JPH09157537A - Deodorizing and purifying method for colorant - Google Patents
Deodorizing and purifying method for colorantInfo
- Publication number
- JPH09157537A JPH09157537A JP7344712A JP34471295A JPH09157537A JP H09157537 A JPH09157537 A JP H09157537A JP 7344712 A JP7344712 A JP 7344712A JP 34471295 A JP34471295 A JP 34471295A JP H09157537 A JPH09157537 A JP H09157537A
- Authority
- JP
- Japan
- Prior art keywords
- oleoresin
- carbon dioxide
- dye
- extraction
- fatty acid
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、例えば、マリーゴ
ールド色素のような植物性色素オレオレジンから、臭気
成分、油脂類などの夾雑物を除去して、退色や変色のな
い安定な脱臭色素を製造する方法に関する。TECHNICAL FIELD The present invention relates to a stable deodorizing dye having no fading or discoloration by removing contaminants such as odor components and oils from oleoresin, which is a vegetable dye such as marigold dye. It relates to a method of manufacturing.
【０００２】[0002]
【従来の技術】超臨界状態の流体を用いる抽出方法は、
有機溶媒を用いる従来の抽出法に比べ、低温で行えるこ
と、抽出後抽出流体の温度又は圧力をわずかに変えるこ
とによって抽出成分を分離することができること、エネ
ルギーコストが低いこと等の多くの利点を有しているた
め、近年殊に、熱に対して不安定な天然色素類の抽出、
濃縮、精製、脱臭などに広く利用されている。例えば、
米国特許第４，４００，３９８号明細書には、ベル・ペ
ッパーまたはパプリカオレオレジンから超臨界状態の炭
酸ガスを用いて、二段階抽出によって芳香物質と色素成
分を分離する方法が提案されている。2. Description of the Related Art An extraction method using a supercritical fluid is
Compared with conventional extraction methods using organic solvents, many advantages such as being able to be performed at a low temperature, being able to separate the extraction components by slightly changing the temperature or pressure of the extraction fluid after extraction, and being low in energy cost, etc. In recent years, in particular, extraction of natural pigments that are unstable to heat,
Widely used for concentration, purification and deodorization. For example,
U.S. Pat. No. 4,400,398 proposes a method for separating a fragrance substance and a pigment component from bell pepper or paprika oleoresin by using two-step extraction using carbon dioxide in a supercritical state. .
【０００３】また、特開昭６１−２６８７６２号公報に
は、パプリカオレオレジンを高圧二酸化炭素を用いて抽
出処理を行い、臭気成分を抽出する第１工程と、この第
１工程で臭気成分が除去された抽残を超臨界二酸化炭素
を用いて抽出処理し、黄色系色素及び油脂を主成分とす
る抽出液と赤色系色素に富んだ抽残に分離することから
なる天然色素の濃縮方法も提案されている。In Japanese Patent Laid-Open No. 268762/1986, paprika oleoresin is subjected to an extraction treatment using high-pressure carbon dioxide to extract an odor component, and the odor component is removed in the first step. We also propose a method for concentrating natural pigments by extracting the extracted residue with supercritical carbon dioxide, and separating it into an extract containing yellow pigments and fats and oils as main components, and an extract rich in red pigments. Has been done.
【０００４】一方、本願出願人は、先に、臭気成分を溶
解しうる極性有機溶媒の存在下に、パプリカオレオレジ
ンを超臨界状態にある二酸化炭素と接触せしめることに
より安定な脱臭パプリカ色素を製造する方法を提案した
（特開平２−３８４６４号公報参照）。On the other hand, the present applicant first produced a stable deodorized paprika pigment by contacting paprika oleoresin with carbon dioxide in a supercritical state in the presence of a polar organic solvent capable of dissolving an odor component. Has proposed (see Japanese Patent Laid-Open No. 2-38464).
【０００５】[0005]
【発明が解決しようとする課題】上記の従来提案の方法
は、パプリカオレオレジンまたはパプリカ色素を抽出、
脱臭及び精製する方法としては優れているが、例えば、
マリーゴールド色素などのオレオレジンは、パプリカオ
レオレジンに比べ非常に粘度が高く、また、色素成分が
結晶しているため、上記の従来提案の方法では、これら
のオレオレジンから臭気成分あるいは油脂類などの夾雑
物を完全に抽出除去することができず、得られる色素
は、異味、異臭があり、あるいは夾雑物が存在し、また
色素の安定性も悪く、飲食品類、化粧品類などの着色剤
として使用した場合、風味、安定性などに悪影響を与え
るという問題があり、使用上多くの制約がある。DISCLOSURE OF THE INVENTION Problems to be Solved by the Invention The above-mentioned conventionally proposed method is to extract paprika oleoresin or paprika pigment,
Although excellent as a method for deodorizing and purifying, for example,
Oleoresin such as marigold dye has much higher viscosity than paprika oleoresin, and the dye component is crystallized. The contaminants can not be completely extracted and removed, and the resulting pigment has an off-taste, an offensive odor, or the presence of contaminants, and the stability of the pigments is poor, and it is used as a coloring agent for foods and beverages, cosmetics and the like. When used, there is a problem that the flavor and stability are adversely affected, and there are many restrictions in use.
【０００６】従って、本発明の目的は、植物性色素、殊
に、粘度が高く色素成分が結晶している植物性色素オレ
オレジンを超臨界状態又はその近傍の流体で処理して、
効率よく且つ品質及び安定性に優れた色素を得ることの
できる、従来方法における欠点を解決した植物性色素の
脱臭精製法を提供することである。Therefore, an object of the present invention is to treat a plant dye, particularly oleoresin, which has a high viscosity and crystallizes a dye component, with a fluid in a supercritical state or in the vicinity thereof,
It is an object of the present invention to provide a deodorizing and refining method for vegetable pigments, which solves the drawbacks of the conventional methods and can efficiently obtain pigments excellent in quality and stability.
【０００７】[0007]
【課題を解決するための手段】本発明者等は上記の目的
を達成すべく鋭意研究した結果、植物性色素オレオレジ
ンに中鎖飽和脂肪酸トリグリセライドを添加混合して粘
度を十分に低下させた後、超臨界状態又はその近傍の状
態にある二酸化炭素と接触させると、植物性色素から、
１工程でしかも比較的短時間で効率よく臭気成分及び油
脂類等の夾雑物のみを除去することができることを見い
だし、本発明を完成するに至った。Means for Solving the Problems As a result of intensive studies to achieve the above object, the present inventors have found that after adding and mixing a medium-chain saturated fatty acid triglyceride to a vegetable pigment oleoresin to sufficiently reduce the viscosity. , When contacted with carbon dioxide in the supercritical state or in the vicinity thereof, from plant pigments,
It was found that only odor components and contaminants such as oils and fats can be efficiently removed in one step and in a relatively short time, and the present invention has been completed.
【０００８】かくして、本発明によれば、中鎖飽和脂肪
酸トリグリセライドの存在下に、植物性色素オレオレジ
ンを超臨界状態又はその近傍の状態にある二酸化炭素と
接触せしめることを特徴とする植物性色素の脱臭精製法
が提供される。Thus, according to the present invention, the plant dye oleoresin is contacted with carbon dioxide in the supercritical state or in the vicinity thereof in the presence of the medium-chain saturated fatty acid triglyceride. A method for deodorizing and refining is provided.
【０００９】本発明の方法は、例えばマリーゴールドオ
レオレジンの如き、粘度の高い植物性色素を中鎖飽和脂
肪酸トリグリセライドに溶解し、この溶液に超臨界状態
又はその近傍の状態にある二酸化炭素と接触させて、植
物性色素から臭気成分及び油脂類等の夾雑物を抽出除去
するものであり、その結果、抽残として異味、異臭がな
く、しかも退色や変色のない安定性に優れた色素を効率
よく容易に得ることができる。この場合、使用したこれ
ら中鎖飽和脂肪酸トリグリセライドは、臭気成分及び油
脂類等の夾雑物とともに抽出除去される。In the method of the present invention, a highly viscous vegetable pigment such as marigold oleoresin is dissolved in medium-chain saturated fatty acid triglyceride, and this solution is contacted with carbon dioxide in a supercritical state or in the vicinity thereof. This is to extract and remove odorous components and contaminants such as oils and fats from the plant pigments.As a result, there is no taste or smell as extract residue, and pigments with excellent stability without fading or discoloration are efficiently used. Good and easy to get. In this case, these used medium chain saturated fatty acid triglycerides are extracted and removed together with odorous components and impurities such as oils and fats.
【００１０】以下、本発明の方法についてさらに詳細に
説明する。The method of the present invention will be described in more detail below.
【００１１】本発明の方法に従い処理することができる
植物性色素オレオレジンには特に制限はないが、本発明
の方法は、殊に、粘度の高い植物性色素オレオレジン、
例えば、カロチノイド系の色素で粘度の高いオレオレジ
ンに対し有利に適用することができる。具体的には、例
えば、マリーゴールドオレオレジン、リコペンオレオレ
ジン、キャロットオレオレジンなどの色素類に対して特
に効果的に適用することができる。There is no particular limitation on the plant dye oleoresin which can be treated according to the method of the present invention, but the process of the present invention is particularly directed to the highly viscous plant dye oleoresin,
For example, it can be advantageously applied to oleoresin, which is a carotenoid pigment and has high viscosity. Specifically, it can be particularly effectively applied to pigments such as marigold oleoresin, lycopene oleoresin, and carrot oleoresin.
【００１２】上記のマリーゴールドオレオレジンは、市
場で容易に入手可能であり、例えば、マリーゴールドの
花弁をヘキサンなどの溶媒で抽出し、溶媒を除去するこ
とにより得ることができる。これは黄橙色の粘稠な液体
であり、その主成分はルテインであり、菊様の特異な臭
気と苦味を有している。また、リコペンオレオレジンも
市場で容易に入手可能であり、例えば、トマト果実をヘ
キサン、酢酸エチル、アセトンなどの溶媒で抽出し、溶
媒を除去することにより得ることもできる。これは橙色
粘稠な液体であり、その主成分はリコペンからなり、ト
マト由来の土臭さを有している。The above-mentioned marigold oleoresin is easily available on the market, and can be obtained, for example, by extracting marigold petals with a solvent such as hexane and removing the solvent. This is a yellow-orange viscous liquid, the main component of which is lutein, and it has a peculiar odor and bitterness like chrysanthemum. Also, lycopene oleoresin is readily available on the market, and can be obtained, for example, by extracting tomato fruit with a solvent such as hexane, ethyl acetate, acetone and removing the solvent. It is an orange viscous liquid, the main component of which is lycopene and has a tomato-derived earthy odor.
【００１３】さらに、キャロットオレオレジンも、市場
で容易に入手可能であり、例えば、ニンジンをヘキサン
などの溶媒で抽出し、溶媒を除去することによって得る
ことができる。これは黄色の粘稠な液体であり、その主
成分はα−カロチン、β−カロチンからなり、ニンジン
由来の臭気を有している。Further, carrot oleoresin is also easily available on the market and can be obtained, for example, by extracting carrot with a solvent such as hexane and removing the solvent. This is a yellow viscous liquid, the main components of which are α-carotene and β-carotene and have an odor derived from carrot.
【００１４】以上に述べた如き植物性色素オレオレジン
の超臨界状態又はその近傍の状態にある二酸化炭素（以
下、超臨界二酸化炭素と略称する）による抽出は、超臨
界二酸化炭素を用いるそれ自体既知の抽出方法に従って
実施することができるが、ただし、色素成分が抽出され
ない条件を採用することが重要である。そのような条件
は、処理すべき植物性色素オレオレジンの種類にもよる
が、一般には、６０℃以下の温度及び４００気圧以下、
特に３０〜５０℃の範囲内の温度及び１００〜３００気
圧の範囲内の圧力の条件下の二酸化炭素を用いて抽出操
作を行うのが好適である。Extraction of the above-described plant dye oleoresin with carbon dioxide in the supercritical state or in the vicinity thereof (hereinafter, abbreviated as supercritical carbon dioxide) is known per se using supercritical carbon dioxide. However, it is important to adopt the condition that the pigment component is not extracted. Such conditions generally depend on the type of plant dye oleoresin to be treated, but generally at temperatures below 60 ° C and below 400 atm.
In particular, it is preferable to carry out the extraction operation using carbon dioxide under the conditions of the temperature within the range of 30 to 50 ° C. and the pressure within the range of 100 to 300 atm.
【００１５】本発明の方法は、植物性色素オレオレジン
の超臨界二酸化炭素による抽出処理を、該植物性色素オ
レオレジンを中鎖飽和脂肪酸トリグリセライドに溶解し
て実施する点に特徴を有する。そのために使用しうる中
鎖飽和脂肪酸トリグリセライドとしては、炭素数６〜１
０の飽和脂肪酸、例えば、カプリル酸及びカプリン酸を
主要な構成成分とした脂肪酸とグリセリンから構成され
るトリグリセライドであって、例えば、ＯＤＯ（日清製
油）、ココナード（花王）、パナセート（日本油脂）な
どの商品名で市販されているものを使用することができ
る。また、植物油で中鎖飽和脂肪酸トリグリセライドを
多く含有する、例えば精製ヤシ油などを使用することも
できる。The method of the present invention is characterized in that the plant dye oleoresin is extracted with supercritical carbon dioxide by dissolving the plant dye oleoresin in a medium-chain saturated fatty acid triglyceride. The medium-chain saturated fatty acid triglyceride that can be used for that purpose has 6 to 1 carbon atoms.
A triglyceride composed of glycerin and a saturated fatty acid of 0, for example, a fatty acid containing caprylic acid and capric acid as main constituents, and examples thereof include ODO (Nisshin Oil), coconard (Kao), and panasate (Nippon Yushi). It is possible to use a commercially available product under the trade name such as. It is also possible to use, for example, refined coconut oil, which is a vegetable oil containing a large amount of medium-chain saturated fatty acid triglyceride.
【００１６】中鎖飽和脂肪酸トリグリセライドの使用量
は、厳密に制限されるものではなく、処理すべき植物性
色素オレオレジンの濃度、臭気の程度等によって異なる
が、一般的には植物性色素オレオレジンに対して約５０
〜約５００重量％、好ましくは約１００〜約２００重量
％の範囲内とすることができる。The amount of the medium-chain saturated fatty acid triglyceride used is not strictly limited and varies depending on the concentration of the plant dye oleoresin to be treated, the degree of odor, etc., but generally the plant dye oleoresin is used. About 50
To about 500% by weight, preferably about 100 to about 200% by weight.
【００１７】また、本発明に従う超臨界二酸化炭素によ
る抽出は、場合により、エントレーナーとして、水、エ
チルアルコール、メタノール等を併用することができ
る。In the extraction with supercritical carbon dioxide according to the present invention, water, ethyl alcohol, methanol or the like can be used as an entrainer in some cases.
【００１８】[0018]
【発明の実施の形態】本発明の実施態様の一例を以下に
示す。BEST MODE FOR CARRYING OUT THE INVENTION An example of an embodiment of the present invention will be shown below.
【００１９】まず、中鎖飽和脂肪酸トリグリセライドと
植物性色素オレオレジンを抽出槽に入れ均一に混合す
る。次いで該抽出槽に超臨界二酸化炭素を供給して抽出
処理を行う。その際の抽出条件は、前述したとおり、原
料の植物性色素オレオレジンの種類、該色素オレオレジ
ンの濃度、臭気の強度等処理すべき植物性色素オレオレ
ジンの特性に応じて適宜選択することができるが、一般
には、温度約２０〜約６０℃及び圧力約８０〜約４００
気圧、好ましくは温度約３０〜約５０℃及び圧力約１０
０〜約３００気圧の範囲内で、使用する二酸化炭素の所
望の状態に応じた温度及び圧力を採用することができ
る。抽出時間も植物性色素オレオレジンの前記した如き
特性に応じて適宜選択することができるが、通常、約１
時間〜約５０時間、好ましくは約５時間〜約２０時間の
範囲内とすることができる。First, the medium-chain saturated fatty acid triglyceride and the plant dye oleoresin are placed in an extraction tank and uniformly mixed. Next, extraction treatment is performed by supplying supercritical carbon dioxide to the extraction tank. The extraction conditions in that case may be appropriately selected according to the characteristics of the plant dye oleoresin such as the type of the plant dye oleoresin as the raw material, the concentration of the dye oleoresin, and the strength of odor, as described above. Generally, the temperature is about 20 to about 60 ° C. and the pressure is about 80 to about 400.
Atmospheric pressure, preferably a temperature of about 30 to about 50 ° C. and a pressure of about 10
Within the range of 0 to about 300 atm, temperatures and pressures depending on the desired state of carbon dioxide used can be employed. The extraction time can also be appropriately selected depending on the above-mentioned characteristics of the plant dye oleoresin, but usually about 1
It can be in the range of hours to about 50 hours, preferably about 5 hours to about 20 hours.
【００２０】抽出は、例えば、撹拌下に二酸化炭素を連
続的に吹込むことによって行うことができる。抽出終了
後、臭気成分、中鎖飽和脂肪酸トリグリセライド等の油
脂類及びその他の夾雑物を含有する二酸化炭素流体を分
離槽に導き、超臨界抽出で常用されている方法、例え
ば、圧力を下げる方法（等温法）、温度を変化させる方
法（等圧法）、分離槽中に抽出された溶質を吸着するよ
うな吸着剤を充填しておく吸着法など、抽出条件に応じ
た適宜の分離手段を採用することにより、上記した如き
臭気成分、中鎖飽和脂肪酸トリグリセライド等油脂類及
びその他の夾雑物を回収することができる。分離された
二酸化炭素は液化槽に輸送して再利用することができ
る。The extraction can be carried out, for example, by continuously blowing carbon dioxide with stirring. After completion of the extraction, a carbon dioxide fluid containing an odor component, fats and oils such as medium-chain saturated fatty acid triglyceride and other impurities is introduced into a separation tank, and a method commonly used in supercritical extraction, for example, a method of lowering the pressure ( Adopting an appropriate separation means according to extraction conditions, such as an isothermal method), a method of changing the temperature (isobaric method), an adsorption method of filling an adsorbent that adsorbs the extracted solute in a separation tank, etc. As a result, the odorous components, oils and fats such as medium-chain saturated fatty acid triglyceride and other contaminants as described above can be recovered. The separated carbon dioxide can be transported to the liquefaction tank and reused.
【００２１】このようにして、二酸化炭素に抽出される
ことなく、抽残として抽出槽に留まって回収される植物
性色素は、実質的に無臭であり、前述の従来提案の脱臭
方法によって得られるものに比べて更に匂いのないもの
である。In this way, the plant pigment that is not extracted with carbon dioxide and remains in the extraction tank as a residue and is recovered is substantially odorless and can be obtained by the previously proposed deodorizing method. It is even more odorless than anything.
【００２２】このようにして得られる色素は、それ自体
既知の方法により、油状、乳化状、粉末状など使用目的
にあった任意の形状に加工することができる。例えば、
該色素を精油、食用油脂、ＳＡＩＢ（シュークロース・
ジアセテート・ヘキサイソブチレート）等の油性材料と
混合し、例えば、アラビアガム、澱粉誘導体、その他の
多糖類又は界面活性剤を用いて調製した乳化色素、ある
いはそれを噴霧乾燥して得られる粉末色素の形状にし
て、化粧品類、飲食品類などの着色剤として利用するこ
とができる。The thus-obtained dye can be processed into a desired shape such as an oily, emulsified, or powdery form by a method known per se according to the purpose of use. For example,
The pigment is used as an essential oil, edible oil and fat, SAIB (sucrose,
Diacetate / hexaisobutyrate) and other oily materials and mixed with, for example, gum arabic, starch derivatives, other polysaccharides or emulsion dyes prepared using a surfactant, or powder obtained by spray drying the same. It can be used in the form of a pigment as a colorant for cosmetics, foods and drinks.
【００２３】本発明の方法によって得られる色素を用い
て着色しうる化粧品類としては、例えば、石鹸、洗剤、
シャンプー、口紅、マニキュア、クリームなどを挙げる
ことができ、また、飲食品類としては、例えば、清涼飲
料水、薬用ドリンク類、冷菓類、調味料類、総菜類、水
畜産練製品などを挙げることができる。Examples of cosmetics which can be colored using the pigment obtained by the method of the present invention include soap, detergent,
Examples thereof include shampoo, lipstick, nail polish, cream, etc., and examples of food and drink include soft drinks, medicinal drinks, frozen desserts, seasonings, side dishes, aquatic livestock products, and the like. it can.
【００２４】[0024]
【実施例】以下、実施例により本発明の方法を更に具体
的に説明する。EXAMPLES The method of the present invention will be described in more detail below with reference to examples.
【００２５】実施例１ 内容積５リットルの抽出槽にマリーゴールドオレオレジ
ン（色価３９３）０．４ｋｇ、中鎖飽和脂肪酸トリグリ
セライド０．８ｋｇを仕込み、４０℃で混合撹拌して溶
解した後、超臨界二酸化炭素（抽出槽：圧力 ２００ｋ
ｇ／ｃｍ2、温度４０°C；二酸化炭素供給量４ｋｇ／
ｈ）を供給しながら５時間抽出を行った。抽出槽を常圧
に戻し、抽出槽に残ったマリーゴールドオレオレジンを
取り出し脱臭マリーゴールド色素０．３ｋｇを得た。得
られたマリーゴールド色素はマリーゴールド特有の臭気
が殆ど感じられず、その色価は４８７であった（色素収
率９３％） 。Example 1 0.4 kg of marigold oleoresin (color number 393) and 0.8 kg of medium-chain saturated fatty acid triglyceride were charged into an extraction tank having an internal volume of 5 liters, and the mixture was stirred at 40 ° C. to dissolve it, Critical carbon dioxide (extraction tank: pressure 200k
g / cm 2 , temperature 40 ° C; carbon dioxide supply 4 kg /
Extraction was carried out for 5 hours while feeding h). The extraction tank was returned to normal pressure, and the marigold oleoresin remaining in the extraction tank was taken out to obtain 0.3 kg of deodorized marigold dye. The obtained marigold dye had almost no odor peculiar to marigold, and its color value was 487 (dye yield 93%).
【００２６】実施例２ 内容積５リットルの抽出槽にリコペンオレオレジン（色
価１６０）０．５ｋｇ、中鎖飽和脂肪酸トリグリセライ
ド０．５ｋｇを仕込み、４０℃で混合撹拌して溶解した
後、超臨界二酸化炭素（抽出槽：圧力 ２００ｋｇ／ｃ
ｍ2、温度４０°C；二酸化炭素供給量４ｋｇ／ｈ）及び
エントレーナーポンプにより９５％エタノールを０．２
ｋｇ／ｈの割合で供給しながら５時間抽出を行った。抽
出槽を常圧に戻し、抽出槽に残ったリコペンオレオレジ
ンを取り出しロータリーエバポレーターを用いて残留す
るエタノールを除去し、脱臭リコペン色素０．３ｋｇを
得た。得られたリコペン色素はリコペンオレオレジン特
有の臭気が殆ど感じられず、その色価は２３０であった
（色素収率８６％） 。Example 2 0.5 kg of lycopene oleoresin (color number 160) and 0.5 kg of medium-chain saturated fatty acid triglyceride were charged in an extraction tank having an internal volume of 5 liters, and mixed and stirred at 40 ° C. to dissolve, and then supercritical. Carbon dioxide (extraction tank: pressure 200 kg / c
m 2 , temperature 40 ° C .; carbon dioxide supply rate 4 kg / h) and 0.2% 95% ethanol by an entrainer pump.
Extraction was performed for 5 hours while supplying at a rate of kg / h. The extraction tank was returned to normal pressure, and lycopene oleoresin remaining in the extraction tank was taken out to remove residual ethanol using a rotary evaporator to obtain 0.3 kg of deodorized lycopene dye. The lycopene dye obtained had almost no odor peculiar to lycopene oleoresin, and its color value was 230 (dye yield 86%).
【００２７】比較例１ 内容積５リットルの抽出槽にマリーゴールドオレオレジ
ン（色価４０４）１ｋｇを仕込み、超臨界二酸化炭素
（抽出槽：圧力２００Ｋｇ／ｃｍ2、温度４０℃；二酸
化炭素供給量４ｋｇ／ｈ）を供給しながら ５時間抽出
を行った。抽出槽を常圧に戻し、脱臭マリーゴールド色
素０．８ｋｇ（色価４４０、色素収率８７％）を得た。
得られたマリーゴールド色素はマリーゴールド特有の臭
気がまだかなり強く感じられ、満足のいくものではなか
った。Comparative Example 1 1 kg of marigold oleoresin (color number 404) was charged into an extraction tank having an internal volume of 5 liters, and supercritical carbon dioxide (extraction tank: pressure 200 Kg / cm 2 , temperature 40 ° C .; carbon dioxide supply 4 kg). / H) was supplied for 5 hours for extraction. The extraction tank was returned to normal pressure to obtain 0.8 kg of deodorized marigold dye (color value 440, dye yield 87%).
The obtained marigold dye was still unsatisfactory because the odor peculiar to marigold was still felt quite strongly.
【００２８】比較例２ 比較例１において、抽出時間を３０時間とした他は同様
にしてマリーゴールド色素０．７ｋｇ（色価４９０、色
素収率８５％）を得た。得られたマリーゴールド色素
は、比較例１よりもマリーゴールド特有の臭気は減って
はいるもののまだ強く感じられ、満足のいくものではな
かった。Comparative Example 2 0.7 kg of marigold dye (color number 490, dye yield 85%) was obtained in the same manner as in Comparative Example 1 except that the extraction time was 30 hours. Although the obtained marigold dye had a reduced odor characteristic of marigold as compared with Comparative Example 1, it was still felt strongly and was not satisfactory.
【００２９】[0029]
【発明の効果】本発明の方法によれば、マリーゴールド
色素などの高粘度の植物性色素オレオレジンに含有され
る異味異臭、油脂類などの夾雑物を容易に抽出分離する
ことができ、実質的に無臭でかつ油脂類などの夾雑物を
含有しない植物性色素を容易に製造することができる。
得られる植物性色素は、化粧品、飲食品、医薬品など広
い分野で利用することができる。EFFECTS OF THE INVENTION According to the method of the present invention, contaminants such as off-flavors and off-flavors, oils and fats contained in highly viscous vegetable dye oleoresin such as marigold dye can be easily extracted and separated. It is possible to easily produce a vegetable pigment that is odorless and does not contain contaminants such as oils and fats.
The obtained plant pigment can be used in a wide variety of fields such as cosmetics, foods and drinks, and pharmaceuticals.
Claims (1)
下に、植物性色素オレオレジンを超臨界状態又はその近
傍の状態にある二酸化炭素と接触せしめることを特徴と
する植物性色素の脱臭精製法。1. A method for deodorizing and purifying a plant dye, which comprises contacting the plant dye oleoresin with carbon dioxide in a supercritical state or a state in the vicinity thereof in the presence of a medium-chain saturated fatty acid triglyceride.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP34471295A JP3469696B2 (en) | 1995-12-07 | 1995-12-07 | Deodorizing purification method of dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP34471295A JP3469696B2 (en) | 1995-12-07 | 1995-12-07 | Deodorizing purification method of dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH09157537A true JPH09157537A (en) | 1997-06-17 |
| JP3469696B2 JP3469696B2 (en) | 2003-11-25 |
Family
ID=18371401
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP34471295A Expired - Fee Related JP3469696B2 (en) | 1995-12-07 | 1995-12-07 | Deodorizing purification method of dye |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3469696B2 (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001079355A1 (en) * | 2000-04-12 | 2001-10-25 | Her Majesty The Queen In Right Of Canada As Represented By The Minister Of Agriculture And Agri-Food | Separation of carotenoids from fruits and vegetables |
| JP2007046015A (en) * | 2005-08-12 | 2007-02-22 | Tohoku Univ | Method for producing carotenoid pigment |
| JP2010043032A (en) * | 2008-08-13 | 2010-02-25 | Fuji Chem Ind Co Ltd | High concentration astaxanthin extract |
| US7815958B2 (en) | 2001-06-14 | 2010-10-19 | San-Ei Gen F.F.I., Inc. | Carotenoids color emulsion preparation |
| CN102702776A (en) * | 2012-01-19 | 2012-10-03 | 天津天康源生物技术有限公司 | Phytochrome deodorizing and refining method |
| EP3895695A1 (en) * | 2020-04-15 | 2021-10-20 | Universidad Autónoma de Madrid | Supercritical carbon dioxide-based methodology to formulate bioactive preparations |
-
1995
- 1995-12-07 JP JP34471295A patent/JP3469696B2/en not_active Expired - Fee Related
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001079355A1 (en) * | 2000-04-12 | 2001-10-25 | Her Majesty The Queen In Right Of Canada As Represented By The Minister Of Agriculture And Agri-Food | Separation of carotenoids from fruits and vegetables |
| US7815958B2 (en) | 2001-06-14 | 2010-10-19 | San-Ei Gen F.F.I., Inc. | Carotenoids color emulsion preparation |
| JP2007046015A (en) * | 2005-08-12 | 2007-02-22 | Tohoku Univ | Method for producing carotenoid pigment |
| JP2010043032A (en) * | 2008-08-13 | 2010-02-25 | Fuji Chem Ind Co Ltd | High concentration astaxanthin extract |
| CN102702776A (en) * | 2012-01-19 | 2012-10-03 | 天津天康源生物技术有限公司 | Phytochrome deodorizing and refining method |
| EP3895695A1 (en) * | 2020-04-15 | 2021-10-20 | Universidad Autónoma de Madrid | Supercritical carbon dioxide-based methodology to formulate bioactive preparations |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3469696B2 (en) | 2003-11-25 |
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