JPH04119180A - Dyeing of cellulose fiber - Google Patents
Dyeing of cellulose fiberInfo
- Publication number
- JPH04119180A JPH04119180A JP2233964A JP23396490A JPH04119180A JP H04119180 A JPH04119180 A JP H04119180A JP 2233964 A JP2233964 A JP 2233964A JP 23396490 A JP23396490 A JP 23396490A JP H04119180 A JPH04119180 A JP H04119180A
- Authority
- JP
- Japan
- Prior art keywords
- dyeing
- cellulose fiber
- solution
- fastness
- cellulose fibers
- 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
Links
- 238000004043 dyeing Methods 0.000 title claims abstract description 26
- 229920003043 Cellulose fiber Polymers 0.000 title claims abstract description 18
- 229930002877 anthocyanin Natural products 0.000 claims abstract description 9
- 235000010208 anthocyanin Nutrition 0.000 claims abstract description 9
- 239000004410 anthocyanin Substances 0.000 claims abstract description 9
- 150000004636 anthocyanins Chemical class 0.000 claims abstract description 9
- DUBCCGAQYVUYEU-ZUGPOPFOSA-N miquelianin Chemical compound O1[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OC1=C(C=2C=C(O)C(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O DUBCCGAQYVUYEU-ZUGPOPFOSA-N 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 12
- 239000000243 solution Substances 0.000 description 9
- 239000000975 dye Substances 0.000 description 7
- 239000004744 fabric Substances 0.000 description 6
- 239000000835 fiber Substances 0.000 description 6
- 239000012192 staining solution Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 210000004748 cultured cell Anatomy 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- JMGZEFIQIZZSBH-UHFFFAOYSA-N Bioquercetin Natural products CC1OC(OCC(O)C2OC(OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5)C(O)C2O)C(O)C(O)C1O JMGZEFIQIZZSBH-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 244000132436 Myrica rubra Species 0.000 description 1
- IKMDFBPHZNJCSN-UHFFFAOYSA-N Myricetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC(O)=C(O)C(O)=C1 IKMDFBPHZNJCSN-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- IVTMALDHFAHOGL-UHFFFAOYSA-N eriodictyol 7-O-rutinoside Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C=C3C(C(C(O)=C(O3)C=3C=C(O)C(O)=CC=3)=O)=C(O)C=2)O1 IVTMALDHFAHOGL-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
- 150000002215 flavonoids Chemical class 0.000 description 1
- 235000017173 flavonoids Nutrition 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- PCOBUQBNVYZTBU-UHFFFAOYSA-N myricetin Natural products OC1=C(O)C(O)=CC(C=2OC3=CC(O)=C(O)C(O)=C3C(=O)C=2)=C1 PCOBUQBNVYZTBU-UHFFFAOYSA-N 0.000 description 1
- 235000007743 myricetin Nutrition 0.000 description 1
- 229940116852 myricetin Drugs 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- FDRQPMVGJOQVTL-UHFFFAOYSA-N quercetin rutinoside Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 FDRQPMVGJOQVTL-UHFFFAOYSA-N 0.000 description 1
- ALABRVAAKCSLSC-UHFFFAOYSA-N rutin Natural products CC1OC(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C1OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5 ALABRVAAKCSLSC-UHFFFAOYSA-N 0.000 description 1
- IKGXIBQEEMLURG-BKUODXTLSA-N rutin Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@@H]1OC[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-BKUODXTLSA-N 0.000 description 1
- 235000005493 rutin Nutrition 0.000 description 1
- 229960004555 rutoside Drugs 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Landscapes
- Coloring (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、アントシアニンを染料とするセルロース繊維
の染色方法に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a method for dyeing cellulose fibers using anthocyanin as a dye.
（従来の技術）
赤い花に含まれるアントシアニンを用いた絹の染色は、
「草木染め」の１種である「花染め」として古来から知
られているものである。(Conventional technology) Silk dyeing using anthocyanin contained in red flowers is
It has been known since ancient times as ``hana dyeing,'' which is a type of ``plant dyeing.''
しかし、アンドシアニンは絹などのポリアミド繊維には
よく吸着するが、綿や麻などのセルロース繊維には染色
は困難であった。However, andocyanin adsorbs well to polyamide fibers such as silk, but it has been difficult to dye cellulose fibers such as cotton and linen.
本発明者等は既にポリアミド繊維またはアクリルやポリ
エステル等の合成繊維において、ｐＨ２゜５以下の強酸
域での染色か耐光堅牢度を高めることを提案したか、セ
ルロース繊維の染色性の問題は未だ解決されていない。The present inventors have already proposed dyeing polyamide fibers or synthetic fibers such as acrylic or polyester in a strong acid range of pH 2.5 or less to increase light fastness, but the dyeability problem of cellulose fibers is still unresolved. It has not been.
一方、フラボ／イドを染料として用いる方法は、古来か
ら知られている。例えば、エンジュに含まれるルチン（
クエルセンチルチノシド）や、ヤマモモに含まれるミリ
セチンを用いたセルロース繊維の染色がある。これらフ
ラボノイドで染色されたセルロース繊維の耐光堅牢度が
強い。しかし、通常これらセルロース繊維は、水への溶
解性に問題があり、単独で用いた場合、セルロース繊維
に対する染色性が劣り、またそのためアント７アニンな
ど他の水溶性染料との混染も困難であった。On the other hand, methods using flavo/idos as dyes have been known since ancient times. For example, rutin (
There is dyeing of cellulose fibers using myricetin, which is contained in Japanese bayberry. Cellulose fibers dyed with these flavonoids have strong light fastness. However, these cellulose fibers usually have a problem with their solubility in water, and when used alone, the dyeability of cellulose fibers is poor, and for this reason, it is difficult to mix dyeing with other water-soluble dyes such as anth-7-anine. there were.
（発明が解決しようとする課題）
本発明はアントシアニンのセルロース繊維への染色性の
改善とその耐光堅牢度の向上を目的とする。(Problems to be Solved by the Invention) The present invention aims to improve the dyeability of cellulose fibers with anthocyanin and improve its light fastness.
（課題を解決するための手段）
即ち、本発明はアンドンアニンを含有するｐＨ８〜１０
の染色液中でセルロース繊維を染色する方法を提供する
。更に、この染色液にクエルセチングルクロニドを加え
、耐光堅牢度を高める方法を提供する。(Means for Solving the Problems) That is, the present invention provides a solution containing andonanine with a pH of 8 to 10.
Provided is a method for dyeing cellulose fibers in a dyeing solution of Furthermore, a method is provided for adding quercetin glucuronide to this staining solution to increase its light fastness.
従来のアントシアニンを用いる染色は取り扱い易さ等の
観点から弱酸性領域、具体的にはｐＨ４〜７の領域で実
施されている。本発明者らは先にｐＨ４以下特にｐＨ２
以下の領域では絹と動物繊維を染色できることも示した
く特願平１−３３１０１号）。本発明ではこのｐＨ領域
をアルカリ性の領域、即ちｐＨ８〜１０の領域にするこ
とにより、セルロース繊維への染色性を大きく同上させ
た。Conventional dyeing using anthocyanin is carried out in a weakly acidic region, specifically in a pH range of 4 to 7, from the viewpoint of ease of handling. The present inventors have previously determined that pH 4 or lower, especially pH 2
We would also like to show that silk and animal fibers can be dyed in the following areas (Japanese Patent Application No. 1-33101). In the present invention, by setting this pH range to an alkaline range, that is, a pH range of 8 to 10, the dyeability of cellulose fibers is greatly improved.
更に実用化のために、クエルセチングルクロニドを加え
、耐光堅牢度を高めた。Furthermore, for practical use, quercetin glucuronide was added to improve light fastness.
本発明に使用されるアンドシアニンは、通常、花弁や果
皮に含まれるアンドシアニンでもいずれでもよいが、鮮
やかな色彩を得ようとする染織用途には、たた一種の化
合物からなるアンドシアニンか望ましい。通常の生物組
織から採取されるアンドンアニンは、複数のアンドンア
ニン化合物からなることか知られており、本用途には、
ハナキリン培養細胞の生産するただ一種のアンドンアニ
ンであるシアニジン−３−アラビノシトであることが望
ましい（特開昭５７−１４６５３号公報参照）。本発明
に使用されるクエルセチングルクロニドは天然ではほと
んど採取されず、クエルセチングルクロニド生産ハナキ
リン細胞からのみ得られる。The andocyanin used in the present invention may be any andocyanin normally contained in flower petals or pericarp, but for dyeing and textile applications in which bright colors are to be obtained, andocyanin, which is a type of compound, is preferable. . It is known that andonanine collected from ordinary biological tissues is composed of multiple andonanine compounds, and for this purpose,
Cyanidin-3-arabinosyto, which is the only type of andonanine produced by Hanakirin cultured cells, is preferable (see Japanese Patent Application Laid-open No. 14653/1983). Quercetin glucuronide used in the present invention is rarely collected in nature and can only be obtained from quercetin glucuronide-producing Hanakirin cells.
本発明に使用されるセルロース′ａＮは、綿や麻などの
天然繊維やその誘導体のいずれでもよい。The cellulose 'aN used in the present invention may be any natural fiber such as cotton or hemp or a derivative thereof.
また、その形状か糸状、布状あるいは塊状でもその内容
かセルロース繊維質から構成されていれば構わない。Furthermore, it does not matter whether the shape is thread-like, cloth-like, or lump-like as long as the content is composed of cellulose fibers.
本発明に使用される染色液は、上記アント／アニンの０
．０１％（Ｗ／Ｖ）から１０％（ｗ／ｖ）水溶液を水酸
化ナトリウム等によりｐＨ８〜１０、好ましくはｐＨ８
〜９の範囲内に調整して用いられる。The staining solution used in the present invention contains 0 of the above-mentioned ant/anine.
．． 01% (w/v) to 10% (w/v) aqueous solution with sodium hydroxide etc. to pH 8 to 10, preferably pH 8.
It is used by adjusting it within the range of ~9.
ｐＨ８より低くした場合、染色できない。またｐＨｌ０
より高くした場合、染色性が悪く、また繊維の堅牢性も
悪くなる。If the pH is lower than 8, staining cannot be performed. Also pHl0
If it is made higher, the dyeability will be poor and the fastness of the fiber will also be poor.
染色液中の電解質の存在比は、０８５％（Ｗ／Ｖ）〜１
０％（ｗ／ｖ）において赤色染色性に好ましい結果が得
られる。The abundance ratio of electrolyte in the staining solution is 085% (W/V) to 1
At 0% (w/v), favorable results for red stainability are obtained.
更に染色液にクエルセチングルクロニドを００１％（ｗ
／ｖ）から１０％（ｗ／ｖ）を加えることによって耐光
堅牢度を向上させることができる。Furthermore, 001% (w) quercetin glucuronide was added to the staining solution.
/v) to 10% (w/v) can improve light fastness.
上記染色液を８０〜９５℃に保ち、その染色液中に上記
繊維の布あるいは糸を３０分〜２時間浸漬することによ
って染色する。その後、十分な水洗により染色液を除去
し、風乾させる。得られた染織布あるいは染織糸を目視
で観察し、その染色性を確認し、更に、カーボンアーク
燈による耐光試験（Ｊ ｌ５−Ｌ−８４２）を行い、耐
光性を確認する。The dyeing solution is kept at 80 to 95° C., and the cloth or thread of the fibers is immersed in the dyeing solution for 30 minutes to 2 hours to dye. Thereafter, the dyeing solution is removed by thorough washing with water, and the material is air-dried. The obtained dyed and woven fabric or dyed and woven thread is visually observed to confirm its dyeability, and further, a light fastness test (J 15-L-842) using a carbon arc lamp is conducted to confirm its light resistance.
（発明の効果）
本発明の方法により、アントシアニンのセルロース繊維
への染色性が認められた。更にクエルセチングルクロニ
ドを加えることによって耐光堅牢度か一層向上すること
が認められた。(Effects of the Invention) According to the method of the present invention, the ability of anthocyanins to dye cellulose fibers was observed. Furthermore, it was found that the light fastness was further improved by adding quercetin glucuronide.
実施例１
ｐＨ２の塩酸酸性水溶液１，０００Ｈに乾燥ハナキリン
培養細胞２０ｇを浸漬し、濾過して得られた０、１％シ
アニジン−３−アラビノシト水溶液２００ｚ１２に、Ｉ
Ｎ水酸化ナトリウムを滴下し、ｐＨ９に調整した。５０
０酎ガラスビーカーに染色液を移し、９５°Ｃに保温し
た。染色液中に５ｃｘ四方の綿布あるいは麻布を１時間
＋ｉし染色した。Example 1 20 g of dried Hanakirin cultured cells were immersed in 1,000 H of an acidic aqueous solution of hydrochloric acid at pH 2, and I
N sodium hydroxide was added dropwise to adjust the pH to 9. 50
The staining solution was transferred to a glass beaker and kept at 95°C. A 5cm square piece of cotton or linen fabric was soaked in the dye solution for 1 hour and dyed.
染織布を取り出し流水中に浸して十分に染色液を除いた
後、風乾して水分を除去した。染色性と耐光性を観察し
た。The dyed fabric was taken out and soaked in running water to thoroughly remove the dyeing solution, and then air-dried to remove water. The dyeability and light fastness were observed.
実施例２
クエルセチングルクロニド４００１ρをＩＮ水酸化ナト
リウムの滴下によりｐＨ９に調整した染色液に添加する
こと以外は、実施例１と同様に処理した。染色性と耐光
性を観察した。Example 2 The same procedure as in Example 1 was carried out except that quercetin glucuronide 4001ρ was added to a staining solution whose pH was adjusted to 9 by dropwise addition of IN sodium hydroxide. The dyeability and light fastness were observed.
結果を表−１に示す。The results are shown in Table-1.
比較例１
ｐＨ２の塩酸酸性水溶液ｔ、ｏｏｏｚρに乾燥ハナキリ
ン培養細胞２０９を浸漬し、濾過して得られたＯ、１％
シアニジン−３−アラビノノド水溶液２００ｚ＆を５０
０ｆｆＣガラスビーカーに移し、９５℃に保温した。染
色液中に５ｃｚ四方の綿布あるいは麻布を１時間浸漬し
染色した。染織布を取り出し流水中に浸して十分に染色
液を除いた後、風乾して水分を除去した。染色性と耐光
性を観察した。Comparative Example 1 O obtained by immersing dried Hanakirin cultured cells 209 in a pH 2 hydrochloric acid aqueous solution t, ooozρ and filtering it, 1%
Cyanidin-3-arabinonod aqueous solution 200z&50
It was transferred to an 0ffC glass beaker and kept at 95°C. A 5 cz square piece of cotton cloth or linen cloth was immersed in the dyeing solution for 1 hour and dyed. The dyed fabric was taken out and soaked in running water to thoroughly remove the dyeing solution, and then air-dried to remove water. The dyeability and light fastness were observed.
表−１ 特許出願人日本ペイント株式会社Table-1 Patent applicant Nippon Paint Co., Ltd.
Claims (1)
でセルロース繊維を染色する方法。 ２、アントシアニンおよびクェルセチングルクロニドを
含有し、ｐＨ８〜１０の染色液中でセルロース繊維を染
色する方法。[Scope of Claims] 1. A method for dyeing cellulose fibers in a dye solution containing anthocyanins and having a pH of 8 to 10. 2. A method for dyeing cellulose fibers in a dye solution containing anthocyanin and quercetin glucuronide and having a pH of 8 to 10.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2233964A JPH04119180A (en) | 1990-09-03 | 1990-09-03 | Dyeing of cellulose fiber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2233964A JPH04119180A (en) | 1990-09-03 | 1990-09-03 | Dyeing of cellulose fiber |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04119180A true JPH04119180A (en) | 1992-04-20 |
Family
ID=16963396
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2233964A Pending JPH04119180A (en) | 1990-09-03 | 1990-09-03 | Dyeing of cellulose fiber |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04119180A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0859557A1 (en) * | 1995-10-20 | 1998-08-26 | Hauser Inc. | Foods and beverages containing anthocyanins stabilized by plant extracts |
| FR2842817A1 (en) * | 2002-07-26 | 2004-01-30 | Univ Pasteur | USE OF DERIVATIVES OF FLAVYLIUM COMPOUNDS FOR THEIR FIXING ON SOLID SUBSTRATES, FIXING COMPOSITIONS USED AND SUBSTRATES OBTAINED |
-
1990
- 1990-09-03 JP JP2233964A patent/JPH04119180A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0859557A1 (en) * | 1995-10-20 | 1998-08-26 | Hauser Inc. | Foods and beverages containing anthocyanins stabilized by plant extracts |
| EP0859557A4 (en) * | 1995-10-20 | 2001-05-23 | Hauser Inc | Foods and beverages containing anthocyanins stabilized by plant extracts |
| FR2842817A1 (en) * | 2002-07-26 | 2004-01-30 | Univ Pasteur | USE OF DERIVATIVES OF FLAVYLIUM COMPOUNDS FOR THEIR FIXING ON SOLID SUBSTRATES, FIXING COMPOSITIONS USED AND SUBSTRATES OBTAINED |
| WO2004013407A3 (en) * | 2002-07-26 | 2004-04-08 | Univ Pasteur | Use of flavylium compound derivatives to be fixed to solid substrates, fixing compositions used, and resulting substrates |
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