JPS60206871A - Production of safflower red - Google Patents

Production of safflower red

Info

Publication number
JPS60206871A
JPS60206871A JP6090284A JP6090284A JPS60206871A JP S60206871 A JPS60206871 A JP S60206871A JP 6090284 A JP6090284 A JP 6090284A JP 6090284 A JP6090284 A JP 6090284A JP S60206871 A JPS60206871 A JP S60206871A
Authority
JP
Japan
Prior art keywords
safflower
red
yellow
dye
cellulose
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.)
Pending
Application number
JP6090284A
Other languages
Japanese (ja)
Inventor
Toshio Sawaki
沢木 利夫
Shiro Miyamoto
宮本 四郎
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
NIPPON YOURIYOKUSO KK
Original Assignee
NIPPON YOURIYOKUSO KK
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by NIPPON YOURIYOKUSO KK filed Critical NIPPON YOURIYOKUSO KK
Priority to JP6090284A priority Critical patent/JPS60206871A/en
Publication of JPS60206871A publication Critical patent/JPS60206871A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:To obtain a safflower red powder which has a high purity and good stability, by adding cellulose to a solution mixture contg. safflower red and safflower yellow to selectively adsorb the red dye on cellulose. CONSTITUTION:Crushed dry safflower is immersed in water to dissolve out most of yellow dye (safflower yellow). A solid (residue obtd. after dissolving safflower) is recovered and then immersed in an org. solvent to dissolve red dye (carthamin). Crystalline cellulose powder is added to the resulting extract (contg. a small) quantity of yellow dye) and the mixture is stirred to selectively adsorb the red dye. The cellulose powder is recovered by filtration and washed with water to remove the yellow dye deposited thereon. The resulting cellulose powder is dried at a low temp. to obtain a red powder composed of cellulose contg. the red dye deposited thereon.

Description

【発明の詳細な説明】 本発明は、ベニバナから赤色素を製造する方法に関する
ものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing red pigment from safflower.

ベニバナ(紅花)は、赤色素(カルタミン)0.4〜0
6%および黄色素(サンフラワーイエロー)28〜36
%含有しているといわれているが、ベニバナ黄色素は、
科学的に安定であり製造も容易であるため比較的安価な
天然色素として食品の着色等に利用されているが、ベニ
バナ赤色素においては前、述のようにベニバナ中の含有
量が少くまたフラボノイド系色素の中で最も科学的に不
安定で、熱、光、空気等の影響で変退色するため製造が
因数であり、当然コストが高くなり、また製品が選凸【
、僧寸いため一以曲は「紅(べに)1として染色あるい
は化粧用の高級着色料として利用された時期が存したが
、今日においては廉価で安定な赤色素が普及し、ベニバ
ナ赤色素は実用性に乏しいものとなった。
Safflower contains 0.4 to 0 red pigment (cartamine)
6% and yellow pigment (sunflower yellow) 28-36
Safflower yellow pigment is said to contain %.
Because it is scientifically stable and easy to produce, it is used as a relatively inexpensive natural pigment for food coloring.However, as mentioned above, safflower red pigment contains only a small amount of safflower and contains flavonoids. It is the most scientifically unstable of all pigments, and its color changes and fades due to the influence of heat, light, air, etc., so manufacturing is a factor, which naturally increases costs, and the product has a high degree of sensibility.
``There was a time when beni 1 was used as a high-grade coloring agent for dyeing and cosmetics, but today, cheap and stable red pigments have become widespread, and safflower red pigment became impractical.

しかしながら発明者は、ベニバナ赤色素とベニバナ黄色
素の混合溶液に、セルロースを加えることにより、赤色
素のみが選択的にセルロースに吸着され、その状態で安
定化されることを発見した。
However, the inventor discovered that by adding cellulose to a mixed solution of safflower red pigment and safflower yellow pigment, only the red pigment was selectively adsorbed to cellulose and stabilized in that state.

即ち、ベニバナの乾燥粉砕物を水に浸漬して黄色素の大
部分を溶出せしめ、その残部に有機溶剤を加え赤色素を
抽出する。その後この抽出液に結晶セルロースを投入、
撹拌することによりこの抽出液中になお相当量残留する
黄色素を残し赤色素のみを選択的に吸着する。そしてこ
の液をろ過して液を除き乾燥することにより鮮かな色調
の良い赤色粉末が得られる。
That is, a dried and crushed safflower is immersed in water to elute most of the yellow pigment, and an organic solvent is added to the remainder to extract the red pigment. Then, crystalline cellulose was added to this extract.
By stirring, only the red pigment is selectively adsorbed, leaving a considerable amount of the yellow pigment remaining in the extract. Then, by filtering the liquid, removing the liquid, and drying, a bright red powder with a good color tone can be obtained.

以上により19られた赤色素は純度が高く、nつ安定度
の高いことが図1〜4より認めることができる。この図
において横軸は波長、縦軸は吸光度を示す。
It can be seen from FIGS. 1 to 4 that the red dye prepared above has high purity and high stability. In this figure, the horizontal axis shows wavelength and the vertical axis shows absorbance.

第1図はベニバナ抽出精製液の吸光度曲線を示す。FIG. 1 shows the absorbance curve of purified safflower extract.

この場合は赤色素の吸収(516〜518nm )以外
に黄色素に強い吸収(406〜4oznm )を有して
いる。
In this case, in addition to the red dye absorption (516 to 518 nm), the yellow dye has strong absorption (406 to 4 oz. nm).

第2図は、結晶セルロースに吸着した赤色素を50%ア
セトンで溶出した溶液の吸光度曲線を示す。
FIG. 2 shows the absorbance curve of a solution in which the red dye adsorbed on crystalline cellulose was eluted with 50% acetone.

この場合は酸素の吸収(522nn )が目立ち、黄色
素の吸収はほとんど認められない。(注、吸着極大波長
が第1図と異なるのは溶媒の相違による。
In this case, absorption of oxygen (522 nn) is noticeable, and absorption of yellow dye is hardly observed. (Note: The maximum adsorption wavelength differs from that in Figure 1 due to the difference in solvent.

第1図の溶媒は、エタノールである。)第3図は、ベニ
バナ抽出精製液を2週間室内保存した後の吸光度曲線を
示す。
The solvent in Figure 1 is ethanol. ) Figure 3 shows the absorbance curve after the purified safflower extract was stored indoors for two weeks.

この場合は赤色素の吸収がほとんど消失している。In this case, absorption of the red pigment has almost disappeared.

第4図は、結晶セルロースに吸着した赤色素溶液を2週
間室内保存した後の吸光率曲線を示す。
FIG. 4 shows an absorbance curve after a red dye solution adsorbed on crystalline cellulose was stored indoors for two weeks.

この場合は赤色素の吸収が全く変わらない安定した状態
を示した。
In this case, a stable state was observed in which the absorption of the red dye did not change at all.

以上述べたように、本発明によれば、ベニバナより抽出
した色素液に結晶セルロースを投入撹拌するといった極
めて簡単な作業で、安定な赤色素を得ることができた。
As described above, according to the present invention, a stable red pigment could be obtained by an extremely simple operation of adding crystalline cellulose to a pigment liquid extracted from safflower and stirring.

また、ここに使用する結晶セルロースは、天然植物va
nを精製したものであるから、本発明の方法により得ら
れる赤色素は食品に使用することができるもので、ベニ
バナ赤色素の用途を拡大できるものである。
In addition, the crystalline cellulose used here is a natural plant va
Since the red pigment obtained by the method of the present invention can be used in foods, the uses of the safflower red pigment can be expanded.

11に ベニバナ乾燥物100gを粉砕し、エーテル、ヘキサン
等の有機溶剤で脱脂、乾燥する。
In step 11, 100 g of dried safflower is ground, degreased with an organic solvent such as ether or hexane, and dried.

エタノール1リツトルを加え、溶液のエタノール瀧喰が
80%になるように水を加えて調節する。
Add 1 liter of ethanol and adjust by adding water so that the ethanol content of the solution is 80%.

N2 ガスで空気を@換した後撹拌しながら赤色素を抽
出する(赤色素は、熱、光、空気の影響で変退色し易い
からである)。
After exchanging the air with N2 gas, extract the red pigment while stirring (this is because red pigments easily discolor and fade under the influence of heat, light, and air).

抽出液をろ過し、ざらに残漬をエタノール0.5リツト
ルで洗浄でる。
Filter the extract and wash the remaining residue with 0.5 liters of ethanol.

このろ液と洗浄液を合わせてN2 ガス気流中で40℃
以下にてエタノールを蒸発させ濃縮液とする。
This filtrate and cleaning solution were combined at 40°C in a N2 gas stream.
In the following, ethanol is evaporated to obtain a concentrated liquid.

この濃縮液(150cc)に結晶セルロース150を加
え、N2 ガス気流中で撹拌し、赤色素を結晶セルロー
スに吸着させ、その後ろ過し、ざらに残漬に水を加えて
撹拌し、付着している黄色素を除く。
Crystalline cellulose 150 was added to this concentrated liquid (150cc), stirred in a N2 gas stream, the red pigment was adsorbed to the crystalline cellulose, then filtered, and water was added to the residue in a colander and stirred to remove the adhesion. Excludes yellow pigment.

低温にて乾燥し、赤色粉末を得る。Dry at low temperature to obtain a red powder.

得られた赤色素収量は15Qであり、波長522nun
における色価は20,0であった。
The obtained red dye yield was 15Q, and the wavelength was 522nun.
The color value was 20.0.

【図面の簡単な説明】[Brief explanation of the drawing]

第1図は、ベニバナ抽出精製液の吸光度曲線。 第2図は、結晶セルロースに吸着した赤色素を50%ア
セトンで溶出した溶液の吸光度曲線。 第3図は、抽出精製液を、第4図は、結晶セルロースに
吸着した赤色素のアセトン溶液を、それぞれ2選間室内
散乱光下に保存したのちの溶液の吸光度曲線。 手続補正書 昭和59年5月2日 特許庁長官 若杉和夫 殿 1、事件の表示 昭和59年 特 許 願 第60902号2、発明の名
称 ベニバナ赤色素の!!J造法 3、補正をする者 事件との関係 特許出願人 名 称 日本葉緑素株式会社 6、補正の対象 明細書 明 細 書 1、発明の名称 ベニバナ赤色素の製造法2、特許請求
の範囲 ベニバナの抽出精製液にセルロースを加えて赤色素のみ
を吸着させて得ることを特許とづ”るベニバナ赤色素の
製造法。 3、発明の詳細な説明 本発明は、ベニバナから赤色素を製造する方法に関する
ものである。 ベニバナ(紅花)は、赤色素(カルタミン)0.4〜0
6%および黄色素(?7ラワーイエロー)28〜36%
含有しているといわれているが、ベニバナ黄色素は、科
学的に安定であり製造も容易であるため比較的安1II
iな天然色素として食品の着色等に利用されているが、
ベニバナ赤色素においては前述のようにベニバナ中の含
有量が少くまたフラボノイド系色素の中で最も科学的に
不安定で、熱、光、空気等の影響で変退色するため製造
が困難ぐあり、当然コストが高くなり、また製品が退色
しやすいため、以前は「紅(べに)」として染色あるい
は化粧用の高級着色わ1として利用された時期が存した
が、今日においては廉価で安定な赤色素が普及し、ベニ
バナ赤色素は実用性に乏しいものとなった。 しかしながら発明者は、ベニバナ赤色素とベニバナ黄色
素の混合溶液に、セルロースを加えることにより、赤色
素のみが選択的にセルロースに吸着され、その状態で安
定化されることを発見した。 即ち、ベニバナの乾燥粉砕物を水に浸漬して黄色素の大
部分を溶出せしめ、その残部に有機溶剤を加え赤色素を
抽出する。イの後この抽出液に結晶セルロースを投入、
撹拌することによりこの抽出液中になお相当量残留する
黄色素を残し赤色素のみを選択的に吸着する。そしてこ
の液をろ過して液を除き乾燥することにより鮮かな色調
の良い赤色粉末が得られる。 以上により得られた赤色素は純麿が高く、且つ安定痕の
高いことが図1〜4より認めることができる。この図に
おいて横軸は波長、縦軸は吸光度を示す。 第1図はベニバナ抽出端Ill液の吸光度曲線を示す。 この場合は赤色素の吸収(516〜518nm ) j
ス外に黄色素に強い吸収(406・〜407nm )を
有している。 第2図は、結晶セルロースに吸着した赤色素を50%ア
セj・ンで溶出した2F! ’aの吸光度曲線を示す。 この場合はL1素の吸収(522nm )が目立ち、黄
色素の吸収はほとんど認められない、NL吸着極大波長
が第1図と異なるのは溶媒の相違による。第1図の溶媒
は、エタノールである。)第3図は、ベニバナ抽出粕¥
J液を2週間室内保存した後の吸光度曲線を示す。 この場合は赤色素の吸収が(工とんど消失している。 第4図は、結晶セルロースに吸着した赤色1影2週間室
内保存した1艷の吸光度曲線を示す。 この場合は赤色素の吸収が全く変わらない安定した状態
を示した。 以上述べたように、本発明にJ:れば、ベニバナより抽
出した色素液に結晶セルロースを投入撹拌するといった
極めて簡単な作業で、安定な赤色素を得ることができた
。 また、ここに使用する結晶セルロースは、天然植物ta
nを精製したものであるから、本発明の方法により(り
られる赤色素は食品に使用することができるもので、ベ
ニバナ赤色素の用途を拡大できるものである。 支IK ベニバナ乾燥物100gを粉砕し、エーテル、ヘキサン
等の有機溶剤で脱脂、乾燥する。 エタノール1リツトルを加え、溶液のエタノールram
が80%になるように水を加えて調節する。 N ガスで空気を置換した後撹拌しながら赤色素を抽出
する(赤色素は、熱、光、空気の影響で変退色し易いか
らである)。 抽出液をろ過し、ざらに残渣をエタノール0.5リツト
ルで洗浄する。 このろ液と洗浄液を合わせてN ガス気流中で40℃以
下にてエタノールを蒸発させm輸液とする。 この濃縮液(150cc )に結晶セルロース15gを
加え、N ガス気流中で撹拌し、赤色素を結晶セルロー
スに吸着させ、その後ろ過し、ざらに残渣に水を加えて
撹拌し、付着している黄色素を除く。 低温にて乾燥し、赤色粉末を1ワる。 得られた赤色素収量は15(Jであり、波長522nl
llにおける色価は20.0であった。 4、図面の簡単な説明 第1図は、ベニバナ抽出精製液の吸光痕曲線。 第2図は、結晶セルロースに吸着した赤色素を50%ア
セトンで溶出した溶液の吸光度曲線。 第3図は、抽出精製液を、2゛ρ 室 ・アセトンで 
した の吸
Figure 1 shows the absorbance curve of purified safflower extract. Figure 2 shows the absorbance curve of a solution in which red dye adsorbed on crystalline cellulose was eluted with 50% acetone. Figure 3 shows the absorbance curves of the extracted and purified solution, and Figure 4 shows the acetone solution of the red dye adsorbed on crystalline cellulose, each stored under indoor scattered light for two selections. Procedural Amendment May 2, 1980 Director of the Patent Office Kazuo Wakasugi 1, Indication of the Case 1981 Patent Application No. 60902 2, Name of the Invention: Safflower Red Pigment! ! J Construction Method 3, Relationship with the case of the person making the amendment Name of patent applicant: Japan Chlorophyll Co., Ltd. 6, Subject of amendment Description 1, Title of the invention Method for producing safflower red pigment 2, Claims of safflower A patented method for producing red pigment from safflower that is obtained by adding cellulose to an extracted and purified liquid and adsorbing only the red pigment. 3. Detailed description of the invention The present invention relates to a method for producing red pigment from safflower. Safflower contains 0.4 to 0 of the red pigment (carthamine).
6% and yellow pigment (?7 raw yellow) 28-36%
However, safflower yellow pigment is chemically stable and easy to manufacture, so it is relatively cheap.
It is used as an i-natural natural pigment to color food, etc.
As mentioned above, the content of safflower red pigment in safflower is small, and it is the most scientifically unstable among the flavonoid pigments, and its color changes and fades under the influence of heat, light, air, etc., making it difficult to manufacture. Naturally, the cost is high and the product is prone to fading, so there was a time when it was used for dyeing as ``beni'' or as a high-grade coloring agent for cosmetics, but today it is cheaper and more stable. Red pigments became popular, and safflower red pigments became less practical. However, the inventor discovered that by adding cellulose to a mixed solution of safflower red pigment and safflower yellow pigment, only the red pigment was selectively adsorbed to cellulose and stabilized in that state. That is, a dried and crushed safflower is immersed in water to elute most of the yellow pigment, and an organic solvent is added to the remainder to extract the red pigment. After step 1, add crystalline cellulose to this extract.
By stirring, only the red pigment is selectively adsorbed, leaving a considerable amount of the yellow pigment remaining in the extract. Then, by filtering the liquid, removing the liquid, and drying, a bright red powder with a good color tone can be obtained. It can be seen from FIGS. 1 to 4 that the red dye obtained as described above has high purity and high stability. In this figure, the horizontal axis shows wavelength and the vertical axis shows absorbance. FIG. 1 shows the absorbance curve of the safflower extract Ill solution. In this case, absorption of red dye (516-518nm) j
It has strong absorption (406-407 nm) in addition to yellow pigments. Figure 2 shows 2F! red pigment adsorbed on crystalline cellulose eluted with 50% acetate! The absorbance curve of 'a is shown. In this case, the absorption of L1 element (522 nm) is noticeable, and the absorption of yellow element is hardly observed.The reason why the maximum wavelength of NL adsorption is different from that in FIG. 1 is due to the difference in solvent. The solvent in Figure 1 is ethanol. ) Figure 3 shows safflower extract lees
The absorbance curve after storing J solution indoors for 2 weeks is shown. In this case, the absorption of the red pigment has almost completely disappeared. A stable state was observed in which the absorption did not change at all.As mentioned above, according to the present invention, a stable red pigment can be produced by adding crystalline cellulose to a pigment liquid extracted from safflower and stirring it. In addition, the crystalline cellulose used here is made from natural plant ta
Since the red pigment obtained by the method of the present invention can be used in foods, the uses of safflower red pigment can be expanded. Then, degrease and dry with an organic solvent such as ether or hexane. Add 1 liter of ethanol and evaporate the solution into an ethanol ram.
Add water to adjust to 80%. After replacing the air with N 2 gas, extract the red pigment while stirring (this is because red pigments tend to discolor and fade under the influence of heat, light, and air). Filter the extract and wash the residue with 0.5 liters of ethanol. The filtrate and washing solution are combined and the ethanol is evaporated at 40° C. or below in a N gas stream to obtain an infusion solution. Add 15 g of crystalline cellulose to this concentrate (150 cc), stir in a N gas stream to adsorb the red pigment to the crystalline cellulose, then filter, add water to the residue in a colander, stir, and remove the attached yellow pigment. Excludes pigment. Dry at low temperature and coat with red powder. The red dye yield obtained was 15 (J) and the wavelength was 522 nl.
The color value at ll was 20.0. 4. Brief explanation of the drawings Figure 1 shows the absorption trace curve of purified safflower extract. Figure 2 shows the absorbance curve of a solution in which red dye adsorbed on crystalline cellulose was eluted with 50% acetone. Figure 3 shows the extracted and purified liquid in a 2゛ρ chamber and acetone.
The sucking

Claims (1)

【特許請求の範囲】[Claims] ベニバナの抽出精製液にセルロースを加えて赤色素のみ
を吸着させて得ることを特許とするベニバナ赤色素の製
造法。
A patented method for producing safflower red pigment, which is obtained by adding cellulose to a purified safflower extract and adsorbing only the red pigment.
JP6090284A 1984-03-30 1984-03-30 Production of safflower red Pending JPS60206871A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP6090284A JPS60206871A (en) 1984-03-30 1984-03-30 Production of safflower red

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP6090284A JPS60206871A (en) 1984-03-30 1984-03-30 Production of safflower red

Publications (1)

Publication Number Publication Date
JPS60206871A true JPS60206871A (en) 1985-10-18

Family

ID=13155749

Family Applications (1)

Application Number Title Priority Date Filing Date
JP6090284A Pending JPS60206871A (en) 1984-03-30 1984-03-30 Production of safflower red

Country Status (1)

Country Link
JP (1) JPS60206871A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102295839A (en) * 2011-06-29 2011-12-28 新疆奥斯曼生物资源有限公司 Preparation method of carhamus tincwrius L. haematochrome
CN110051558A (en) * 2019-04-10 2019-07-26 华南理工大学 A kind of plant micro nanometer fiber lipstick of anti-color transfer and the preparation method and application thereof
CN112521769A (en) * 2020-11-25 2021-03-19 清华大学 Safflower red pigment and preparation method and dyeing method thereof

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS55102661A (en) * 1979-01-30 1980-08-06 Sanyo Kokusaku Pulp Co Ltd Deep red coloring composition and its preparation

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS55102661A (en) * 1979-01-30 1980-08-06 Sanyo Kokusaku Pulp Co Ltd Deep red coloring composition and its preparation

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102295839A (en) * 2011-06-29 2011-12-28 新疆奥斯曼生物资源有限公司 Preparation method of carhamus tincwrius L. haematochrome
CN110051558A (en) * 2019-04-10 2019-07-26 华南理工大学 A kind of plant micro nanometer fiber lipstick of anti-color transfer and the preparation method and application thereof
CN112521769A (en) * 2020-11-25 2021-03-19 清华大学 Safflower red pigment and preparation method and dyeing method thereof

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