JPH07118558A - Reactive dye composition and dyeing therewith - Google Patents

Reactive dye composition and dyeing therewith

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Publication number
JPH07118558A
JPH07118558A JP5288671A JP28867193A JPH07118558A JP H07118558 A JPH07118558 A JP H07118558A JP 5288671 A JP5288671 A JP 5288671A JP 28867193 A JP28867193 A JP 28867193A JP H07118558 A JPH07118558 A JP H07118558A
Authority
JP
Japan
Prior art keywords
dye
salt
dyeing
composition
represented
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
Application number
JP5288671A
Other languages
Japanese (ja)
Other versions
JP3260522B2 (en
Inventor
Toshio Hibara
利夫 檜原
Yosuke Takahashi
陽介 高橋
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.)
Hoechst Mitsubishi Kasei Co Ltd
Original Assignee
Hoechst Mitsubishi Kasei Co Ltd
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 Hoechst Mitsubishi Kasei Co Ltd filed Critical Hoechst Mitsubishi Kasei Co Ltd
Priority to JP28867193A priority Critical patent/JP3260522B2/en
Priority to TW83106376A priority patent/TW418239B/en
Priority to ES94111903T priority patent/ES2134884T3/en
Priority to DE69418264T priority patent/DE69418264T2/en
Priority to EP94111903A priority patent/EP0637615B1/en
Priority to KR1019940019129A priority patent/KR100320639B1/en
Priority to US08/400,934 priority patent/US5545236A/en
Publication of JPH07118558A publication Critical patent/JPH07118558A/en
Priority to US08/639,332 priority patent/US5756690A/en
Application granted granted Critical
Publication of JP3260522B2 publication Critical patent/JP3260522B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Abstract

PURPOSE:To obtain a water-soluble monoazo reactive dye composition which can dye a cellulosic fiber into a dyed product excellent in color fastness to light and perspiration by mixing two specified monoazo reactive dyes with each other. CONSTITUTION:The composition comprises a dye represented by formula I in the form of a free acid with a dye represented by formula II in the form of a free acid. In the formulas, X is a -CH=CH2 group or a -CH2CH2W group; and W is a group which can be eliminated by the action of an alkali. The reactive dyes represented by formulas I and II are used in the form of a free acid or a salt, particularly an alkali metal salt or an alkaline earth metal salt, more particularly a sodium salt, a potassium salt or a lithium salt. To obtain a liquid composition, a lithium salt is particularly desirable. This composition is suitable for dyeing cellulosic fibers, such as cotton, viscose rayon, cupraammonium rayon and hemp, and nitrogenous fibers such as polyamides, wool and silk. However, it is particularly effective in dyeing cellulosic fibers.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明はヒドロキシル基及び/又
はアミド基を含有する材料、例えばセルロース繊維、天
然又は合成ポリアミド繊維、ポリウレタン繊維或いは皮
革等、更にはそれらの混合繊維を染色及び捺染するに適
し、とりわけセルロース繊維を耐光堅牢且つ汗耐光堅牢
な染色可能な優れた水溶性モノアゾ反応染料組成物並び
にそれを用いる染色法に関する。
FIELD OF THE INVENTION The present invention is for dyeing and printing materials containing hydroxyl groups and / or amide groups, such as cellulose fibers, natural or synthetic polyamide fibers, polyurethane fibers or leather, as well as mixed fibers thereof. The present invention relates to an excellent water-soluble monoazo reactive dye composition which is suitable for dyeing cellulose fibers, which is fast and fast to light and sweat, and a dyeing method using the same.

【0002】[0002]

【従来の技術】下記構造式2. Description of the Related Art The following structural formula

【0003】[0003]

【化3】 [Chemical 3]

【0004】で示される染料を用い、これを第2リン酸
ナトリウムの存在下に80℃の水に溶解し、酢酸酸性と
した染浴で羊毛を染色する方法は知られている。(例え
ば特公昭31−1643号公報参照のこと。)
A method is known in which a dye represented by the formula (1) is dissolved in water at 80.degree. C. in the presence of dibasic sodium phosphate, and the wool is dyed in a dye bath acidified with acetic acid. (See, for example, Japanese Examined Patent Publication No. 31-1643.)

【0005】[0005]

【発明が解決しようとする課題】この染料をセルロース
繊維に適用するには溶解性、均染性及びビルドアップ性
を改良する必要がある。本発明者等は、上述の問題点を
改良するよう研究を重ねた結果本発明に到達した。
In order to apply this dye to cellulosic fibers, it is necessary to improve solubility, leveling property and build-up property. The present inventors arrived at the present invention as a result of repeated research to improve the above-mentioned problems.

【0006】[0006]

【課題を解決するための手段】本発明は、遊離酸の形で
下記一般式(I)
The present invention provides a compound of the following general formula (I) in the form of a free acid.

【0007】[0007]

【化4】 [Chemical 4]

【0008】で示される染料及び遊離酸の形で下記一般
式(II)
The following general formula (II) in the form of a dye and a free acid represented by

【0009】[0009]

【化5】 [Chemical 5]

【0010】で示される染料を含有する反応染料組成物
及びこれを用いる繊維材料の染色または捺染法を要旨と
する。以下、本発明を詳細に説明する。
The gist of the present invention is a reactive dye composition containing a dye represented by and a method for dyeing or printing a fiber material using the same. Hereinafter, the present invention will be described in detail.

【0011】前記一般式(I)中、Xは−CH=CH2
基または−CH2 CH2 W基を表わし、Wはアルカリの
作用により脱離する基を表わすが、−CH2 CH2 W基
はWが脱離すると−CH=CH2 基となる。Wで表わさ
れるアルカリの作用により脱離する基としては、通常、
硫酸エステル基、チオ硫酸エステル基、リン酸エステル
基、酢酸エステル基またはハロゲン原子などが挙げら
れ、特に硫酸エステルが好ましい。
In the general formula (I), X is -CH = CH 2
Represents a group or -CH 2 CH 2 W groups, W is represents a group capable of leaving by the action of an alkali, -CH 2 CH 2 W group W is -CH = CH 2 group when leaving. The group that is eliminated by the action of an alkali represented by W is usually
Examples thereof include a sulfuric acid ester group, a thiosulfuric acid ester group, a phosphoric acid ester group, an acetic acid ester group and a halogen atom, and a sulfuric acid ester is particularly preferable.

【0012】本発明の組成物における一般式(I)及び
(II)で示される反応染料は、それぞれ遊離酸の形また
はその塩の形で用いられ、特にアルカリ金属塩およびア
ルカリ土類金属塩、中でもナトリウム塩、カリウム塩、
リチウム塩が好ましい。液状の組成物を得るには特にリ
チウム塩が好ましい。
The reactive dyes represented by the general formulas (I) and (II) in the composition of the present invention are used in the form of a free acid or a salt thereof, and in particular, an alkali metal salt and an alkaline earth metal salt, Among them, sodium salt, potassium salt,
Lithium salts are preferred. A lithium salt is particularly preferable for obtaining a liquid composition.

【0013】本発明の染料組成物は、前記一般式(I)
および(II)で示される反応染料を混合することによっ
て得られるが、一般式(I)及び(II)で示される反応
染料の混合割合は、一般式(I)で示される反応染料1
重量部に対し、一般式(II)で示される染料0.1〜2
重量部、好ましくは0.2〜1.5重量部、更に好まし
くは0.3〜1.0重量部である。本発明においては、
前記一般式(I)および(II)で示される反応染料は、
それぞれの合成時において同時に合成することで混合さ
れていてもよく、又別々に合成した後、混合してもよ
い。更には、染色時に混合されても差支えない。
The dye composition of the present invention has the general formula (I)
The reactive dyes represented by the general formulas (I) and (II) can be obtained by mixing the reactive dyes represented by the general formulas (I) and (II).
0.1 to 2 of the dye represented by the general formula (II) per part by weight.
Parts by weight, preferably 0.2 to 1.5 parts by weight, more preferably 0.3 to 1.0 parts by weight. In the present invention,
The reactive dyes represented by the general formulas (I) and (II) are
They may be mixed by simultaneously synthesizing each of them, or may be separately synthesized and then mixed. Furthermore, it does not matter if they are mixed at the time of dyeing.

【0014】本発明の染料組成物は、木綿、ビスコース
レーヨン、キュプラアンモニウムレーヨン、麻等のセル
ロース系繊維、さらにポリアミド、羊毛、絹等の含窒素
繊維の染色に適するが、特にセルロース系繊維の染色に
優れた効果を発揮する。また、これらの繊維は、例え
ば、ポリエステル、セルローストリアセテート、ポリア
クリロニトリル等との混合繊維であっても差し支えな
い。
The dye composition of the present invention is suitable for dyeing cellulosic fibers such as cotton, viscose rayon, cupra ammonium rayon and hemp, and also nitrogen-containing fibers such as polyamide, wool and silk. It has an excellent effect on dyeing. Further, these fibers may be mixed fibers with polyester, cellulose triacetate, polyacrylonitrile, etc., for example.

【0015】本発明の染料組成物を用いてセルロース系
繊維を吸尽染色する際には、通常、重炭酸ソーダ、炭酸
ソーダ等の無機アルカリ、またはトリエチルアミン等の
有機塩基よりなる酸結合剤を用い、中性塩、例えば芒硝
又は食塩を加えて染色する。この際加える中性塩の量は
20〜50g/リットルであり、又染色温度は50〜6
0℃が好ましい。
When exhaust dyeing a cellulosic fiber using the dye composition of the present invention, an acid binder comprising an inorganic alkali such as sodium bicarbonate and sodium carbonate or an organic base such as triethylamine is usually used. Dyeing is performed by adding a neutral salt such as Glauber's salt or salt. The amount of neutral salt added at this time is 20 to 50 g / liter, and the dyeing temperature is 50 to 6
0 ° C is preferred.

【0016】合成及び天然のポリアミド及びポリウレタ
ン繊維の染色は、まず酸性ないし弱酸性の染浴からpH
値の制御下に吸尽させ、次に固着させるため中性、場合
によりアルカリ性のpH値に変化させることによって行
われる。染色は通常60〜120℃の温度で行われる。
パジング法に従ってセルロース繊維を染色する場合、室
温又は高められた温度で染液をパッドし、乾燥後、スチ
ーミング又は乾熱によって固着する。
The dyeing of synthetic and natural polyamide and polyurethane fibers is carried out by first applying a pH from an acidic to slightly acidic dyeing bath.
It is carried out by exhausting it under controlled value and then changing it to a neutral and possibly alkaline pH value for fixing. Dyeing is usually performed at a temperature of 60 to 120 ° C.
When dyeing cellulose fibers according to the padding method, the dyeing solution is padded at room temperature or at an elevated temperature, and after drying, fixed by steaming or dry heat.

【0017】セルロース繊維に対して捺染を行う場合、
一相で、例えば重曹又はその他の酸結合剤を含有する捺
染ペーストを印捺し、次いで100〜160℃でスチー
ミングすることによって、あるいは二相で、例えば中性
又は弱酸性捺染ペーストを印捺し、これを熱い電解質含
有アルカリ性浴に通過させ、又はアルカリ性電解質含有
パジング液をオーバーパジングし、スチーミング又は乾
熱処理して実施する。
When performing printing on cellulose fibers,
In one phase, for example by printing a printing paste containing baking soda or other acid binder, then steaming at 100-160 ° C. or in two phases, for example printing a neutral or weakly acidic printing paste, This is carried out by passing it through a hot electrolyte-containing alkaline bath or over-padging with an alkaline electrolyte-containing padding solution and steaming or dry heat treatment.

【0018】捺染ペーストには、糊剤として例えばアル
ギン酸ソーダ又は澱粉エーテル、その他乳化剤、必要に
応じて更に、例えば尿素のような通常の捺染助剤や分散
剤が用いられる。本発明の染料組成物は前記した通り、
特にセルロース繊維材料の染色に好適である。特に良好
な耐光性と耐汗日光性を具えた染色物を提供することが
できる。
In the printing paste, as a sizing agent, for example, sodium alginate or starch ether, other emulsifiers, and if necessary, a usual printing aid or dispersant such as urea is used. The dye composition of the present invention, as described above,
It is particularly suitable for dyeing cellulose fiber materials. It is possible to provide a dyed product having particularly good light resistance and sweat and sun resistance.

【0019】[0019]

【実施例】以下実施例により本発明を具体的に説明す
る。 実施例1 下記構造式(A)
The present invention will be described in detail with reference to the following examples. Example 1 The following structural formula (A)

【0020】[0020]

【化6】 [Chemical 6]

【0021】で示されるモノアゾ反応染料100gと下
記構造式(B)
100 g of a monoazo reactive dye represented by the following structural formula (B)

【0022】[0022]

【化7】 [Chemical 7]

【0023】で示されるモノアゾ反応染料80gを配合
して染料組成物を得た。この組成物0.1g、0.2
g、0.4gを各々水200mlに溶解し、芒硝10g
を加えて染液を調製した。未シルケット処理綿布10g
を浸漬し、30分かけて60℃まで昇温した。次いで炭
酸ソーダ4gを添加し、60℃で1時間染色した。次い
で水洗、ソーピング、水洗そして乾燥を行ない良好なビ
ルドアップ性を有する均染性の良好な赤色の染色物を得
た。
A dye composition was obtained by mixing 80 g of the monoazo reactive dye represented by: 0.1 g of this composition, 0.2
g and 0.4 g are each dissolved in 200 ml of water, and 10 g of Glauber's salt
Was added to prepare a dye liquor. Un-mercerized cotton cloth 10g
Was immersed and the temperature was raised to 60 ° C. over 30 minutes. Next, 4 g of sodium carbonate was added and dyeing was carried out at 60 ° C. for 1 hour. Next, washing with water, soaping, washing with water and drying were carried out to obtain a red dyed product having good build-up properties and good levelness.

【0024】尚、組成物0.2gを用いて染色した染布
の耐光堅牢度は5級、汗耐光堅牢度は4−5級と優れて
いた。尚、耐光堅牢度はJIS L−0842により、
また汗耐光堅牢度はJISL−0888A法アルカリの
方法に依り評価した。
The dyed fabric dyed with 0.2 g of the composition was excellent in light fastness of grade 5 and sweat light fastness of grade 4-5. The light fastness is according to JIS L-0842.
The sweat light fastness was evaluated by the JISL-0888A method alkali method.

【0025】実施例2 実施例1において用いた構造式(A)で示される反応染
料100gと実施例1において用いた構造式(B)で示
される反応染料30gとを配合して染料組成物を得て、
これを0.1g、0.2g、0.4gを用いて実施例1
の記載に準じて染色した。その結果良好な均染性とビル
ドアップ性を有する染色物が得られた。
Example 2 A dye composition was prepared by mixing 100 g of the reactive dye represented by the structural formula (A) used in Example 1 and 30 g of the reactive dye represented by the structural formula (B) used in Example 1. Get,
Example 1 using 0.1g, 0.2g, 0.4g of this
Staining was carried out according to the description. As a result, a dyed product having good levelness and build-up was obtained.

【0026】実施例3 実施例1において用いた構造式(A)で示される反応染
料100gと実施例1において用いた構造式(B)で示
される反応染料70gとを配合して染料組成物を得て、
これを0.1g、0.2g、0.4gを用いて実施例1
の記載に準じて染色した。その結果良好な均染性とビル
ドアップ性を有する染色物が得られる。
Example 3 100 g of the reactive dye represented by the structural formula (A) used in Example 1 and 70 g of the reactive dye represented by the structural formula (B) used in Example 1 were blended to form a dye composition. Get,
Example 1 using 0.1g, 0.2g, 0.4g of this
Staining was carried out according to the description. As a result, a dyed product having good levelness and build-up can be obtained.

【0027】比較例1 実施例1において用いた構造式(A)で示される反応染
料を0.1g、0.2g、0.4gを用い実施例1の記
載に準じて染色したその結果、実施例1に比べビルドア
ップ性が著しく劣り、均染性も劣っていた。
Comparative Example 1 The reactive dye represented by the structural formula (A) used in Example 1 was dyed in an amount of 0.1 g, 0.2 g and 0.4 g according to the description of Example 1, and the result was obtained. The build-up property was remarkably inferior to that of Example 1, and the level dyeing property was also inferior.

【0028】比較例2 実施例1において用いた構造式(B)で示される反応染
料を0.1g、0.2g、0.4gを用い実施例1の記
載に準じて染色したその結果、均染性は良好であるがビ
ルドアップ性が著しく劣っていた。 実施例4
Comparative Example 2 The reactive dye represented by the structural formula (B) used in Example 1 was dyed in accordance with the description of Example 1 using 0.1 g, 0.2 g and 0.4 g. The dyeability was good, but the build-up property was extremely poor. Example 4

【0029】[0029]

【化8】 [Chemical 8]

【0030】で示されるモノアゾ反応染料100gと下
記構造式
100 g of a monoazo reactive dye represented by the following structural formula

【0031】[0031]

【化9】 [Chemical 9]

【0032】で示されるモノアゾ反応染料200gを配
合して染料組成物を得た。この組成物0.1g、0.2
g、0.4gを用いて実施例1に準じて染色を実施し、
比較的良好なビルドアップ性を有する均染性の良好な赤
色の染色物を得た。 実施例5
A dye composition was obtained by mixing 200 g of the monoazo reactive dye represented by: 0.1 g of this composition, 0.2
dyeing was carried out according to Example 1 using g and 0.4 g,
A red dyed product having relatively good build-up properties and good levelness was obtained. Example 5

【0033】[0033]

【化10】 [Chemical 10]

【0034】で示されるモノアゾ反応染料100gと下
記構造式
100 g of monoazo reactive dye represented by the following structural formula

【0035】[0035]

【化11】 [Chemical 11]

【0036】で示されるモノアゾ反応染料100gを配
合して染料組成物を得た。この組成物0.1g、0.2
g、0.4gを用いて実施例1に準じて染色を実施し良
好なビルドアップ性を有する均染性の良好な赤色の染色
物を得た。
A dye composition was obtained by mixing 100 g of the monoazo reactive dye represented by: 0.1 g of this composition, 0.2
g and 0.4 g were dyed according to Example 1 to obtain a red dyed product having good build-up properties and good levelness.

【0037】[0037]

【発明の効果】本発明の染料組成物によれば、特にセル
ロース繊維に諸堅牢度の優れた染色を施すことができ
る。特に、耐光堅牢度、耐汗日光性に優れた染色が可能
である。又、本発明の染色組成物は溶解性に富み、均染
性、ビルドアップ性にも優れている。
Industrial Applicability According to the dye composition of the present invention, it is possible to dye cellulose fibers, in particular, with excellent fastness. In particular, dyeing with excellent light fastness and sweat / sunlight resistance is possible. Further, the dyeing composition of the present invention has high solubility, and is excellent in level dyeing property and build-up property.

Claims (3)

【特許請求の範囲】[Claims] 【請求項1】 遊離酸の形で、一般式(I) 【化1】 にて示される染料と遊離酸の形で、一般式(II) 【化2】 にて示される染料を含有する反応染料組成物。1. General formula (I) in the form of the free acid: In the form of a dye and a free acid represented by the general formula (II): A reactive dye composition containing the dye shown in. 【請求項2】 前記一般式(I)及び(II)で示される
染料の組成割合が前記一般式(I)で示される染料1重
量部に対し一般式(II)で示される染料0.1〜2重量
部である請求項(I)記載の反応染料組成物。
2. The composition ratio of the dye represented by the general formula (I) or (II) is 0.1 part by weight of the dye represented by the general formula (II) to 1 part by weight of the dye represented by the general formula (I). The reactive dye composition according to claim 1, wherein the reactive dye composition is about 2 parts by weight.
【請求項3】 請求項1又は2記載の反応染料組成物を
用いることを特徴とする繊維材料の染色又は捺染法。
3. A method for dyeing or printing a fiber material, which comprises using the reactive dye composition according to claim 1 or 2.
JP28867193A 1919-08-23 1993-10-25 Reactive dye composition and dyeing method Expired - Fee Related JP3260522B2 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
JP28867193A JP3260522B2 (en) 1993-10-25 1993-10-25 Reactive dye composition and dyeing method
TW83106376A TW418239B (en) 1993-08-02 1994-07-13 Red reactive dyes, their composition and dyeing method empolying them
DE69418264T DE69418264T2 (en) 1993-08-02 1994-07-29 Red reactive dyes, their mixtures and the dyeing method using them
EP94111903A EP0637615B1 (en) 1993-08-02 1994-07-29 Red reactive dyes, their compositions and dyeing method employing them
ES94111903T ES2134884T3 (en) 1993-08-02 1994-07-29 RED REACTIVE DYES, THEIR COMPOSITIONS AND DYING PROCEDURE USING THEM.
KR1019940019129A KR100320639B1 (en) 1993-08-02 1994-08-02 Red reactive dyes, compositions thereof and staining methods using the same
US08/400,934 US5545236A (en) 1993-08-02 1995-03-09 Red reactive dyes, their compositions and dyeing method employing them
US08/639,332 US5756690A (en) 1919-08-23 1996-04-25 Red reactive dyes, their compositions and dyeing method employing them

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100425760C (en) * 2006-07-13 2008-10-15 吴江德伊时装面料有限公司 Dyeing method of copper ammonia fiber cloth

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100425760C (en) * 2006-07-13 2008-10-15 吴江德伊时装面料有限公司 Dyeing method of copper ammonia fiber cloth

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