-mentioned high-boiling organic liquid at an arbitrary ratio and used. However, it is usually preferable to use the antioxidant in a range of 0 to 10 times the mass of the carotenoid used.
【００１０】本発明では、まず、カロテノイドを高沸有
機液体中に懸濁させた懸濁液を、加熱した高沸有機液体
と混合させることによって加熱してカロテノイドを溶解
させる。In the present invention, a carotenoid is first dissolved in a high-boiling organic liquid by mixing a suspension in which the carotenoid is suspended in the high-boiling organic liquid.
【００１１】カロテノイド懸濁液を調製する際のカロテ
ノイドと高沸有機液体との割合に特に制限はないが、通
常、カロテノイドの含量が該懸濁液に対して０．５〜９
０質量％の範囲であるのが好ましく、１〜４０質量％の
範囲であるのがより好ましい。The ratio of the carotenoid to the high-boiling organic liquid in preparing the carotenoid suspension is not particularly limited, but the carotenoid content is usually 0.5 to 9 relative to the suspension.
It is preferably in the range of 0% by mass, and more preferably in the range of 1 to 40% by mass.
【００１２】カロテノイド懸濁液に混合する加熱した高
沸有機液体は、該懸濁液を調製する際に用いる高沸有機
液体と同一のものでも異なる種類のものでも使用可能で
あるが、該懸濁液を調製する際と同種類の高沸有機液体
を用いるのが好ましい。The heated high-boiling organic liquid to be mixed with the carotenoid suspension may be the same as or different from the high-boiling organic liquid used in preparing the suspension. It is preferable to use the same kind of high-boiling organic liquid as when preparing the suspension.
【００１３】カロテノイド懸濁液に混合する、加熱した
高沸有機液体の加熱温度は１２０〜５００℃の範囲であ
り、１５０〜５００℃の範囲であるのが好ましく、１８
０〜４５０℃の範囲であるのがより好ましい。かかる温
度が１２０℃未満の場合にはカロテノイドを高沸有機液
体に溶解させるだけの十分な熱量を供給することができ
ず、一方５００℃を越える場合には、両者を混合させた
ときにカロテノイドが熱により異性化する量が増大す
る。The heating temperature of the heated high-boiling organic liquid mixed with the carotenoid suspension is in the range of 120 to 500 ° C., preferably in the range of 150 to 500 ° C.
The temperature is more preferably in the range of 0 to 450 ° C. When the temperature is lower than 120 ° C., a sufficient amount of heat to dissolve the carotenoid in the high-boiling organic liquid cannot be supplied. On the other hand, when the temperature exceeds 500 ° C., the carotenoid is mixed when both are mixed. The amount of isomerization by heat increases.
【００１４】カロテノイド懸濁液に混合する加熱した高
沸有機液体の使用量には厳密な意味での制限はなく、該
カロテノイド懸濁液中のカロテノイドの含有量、加熱し
た高沸有機液体の加熱温度などによっても異なるが、得
られるカロテノイド乳化液中のカロテノイド含有量の実
用的な範囲や、混合によりカロテノイドを確実に溶解さ
せ得る範囲を考慮すると、通常、加熱した高沸有機液体
の量とカロテノイド懸濁液を構成する高沸有機液体の量
との和として、カロテノイド懸濁液中に含有されるカロ
テノイドに対して１〜２０質量倍の範囲内であるのが好
ましく、２〜１０質量倍の範囲内であるのがより好まし
い。There is no strict limitation on the amount of the heated high boiling organic liquid to be mixed with the carotenoid suspension, and the content of the carotenoid in the carotenoid suspension, the heating of the heated high boiling organic liquid, Depending on the temperature, etc., considering the practical range of the carotenoid content in the resulting carotenoid emulsion and the range in which the carotenoid can be reliably dissolved by mixing, the amount of the heated high-boiling organic liquid and the carotenoid are usually The sum of the amount of the high boiling organic liquid constituting the suspension and the amount of the carotenoid contained in the carotenoid suspension is preferably 1 to 20 times by mass, and more preferably 2 to 10 times by mass. More preferably, it is within the range.
【００１５】なお、カロテノイド懸濁液に混合する加熱
した高沸有機液体の加熱手段としては、ガスバーナー、
電気ヒーター、電磁誘導などを用いる方法、通常の熱媒
オイルなどの有機熱媒体、ＨＴＳ（Ｈｅａｔ Ｔｒａｎ
ｓｆｅｒ Ｓａｌｔ：亜硝酸ナトリウム、硝酸ナトリウ
ムおよび硝酸カリウムの混合物）などの無機熱媒体を用
いて加熱する方法などの通常の加熱手段を採用できる。The heating means for the heated high-boiling organic liquid mixed with the carotenoid suspension includes a gas burner,
A method using an electric heater, electromagnetic induction, an organic heat medium such as a normal heat medium oil, HTS (Heat Tran
(Salt Salt: a mixture of sodium nitrite, sodium nitrate, and potassium nitrate) or the like, and a normal heating means such as a method of heating using an inorganic heat medium can be employed.
【００１６】なお、カロテノイド懸濁液は、加熱した高
沸有機液体と混合させるのに先立ち、カロテノイドが異
性化しない温度で予め加熱していてもよい。カロテノイ
ド懸濁液を予め加熱する場合には、かかる加熱温度は通
常４０〜１４０℃の範囲であるのが好ましく、６０〜１
２０℃の範囲であるのがより好ましい。The carotenoid suspension may be heated at a temperature at which the carotenoid is not isomerized before being mixed with the heated high-boiling organic liquid. When the carotenoid suspension is pre-heated, the heating temperature is usually preferably in the range of 40 to 140 ° C.,
More preferably, it is in the range of 20 ° C.
【００１７】カロテノイド懸濁液と加熱した高沸有機液
体とを混合させる時間は重要であり、両者が接触した瞬
間（混合開始時）から、得られるカロテノイドが高沸有
機液体に溶解した状態の溶液を、後述する乳化液を含む
水溶液中に加えて乳化させるまでの時間は、０．０５〜
１０秒以内である必要があり、０．０５〜５秒の範囲で
あるのが好ましい。カロテノイド懸濁液と加熱した高沸
有機液体とを混合させる時間が０．０５秒よりも短い場
合には、カロテノイドを高沸有機液体に溶解させるだけ
の十分な熱量を供給することができず、一方１０秒を越
える場合にはカロテノイドの熱による劣化および異性化
が顕在化する。The time for mixing the carotenoid suspension and the heated high-boiling organic liquid is important. From the moment the two are in contact (at the start of mixing), the solution in which the resulting carotenoid is dissolved in the high-boiling organic liquid is used. Is added to and emulsified in an aqueous solution containing an emulsified liquid described later, and the time required for the emulsification is 0.05 to
It must be within 10 seconds, preferably in the range of 0.05 to 5 seconds. If the time for mixing the carotenoid suspension and the heated high-boiling organic liquid is shorter than 0.05 seconds, it is not possible to supply sufficient heat to dissolve the carotenoid in the high-boiling organic liquid, On the other hand, when the time exceeds 10 seconds, deterioration and isomerization of the carotenoid due to heat become apparent.
【００１８】カロテノイド懸濁液と加熱された高沸有機
液体を混合させる手段は特に限定されないが、かかる混
合により得られるカロテノイドが高沸有機液体に溶解し
た状態の溶液を、次いで直ちに乳化剤を含む水溶液に加
えて乳化させる操作を行う観点からは、例えば両者を同
一の導管に供給して混合させる方法、両者をインライン
ミキサーなどの混合機能を有した管に供給して混合させ
る方法、両者を攪拌装置を有する容器中に連続的に供給
して上記の混合時間内で滞留させて連続的に混合させる
方法などが好ましい。The means for mixing the carotenoid suspension and the heated high-boiling organic liquid is not particularly limited. A solution in which the carotenoid obtained by such mixing is dissolved in the high-boiling organic liquid is used, and then an aqueous solution containing an emulsifier is immediately obtained. From the viewpoint of performing an operation of emulsifying in addition to the above, for example, a method of supplying and mixing both in the same conduit, a method of supplying and mixing both in a tube having a mixing function such as an in-line mixer, and a method of mixing both with a stirrer It is preferable to continuously supply the mixture into a container having the above-mentioned composition, to keep the mixture within the mixing time described above, and to continuously mix the mixture.
【００１９】上記したとおり、カロテノイド懸濁液と、
加熱した高沸有機液体を混合させることで、カロテノイ
ドが高沸有機液体に溶解した状態の溶液を調製すること
ができ、かかる溶液は、次いで直ちに乳化剤を含む水溶
液に加えて乳化させる工程に付す。As mentioned above, a carotenoid suspension,
By mixing the heated high-boiling organic liquid, a solution in which the carotenoid is dissolved in the high-boiling organic liquid can be prepared, and the solution is immediately added to an aqueous solution containing an emulsifier and emulsified.
【００２０】乳化剤としては、高沸有機液体と水を乳化
させることが可能であれば特に制限はなく、例えばアス
コルビン酸パルミテート、アスコルビン酸モノオレート
などのアスコルビン酸脂肪酸エステル、ショ糖パルミテ
ート、ショ糖モノオレートなどのショ糖脂肪酸エステ
ル、ソルビタンパルミテート、ソルビタンモノオレート
などのソルビタン脂肪酸エステルなどが挙げられる。こ
れらの中でも、アスコルビン酸パルミテートなどのアス
コルビン酸脂肪酸エステルを用いるのが特に好ましい。
乳化剤は水に溶解させて用いるが、アスコルビン酸脂肪
酸エステルを用いる場合には、水酸化ナトリウム、炭酸
ナトリウムなどのアルカリ金属化合物をさらに添加して
溶解させてもよい。The emulsifier is not particularly limited as long as it can emulsify a high-boiling organic liquid and water. And sorbitan fatty acid esters such as sorbitan palmitate and sorbitan monooleate. Among these, it is particularly preferable to use ascorbic acid fatty acid esters such as ascorbic acid palmitate.
The emulsifier is used by dissolving it in water. When an ascorbic acid fatty acid ester is used, an alkali metal compound such as sodium hydroxide or sodium carbonate may be further added and dissolved.
【００２１】また、製造するカロテノイド乳化液の安定
性を向上させる観点から、乳化剤を含む水溶液に、ゼラ
チン、糖、アラビアゴム、でんぷんなどをさらに添加し
てもよい。From the viewpoint of improving the stability of the carotenoid emulsion to be produced, gelatin, sugar, gum arabic, starch and the like may be further added to the aqueous solution containing an emulsifier.
【００２２】乳化剤を含む水溶液を構成する乳化剤と水
の使用量比には特に制限はない。また、乳化剤を含む水
溶液の使用量は、カロテノイドを含む高沸有機液体を乳
化できる量、すなわち安定なＯ／Ｗエマルジョンが形成
できる程度であれば特に制限はないが、通常、カロテノ
イドが高沸有機液体に溶解した状態の溶液に対して、乳
化剤が０．１〜２質量倍および水が０．１〜１０００質
量倍となる範囲であるのが好ましい。The ratio of the amount of the emulsifier to the amount of the water constituting the aqueous solution containing the emulsifier is not particularly limited. The amount of the aqueous solution containing an emulsifier is not particularly limited as long as it can emulsify a high-boiling organic liquid containing carotenoids, that is, an extent that a stable O / W emulsion can be formed. It is preferable that the amount of the emulsifier is 0.1 to 2 times by mass and the amount of water is 0.1 to 1000 times by mass of the solution dissolved in the liquid.
【００２３】カロテノイドが高沸有機液体に溶解した状
態の溶液を、乳化剤を含む水溶液に加えて乳化させる際
の温度は９０℃以下に保つのが好ましく、０〜９０℃の
範囲であるのがより好ましく、２０〜８０℃の範囲であ
るのが特に好ましい。乳化させる際の温度が９０℃より
高い場合には、水が沸騰状態に近くなり、一方０℃より
も低い場合には、水が凍結状態に近くなるので、どちら
の場合も安定なエマルジョンの形成を妨げるため、良好
なカロテノイド乳化液を得ることができない。The temperature at which the carotenoid dissolved in the high-boiling organic liquid is added to an aqueous solution containing an emulsifier and emulsified is preferably maintained at 90 ° C. or lower, more preferably from 0 to 90 ° C. Preferably, it is in the range of 20 to 80C, and particularly preferably. If the temperature during emulsification is higher than 90 ° C., the water is close to boiling, while if it is lower than 0 ° C., the water is close to freezing, so that in both cases a stable emulsion is formed. , A good carotenoid emulsion cannot be obtained.
【００２４】カロテノイドが高沸有機液体に溶解した状
態の溶液を乳化剤を含む水溶液に加えて乳化させる工程
は、例えば攪拌型の乳化機を装着した容器に乳化剤を含
む水溶液を予め仕込んでおき、ここにカロテノイドが高
沸有機液体に溶解した状態の溶液を間欠的にまたは連続
的に加えて乳化させることで行うことができる。また、
カロテノイドが高沸有機液体に溶解した状態の溶液と、
乳化剤を含む水溶液を一緒にインラインミキサーへ導入
することで乳化させることもできる。In the step of emulsifying the carotenoid by adding the solution in which the carotenoid is dissolved in the high-boiling organic liquid to the aqueous solution containing the emulsifier, for example, the aqueous solution containing the emulsifier is charged in advance in a container equipped with a stirring-type emulsifier. This can be carried out by intermittently or continuously adding a solution in which a carotenoid is dissolved in a high-boiling organic liquid to emulsify. Also,
A solution in which a carotenoid is dissolved in a high-boiling organic liquid,
It is also possible to emulsify by introducing an aqueous solution containing an emulsifier together into an inline mixer.
【００２５】本発明の方法は、カロテノイドを高沸有機
液体中に懸濁させた懸濁液に、加熱した高沸有機液体を
混合させることによって加熱してカロテノイドを溶解さ
せ、かかる操作で得られる、カロテノイドが高沸有機液
体に溶解した状態の溶液を、乳化剤を含む水溶液に加え
て乳化させる工程までが一連の操作であり、簡便な操作
でカロテノイド乳化液を得ることができる。本発明の方
法は、バッチ式でも連続式でも実施することができる。The method of the present invention is obtained by dissolving the carotenoid by heating by mixing a heated high-boiling organic liquid with a suspension in which the carotenoid is suspended in the high-boiling organic liquid, and obtaining the above operation. The steps up to the step of adding a solution in which a carotenoid is dissolved in a high-boiling organic liquid to an aqueous solution containing an emulsifier to emulsify the carotenoid are a series of operations. The method of the present invention can be carried out either batchwise or continuously.
【００２６】得られたカロテノイド乳化液はそのまま食
品着色剤、飼料添加剤の用途に使用することができる。
また、かかるカロテノイド乳化液を噴霧乾燥するか、ま
たはかかるカロテノイド乳化液をヘキサン、トルエン、
パラフィンなどの非極性溶剤中で攪拌して粒子化し、濾
過後、乾燥することによって、カロテノイドを含む粉体
を得ることができ、かかるカロテノイド粉体は食品の着
色剤用途、生理活性剤用途として用いることができる。The resulting carotenoid emulsion can be used as it is for food coloring and feed additives.
Alternatively, the carotenoid emulsion may be spray-dried, or the carotenoid emulsion may be hexane, toluene,
A powder containing a carotenoid can be obtained by stirring and granulating in a non-polar solvent such as paraffin, filtering, and drying to obtain a carotenoid-containing powder. be able to.
【００２７】[0027]
【実施例】以下、実施例を用いて本発明を具体的に説明
するが、本発明はこれら実施例によって何ら限定される
ものではない。EXAMPLES The present invention will be described below in detail with reference to examples, but the present invention is not limited to these examples.
【００２８】図１に、本発明の製造方法の一実施態様を
示す。タンク１に高沸有機液体を入れ、タンク６にはカ
ロテノイド懸濁液を仕込む。タンク１から定量送液ポン
プ２を介して、熱媒を入れた容器３中に浸された導管５
へ高沸有機液体を送液する。一方、タンク６から定量送
液ポンプ７を介し導管８を経由して送液されるカロテノ
イド懸濁液は、前記で加熱された高沸有機液体とＣ点で
合流する。両者は導管９内で混合されてカロテノイドが
高沸有機液体に溶解した状態の溶液となり、かかる溶液
は、乳化機１１を備え、乳化剤を含む水溶液を予め仕込
んだ容器１２に間欠的または連続的にフィードされる。
１０はカロテノイドが高沸有機液体に溶解した状態の溶
液を容器１２または受器１３へフィードするための切替
え機で、Ｋはコックである。FIG. 1 shows an embodiment of the production method of the present invention. A high boiling organic liquid is charged into the tank 1 and a carotenoid suspension is charged into the tank 6. A conduit 5 immersed in a container 3 containing a heat medium from a tank 1 via a fixed-rate liquid sending pump 2
The high boiling organic liquid is sent to the On the other hand, the carotenoid suspension sent from the tank 6 via the constant-rate liquid sending pump 7 via the conduit 8 joins the high-boiling organic liquid heated at the point C. Both are mixed in the conduit 9 to form a solution in which the carotenoid is dissolved in the high-boiling organic liquid. Such a solution is provided intermittently or continuously in a container 12 equipped with an emulsifier 11 and previously charged with an aqueous solution containing an emulsifier. Feed.
Reference numeral 10 denotes a switching device for feeding the solution in which the carotenoid is dissolved in the high-boiling organic liquid to the container 12 or the receiver 13, and K denotes a cock.
【００２９】実施例１ β−カロチン乳化液の製造 図１において、導管５として、内径２ｍｍ、外径３ｍ
ｍ、熱媒に浸した部分ＡからＢまでの長さが２．２ｍの
緩やかなコイル形状、ＢからＣまでの長さは０．２ｍの
ステンレス製導管を用いた。この導管５は容器３中の３
８７℃に加熱された熱媒で加熱した。導管８として、内
径６ｍｍ、外径８ｍｍ、ポンプ７からＣまでの長さが
０．６ｍで、Ｃから０．１ｍの位置にコックＫが取り付
けられているステンレス製導管を用いた。また、導管９
として、内径３ｍｍ、外径４ｍｍ、Ｃから切替え機１０
までの長さが１．５ｍのステンレス製導管を用いた。水
２００ｇにアスコルビン酸パルミテート３．０ｇ、１規
定水酸化ナトリウム水溶液９．０ｇ、ゼラチン４ｇおよ
び砂糖４ｇを溶解させて調製した溶液を容器１２（容量
５００ｍｌ）に入れて５０℃に加温し、乳化機１１（ク
リアミキサー乳化機）を用いて１７０００回転／分で攪
拌した。タンク１にコーン油を入れ、タンク６にはβ−
カロチン３００ｇ（９８％純度、全トランス体比率９９
％）を、コーン油１１００ｇおよびモノオレイン１００
ｇに懸濁させて調製した懸濁液を入れ、８０℃に加温し
た。コックＫを閉とし、切替え機１０を容器１３側にし
て、タンク１のコーン油を定量送液ポンプ２で１．７リ
ットル／分にて送液を開始し、切替え機１０の位置に
て、ノズル（長さ５ｃｍ）出口で吐出されるコーン油の
温度が１９０℃であることを確認した。次に、定量送液
ポンプ７を送液量０．８リットル／分、送出圧力１．２
１ＭＰａ（１２ｋｇ/ｃｍ２；ゲージ圧）で作動させ
て、同時にコックＫを開とし、切替え機１０のノズルか
らβ−カロチンが溶解した状態の赤色の溶液が吐出され
はじめたのを確認して、切替え機１０を容器１２側へ２
秒間切り替えてβ−カロチンが溶解した状態の溶液を導
入した。なお、この時の吐出溶液のノズル出口温度は１
４９℃であった。その後、再び切替え機１０を容器１３
側へ戻し、定量送液ポンプ２および７を停止した。β−
カロチンが溶解した状態の溶液を導入した後、容器１２
中での乳化操作を６分間行って、β−カロチン乳化液を
得た。なお、β−カロチンが溶解した状態の溶液を導入
した直後の容器１２中の溶液の温度は５３℃であり、乳
化操作を６分間行った後の容器１２中の乳化液の温度は
５８℃であった。得られた乳化液を分析したところ、こ
の乳化液にはβ−カロチンが１．７％含まれており、そ
の全トランス体比率は９８．５％であった。Example 1 Production of β-Carotene Emulsion In FIG. 1, the conduit 5 was 2 mm in inner diameter and 3 m in outer diameter.
m, a gentle coil shape with a length of 2.2 m from the portion A to B immersed in the heat medium, and a stainless steel conduit with a length of 0.2 m from B to C were used. This conduit 5 is connected to 3
It heated with the heating medium heated to 87 degreeC. As the conduit 8, a stainless steel conduit having an inner diameter of 6 mm, an outer diameter of 8 mm, a length from the pump 7 to C of 0.6 m, and a cock K attached at a position of 0.1 m from C was used. In addition, conduit 9
Switching machine 10 from inner diameter 3mm, outer diameter 4mm, C
A 1.5 m long stainless steel conduit was used. A solution prepared by dissolving 3.0 g of ascorbic acid palmitate in 200 g of water, 9.0 g of a 1 N aqueous sodium hydroxide solution, 4 g of gelatin and 4 g of sugar was placed in a container 12 (capacity: 500 ml), heated to 50 ° C., and emulsified. Using a machine 11 (clear mixer emulsifier), the mixture was stirred at 17000 rpm. Tank 1 is filled with corn oil and tank 6 is filled with β-
300 g of carotene (98% purity, total trans form ratio 99
%) With 1100 g of corn oil and 100 monoolein
g of the suspension, and the suspension was heated to 80 ° C. The cock K is closed, the switching device 10 is set to the container 13 side, and liquid supply of corn oil in the tank 1 is started at a rate of 1.7 liter / minute by the constant-rate liquid supply pump 2, and at the position of the switching device 10, It was confirmed that the temperature of the corn oil discharged at the nozzle (length 5 cm) outlet was 190 ° C. Next, the fixed-quantity liquid supply pump 7 is set to a liquid supply amount of 0.8 liter / min and a supply pressure of 1.2.
It was operated at 1 MPa (12 kg / cm 2 ; gauge pressure), and at the same time the cock K was opened, and it was confirmed that a red solution in which β-carotene was dissolved was started to be discharged from the nozzle of the switching device 10, Switching device 10 toward container 12
Switching was performed for seconds, and a solution in which β-carotene was dissolved was introduced. At this time, the nozzle outlet temperature of the discharged solution is 1
It was 49 ° C. Thereafter, the switching device 10 is again connected to the container 13.
And the fixed-quantity liquid sending pumps 2 and 7 were stopped. β-
After introducing the solution in which carotene is dissolved, the container 12
The emulsification operation was performed for 6 minutes to obtain a β-carotene emulsion. The temperature of the solution in the container 12 immediately after introducing the solution in which β-carotene was dissolved was 53 ° C., and the temperature of the emulsion in the container 12 after performing the emulsification operation for 6 minutes was 58 ° C. there were. When the obtained emulsion was analyzed, it contained 1.7% of β-carotene, and the total trans form ratio was 98.5%.
【００３０】実施例２ カンタキサンチン乳化液の製造 実施例１と同様な装置を用い、容器３中の熱媒を４１０
℃に加熱した。水２００ｇにアスコルビン酸パルミテー
ト３．０ｇ、１規定水酸化ナトリウム水溶液９．０ｇ、
ゼラチン４ｇおよび砂糖４ｇを溶解させて調製した溶液
を容器１２（容量５００ｍｌ）に入れて５０℃に加温
し、乳化機１１（クリアミキサー乳化機）を用いて１７
０００回転／分で攪拌した。タンク１にコーン油を入
れ、タンク６にはカンタキサンチン３００ｇ（９７％純
度、全トランス体比率９６％）を、コーン油１１００ｇ
およびモノオレイン１００ｇに懸濁させて調製した懸濁
液を入れ、８０℃に加温した。コックＫを閉とし、切替
え機１０を容器１３側にして、タンク１のコーン油を定
量送液ポンプ２で１．７リットル／分にて送液を開始
し、切替え機１０の位置にて、ノズル出口で吐出される
コーン油の温度が１９３℃であることを確認した。次
に、定量送液ポンプ７を送液量０．２６リットル／分、
送出圧力１．２１ＭＰａ（１２ｋｇ/ｃｍ２；ゲージ
圧）で作動させて、同時にコックＫを開とし、切替え機
１０のノズルからカンタキサンチンが溶解した状態の赤
色の溶液が吐出されはじめたのを確認して、切替え機１
０を容器１２側へ２秒間切り替えてカンタキサンチンが
溶解した状態の溶液を導入した。なお、この時の吐出溶
液のノズル出口温度は１７８℃であった。その後再び切
替え機１０を容器１３側へ戻し、定量送液ポンプ２およ
び７を停止した。カンタキサンチンが溶解した状態の溶
液を導入した後、容器１２中での乳化操作を６分間行っ
てカンタキサンチン乳化液を得た。なお、カンタキサン
チンが溶解した状態の溶液を導入した直後の容器１２中
の溶液の温度は５７℃であり、乳化操作を６分間行った
後の容器１２中の乳化液の温度は６３℃であった。得ら
れた乳化液を分析したところ、この乳化液にはカンタキ
サンチンが０．６１％含まれており、その全トランス体
比率は６９．５％であった。Example 2 Production of Canthaxanthin Emulsion Using the same apparatus as in Example 1, the heating medium in
Heated to ° C. To 200 g of water, 3.0 g of ascorbic acid palmitate, 9.0 g of a 1 N aqueous sodium hydroxide solution,
A solution prepared by dissolving 4 g of gelatin and 4 g of sugar was put in a container 12 (capacity: 500 ml), heated to 50 ° C., and stirred by using an emulsifier 11 (clear mixer emulsifier).
The mixture was stirred at 2,000 rpm. Tank 1 is filled with corn oil, tank 6 is filled with 300 g of canthaxanthin (97% purity, all-trans isomer ratio 96%) and 1100 g of corn oil
And a suspension prepared by suspending in 100 g of monoolein, and heated to 80 ° C. The cock K is closed, the switching device 10 is set to the container 13 side, and liquid supply of corn oil in the tank 1 is started at a rate of 1.7 liter / minute by the constant-rate liquid supply pump 2, and at the position of the switching device 10, It was confirmed that the temperature of the corn oil discharged at the nozzle outlet was 193 ° C. Next, the fixed-rate liquid sending pump 7 is turned on at a liquid sending amount of 0.26 liter / min.
It was operated at a delivery pressure of 1.21 MPa (12 kg / cm 2 ; gauge pressure), and at the same time, the cock K was opened, and it was confirmed that a red solution in which canthaxanthin was dissolved was started to be discharged from the nozzle of the switching device 10. And switching machine 1
0 was switched to the container 12 side for 2 seconds to introduce a solution in which canthaxanthin was dissolved. At this time, the nozzle outlet temperature of the discharged solution was 178 ° C. Thereafter, the switching device 10 was returned to the container 13 side again, and the fixed-quantity liquid supply pumps 2 and 7 were stopped. After introducing the solution in which canthaxanthin was dissolved, emulsification operation in the container 12 was performed for 6 minutes to obtain a canthaxanthin emulsion. The temperature of the solution in the container 12 immediately after introducing the solution in which canthaxanthin was dissolved was 57 ° C., and the temperature of the emulsion in the container 12 after performing the emulsification operation for 6 minutes was 63 ° C. Was. When the obtained emulsion was analyzed, this emulsion contained 0.61% of canthaxanthin, and the total trans form ratio was 69.5%.
【００３１】[0031]
【発明の効果】本発明によれば、カロテノイドを有効成
分として有する乳化液を、該カロテノイドの高い全トラ
ンス体比率を保ち、生産性よく、簡便に、工業的に有利
に製造することができる。According to the present invention, an emulsion having a carotenoid as an active ingredient can be produced industrially and advantageously with good productivity, while maintaining a high ratio of all-trans isomers of the carotenoid.
【００３２】[0032]
【図１】本発明の製造方法の一実施態様を示す。FIG. 1 shows an embodiment of the production method of the present invention.
１，６ タンク ２，７ 定量送液ポンプ ３ 熱媒入り容器 ４ 加熱装置 ５，８，９ 導管 １０ 切替えバルブ １１ 乳化機 １２ 受器（乳化剤を含む水溶液を仕込む） １３ 容器 Ｋ コック 1,6 tank 2,7 fixed-quantity liquid sending pump 3 container with heating medium 4 heating device 5,8,9 conduit 10 switching valve 11 emulsifier 12 receiver (charges aqueous solution containing emulsifier) 13 container K cook
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 ＦＩ テーマコート゛(参考） Ａ６１Ｐ 43/00 １１１ Ａ６１Ｐ 43/00 １１１ Ｂ０１Ｆ 3/08 Ｂ０１Ｆ 3/08 Ａ // Ａ２３Ｌ 1/275 Ａ２３Ｌ 1/275 1/30 1/30 Ｚ 1/303 1/303 (72)発明者 嶋村 重孝 新潟県北蒲原郡中条町倉敷町２番28号 株 式会社クラレ内 (72)発明者 緒方 敏夫 新潟県北蒲原郡中条町倉敷町２番28号 株 式会社クラレ内 Ｆターム(参考） 2B150 DA02 4B018 LE03 LE05 MA01 MC01 MD07 ME08 ME14 MF02 MF06 4C076 AA29 CC23 DD46E FF16 FF43 GG05 GG09 GG45 4C206 AA01 AA04 BA02 BA03 MA02 MA05 MA63 NA03 NA10 ZC02 ZC03 4G035 AB40 AE15 ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 7 Identification symbol FI Theme coat ゛ (Reference) A61P 43/00 111 A61P 43/00 111 B01F 3/08 B01F 3/08 A // A23L 1/275 A23L 1 / 275 1/30 1/30 Z 1/303 1/303 (72) Inventor Shigetaka Shimamura 2-28 Kurashiki-cho, Nakajo-cho, Kitakanbara-gun, Niigata Inside Kuraray Co., Ltd. (72) Inventor Toshio Ogata Naka, Kita-Kanbara-gun, Niigata No. 28, Kurashikicho, Jomachi F-term in Kuraray Co., Ltd. (Reference) 2B150 DA02 4B018 LE03 LE05 MA01 MC01 MD07 ME08 ME14 MF02 MF06 4C076 AA29 CC23 DD46E FF16 FF43 GG05 GG09 GG45 4C206 AA01 AA04 BA02 BA03 MA03 MA05 MA63 ZC03 4G035 AB40 AE15
Claims (3)
た懸濁液を、１２０〜５００℃に加熱した高沸有機液体
と０．０５〜１０秒間の時間内で混合してカロテノイド
を溶解させ、得られる溶液を次いで直ちに乳化剤を含む
水溶液中に加えて乳化させることを特徴とするカロテノ
イド乳化液の製造方法。1. A method in which a carotenoid is suspended in a high-boiling organic liquid and mixed with a high-boiling organic liquid heated to 120 to 500 ° C. within 0.05 to 10 seconds to dissolve the carotenoid. A method for producing a carotenoid emulsion, wherein the resulting solution is immediately added to an aqueous solution containing an emulsifier to emulsify the solution.
を有する脂肪酸グリセリド類を用いる請求項１記載の方
法。2. A high-boiling organic liquid having 10 to 80 carbon atoms.
The method according to claim 1, wherein a fatty acid glyceride having the following formula is used.
テノイド乳化液を噴霧乾燥するか、または非極性溶剤中
で攪拌して粒子化した後、濾過、乾燥して得られるカロ
テノイド粉体。3. A carotenoid powder obtained by spray-drying the carotenoid emulsion obtained by the method of claim 1 or stirring it in a nonpolar solvent to form particles, followed by filtration and drying.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002013195A JP2002316924A (en) | 2001-01-24 | 2002-01-22 | Method for producing carotenoid emulsion |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001015274 | 2001-01-24 | ||
| JP2001-15274 | 2001-01-24 | ||
| JP2002013195A JP2002316924A (en) | 2001-01-24 | 2002-01-22 | Method for producing carotenoid emulsion |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002316924A true JP2002316924A (en) | 2002-10-31 |
| JP2002316924A5 JP2002316924A5 (en) | 2005-02-24 |
Family
ID=26608177
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002013195A Withdrawn JP2002316924A (en) | 2001-01-24 | 2002-01-22 | Method for producing carotenoid emulsion |
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| JP (1) | JP2002316924A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008079512A (en) * | 2006-09-26 | 2008-04-10 | Unitika Ltd | Cryptoxanthin-containing composition |
| JP2008541713A (en) * | 2005-05-23 | 2008-11-27 | ファレス ファーマシューティカル リサーチ エヌ．ブイ． | Direct dissolution |
| WO2009093595A1 (en) * | 2008-01-25 | 2009-07-30 | Fujifilm Corporation | Method for producing carotenoid-containing emulsion composition, carotenoid-containing emulsion composition obtained by the same, carotenoid-containing powder composition, and functional food and cosmetic preparation each containing the composition |
| JP2011241177A (en) * | 2010-05-18 | 2011-12-01 | Fujifilm Corp | Carotenoid-containing composition and method for producing the same |
| WO2012133246A1 (en) * | 2011-03-30 | 2012-10-04 | 富士フイルム株式会社 | Carotenoid-containing composition and method for producing same |
| JP5932120B1 (en) * | 2015-08-21 | 2016-06-08 | 恵和興業株式会社 | Suspension manufacturing apparatus and manufacturing method thereof |
-
2002
- 2002-01-22 JP JP2002013195A patent/JP2002316924A/en not_active Withdrawn
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008541713A (en) * | 2005-05-23 | 2008-11-27 | ファレス ファーマシューティカル リサーチ エヌ．ブイ． | Direct dissolution |
| JP2013046627A (en) * | 2005-05-23 | 2013-03-07 | Phares Pharmaceutical Research Nv | Direct dissolution |
| US8632832B2 (en) | 2005-05-23 | 2014-01-21 | Phares Pharmaceutical Research N.V. | Direct dissolution |
| JP2008079512A (en) * | 2006-09-26 | 2008-04-10 | Unitika Ltd | Cryptoxanthin-containing composition |
| WO2009093595A1 (en) * | 2008-01-25 | 2009-07-30 | Fujifilm Corporation | Method for producing carotenoid-containing emulsion composition, carotenoid-containing emulsion composition obtained by the same, carotenoid-containing powder composition, and functional food and cosmetic preparation each containing the composition |
| JP2011241177A (en) * | 2010-05-18 | 2011-12-01 | Fujifilm Corp | Carotenoid-containing composition and method for producing the same |
| WO2012133246A1 (en) * | 2011-03-30 | 2012-10-04 | 富士フイルム株式会社 | Carotenoid-containing composition and method for producing same |
| JP5932120B1 (en) * | 2015-08-21 | 2016-06-08 | 恵和興業株式会社 | Suspension manufacturing apparatus and manufacturing method thereof |
| JP2017039106A (en) * | 2015-08-21 | 2017-02-23 | 恵和興業株式会社 | Production device of suspension and production method of the same |
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