JP2917501B2 - Reactive dye composition and method for dyeing or printing fiber material using the same - Google Patents
Reactive dye composition and method for dyeing or printing fiber material using the sameInfo
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- JP2917501B2 JP2917501B2 JP2305800A JP30580090A JP2917501B2 JP 2917501 B2 JP2917501 B2 JP 2917501B2 JP 2305800 A JP2305800 A JP 2305800A JP 30580090 A JP30580090 A JP 30580090A JP 2917501 B2 JP2917501 B2 JP 2917501B2
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Description
【発明の詳細な説明】 〈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、特にセルロース繊維、天然又は合成ポリアミド
繊維、ポリウレタン繊維あるいは皮革等、更にはそれら
の混紡繊維を染色及び捺染するに適し、耐光堅牢かつ耐
湿潤堅牢な染色を可能にする改良された反応染料組成物
並びにその適用に関する。The present invention relates to a material containing a hydroxyl group and / or an amide group, in particular, cellulose fiber, natural or synthetic polyamide fiber, polyurethane fiber or leather, and a blend thereof. The present invention relates to an improved reactive dye composition suitable for dyeing and printing fibers and enabling light-fast and wet-fast dyeing, and its application.
〈従来の技術〉 ヒドロキシル基及び／又はアミド基を含有する材料の
染色に用いられる反応染料として有用な化合物であっ
て、ビニルスルホン系反応基と色素母体がトリアジン環
で連結した化合物は、例えば、特開昭59-15451号公報な
どに記載されて公知である。<Conventional technology> A compound useful as a reactive dye used for dyeing a material containing a hydroxyl group and / or an amide group, and a compound in which a vinyl sulfone-based reactive group and a dye matrix are linked by a triazine ring, for example, It is known as described in JP-A-59-15451.
〈発明が解決しようとする課題〉 従来、この種の反応染料は繊維材料の染色及び捺染の
分野に広く使用されている。しかし現在の技術水準は、
特定の染色法に対する適性に関する高い要求水準ならび
に染色物の堅牢性および染色性に関する要求の高度化の
点から十分に満足すべきものではない。<Problems to be Solved by the Invention> Conventionally, this type of reactive dye has been widely used in the field of dyeing and printing of fiber materials. However, the current state of the art is
It is not fully satisfactory in view of the high requirements for suitability for a particular dyeing process and the increasing demands for the fastness and dyeability of the dyed products.
前記した公知の反応染料も、ビルドアップ性、溶解
性、経時安定性及び堅牢性（例えば酸加水分解堅牢度）
の面で更に改良されることが強く望まれている。The above-mentioned known reactive dyes also have build-up properties, solubility, stability over time, and fastness (eg, acid hydrolysis fastness).
There is a strong demand for further improvement in terms of the above.
本発明者らは、上述の公知染料を改良し、さらに染料
に対して要求される要件を広く満足できる新規な反応染
料を見い出す目的で鋭意検討した結果、本発明を完成し
た。The present inventors have made intensive studies for the purpose of improving the above-mentioned known dyes and finding new reactive dyes that can widely satisfy the requirements required for the dyes, and as a result, completed the present invention.
〈課題を解決する為の手段〉 本発明は、遊離酸の形で下記一般式（Ｉ） （式中、Ｒはメチル基またはエチル基を表わし、Ｚは−
CH＝CH2又は−CH2CH2Z1を表わし、Z1はアルカリの作用
で脱離する基を表す。） で示される反応染料と、該染料に対して１〜50重量％
の、遊離酸の形で下記一般式（II） （式中、Ｒ及びＺは前記の意味を表わす。） で示される反応染料を含有することを特徴とする反応染
料組成物、およびそれを用いることを特徴とする繊維材
料を染色または捺染する方法を提供するものである。<Means for Solving the Problems> The present invention provides a compound represented by the following general formula (I) in the form of a free acid: (Wherein, R represents a methyl group or an ethyl group, and Z represents-
CH = CH 2 or —CH 2 CH 2 Z 1 , wherein Z 1 represents a group which is eliminated by the action of an alkali. ) And 1 to 50% by weight based on the dye.
In the form of the free acid of the following general formula (II) (Wherein, R and Z represent the above-mentioned meanings), and a method for dyeing or printing a fiber material, characterized by containing a reactive dye represented by the formula: Is provided.
本発明組成物における一般式（Ｉ）および（II）で示
される反応染料は、それぞれ遊離酸の形で、またはその
塩の形で存在し、特にアルカリ金属塩およびアルカリ土
類金属塩、中でもソーダ塩、カリ塩、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 each present in the form of a free acid or a salt thereof, and particularly, an alkali metal salt and an alkaline earth metal salt, especially Salts, potassium salts, and lithium salts are preferred.
一般式（Ｉ）で示される反応染料は特開昭59-15451号
公報に記載された方法で製造することができる。また、
一般式（II）で示される反応染料は新規であり、例え
ば、遊離酸の形で上記一般式（Ｉ）で示される反応染料
を水性媒体中で加水分解することによって製造すること
ができる。The reactive dye represented by the formula (I) can be produced by the method described in JP-A-59-15451. Also,
The reactive dye represented by the general formula (II) is novel and can be produced, for example, by hydrolyzing the reactive dye represented by the general formula (I) in the form of a free acid in an aqueous medium.
本発明の染料組成物は、前記一般式（Ｉ）および（I
I）で示されるホルマザン反応染料を混合することによ
って得られるが、一般式（II）で示される反応染料の混
合量は、一般式（Ｉ）の反応染料に対して、１〜50重量
％、好ましくは１〜30重量％である。The dye composition of the present invention has the general formulas (I) and (I)
It is obtained by mixing a formazan reactive dye represented by I), and the amount of the reactive dye represented by the general formula (II) is 1 to 50% by weight based on the reactive dye of the general formula (I). Preferably it is 1 to 30% by weight.
本発明においては、前記一般式（Ｉ）および（II）で
示されるホルマザン反応染料は、それぞれの合成時にお
いて同時に合成されることで混合されていてもよく、
又、別々に合成されたのちに混合されていてもよい。さ
らには、染色時に混合されても差し支えない。In the present invention, the formazan reactive dyes represented by the general formulas (I) and (II) may be mixed by being simultaneously synthesized in each synthesis,
Moreover, they may be mixed after being separately synthesized. Furthermore, they may be mixed at the time of dyeing.
本発明組成物は、繊維反応性を有し、ヒドロキシ基含
有またはカルボンアミド基含有材料の染色又は捺染に使
用できる。材料は繊維材料の形で、あるいはその混紡材
料の形で使用されるのが好ましい。The composition of the present invention has fiber reactivity and can be used for dyeing or printing a hydroxy group-containing or carbonamide group-containing material. The material is preferably used in the form of a fibrous material or a blend thereof.
ヒドロキシ基含有材料は天然又は合成ヒドロキシ基含
有材料、たとえばセルロース繊維材料又はその再生生成
物及びポリビニルアルコールなどである。セルロース繊
維材料は木綿、その他の植物繊維、たとえばリネン、
麻、ジュート及びラミー繊維が好ましい。再生セルロー
ス繊維はたとえばビスコース・ステープル及びフィラメ
ントビスコースなどである。The hydroxy group-containing material is a natural or synthetic hydroxy group-containing material such as a cellulose fiber material or a regenerated product thereof and polyvinyl alcohol. Cellulose fiber materials are cotton, other plant fibers such as linen,
Hemp, jute and ramie fibers are preferred. Regenerated cellulose fibers are, for example, viscose staples and filament viscose.
カルボンアミド基含有材料はたとえば合成及び天然の
ポリアミド及びポリウレタン、特に繊維の形で、たとえ
ば羊毛及びその他の動物毛、絹、皮革、ポリアミド−6,
6、ポリアミド−６、ポリアミド−11及びポリアミド−
４などである。Carbonamide-containing materials are, for example, synthetic and natural polyamides and polyurethanes, in particular in the form of fibers, for example wool and other animal hair, silk, leather, polyamide-6,
6, polyamide-6, polyamide-11 and polyamide-
4 and so on.
本発明組成物は、上述の材料を、特に上述の繊維材料
を、物理的化学的性状に応じた方法で、染色又は捺染で
きる。The composition of the present invention can dye or print the above-mentioned materials, particularly the above-mentioned fibrous materials, by a method depending on physical and chemical properties.
例えば、セルロース繊維上に吸尽染色する場合、炭酸
ソーダ、第三燐酸ソーダ、苛性ソーダ等の酸結合剤の存
在下、場合により中性塩、例えば芒硝又は食塩を加え、
所望によっては、溶解助剤、浸透剤又は均染剤を併用
し、比較的低い温度で行われる。染料の吸尽を促進する
中性塩は、本来の染色温度に達した後に初めて又はそれ
以前に、場合によっては分割して添加できる。For example, in the case of exhaust dyeing on cellulose fibers, sodium carbonate, tertiary sodium phosphate, in the presence of an acid binder such as caustic soda, optionally a neutral salt, for example, sodium sulfate or sodium chloride,
If desired, dissolution aids, penetrants or leveling agents may be used in combination at relatively low temperatures. Neutral salts which promote the exhaustion of the dye can be added only after the original dyeing temperature has been reached or before, optionally in portions.
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パッドし乾燥後、スチーミン
グ又は乾熱によって固着できる。When dyeing cellulose fibers according to the padding method,
After padding and drying at room temperature or elevated temperature, it can be fixed by steaming or dry heat.
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縮合剤を含有する捺染ペースト
で印捺し、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
ーストで捺染し、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でオー
バーパジングし、スチーミング又は乾熱処理して実施で
きる。When printing on cellulosic fibers, printing is carried out in one phase, for example with a printing paste containing baking soda or another acid condensing agent, followed by steaming at 100-160 ° C., or in two phases, for example in medium. The printing can be carried out by printing with an acidic or weakly acidic printing paste and passing it through a hot electrolyte-containing alkaline bath, or over-padding with an alkaline electrolyte-containing padding solution, and steaming or dry heat treatment.
捺染ペーストには、例えばアルギン酸ソーダ又は澱粉
エーテルのような糊剤又は乳化剤が、所望によっては、
例えば尿素のような通常の捺染助剤かつ（又は）分散剤
と併用して用いられる。In the printing paste, a sizing or emulsifying agent such as sodium alginate or starch ether is optionally used,
For example, it is used in combination with a usual printing aid and / or dispersant such as urea.
セルロース繊維上に本発明の染料を固着させるに適し
た酸結合剤は、例えばアルカリ金属又はアルカリ土類金
属と無機又は有機酸あるいは加熱状軸でアルカリ遊離す
る化合物との水溶性塩基性塩である。特にアルカリ金属
の水酸化物及び弱ないし中程度の強さの無機又は有機酸
のアルカリ金属塩が挙げられ、その内、特にソーダ塩及
びカリ塩が好ましい。このような酸結合剤として、例え
ば苛性ソーダ、苛性カリ、重曹、炭酸ソーダ、蟻酸ソー
ダ、炭酸カリ、第一、第二又は第三燐酸ソーダ、ケイ酸
ソーダ、トリクロロ酢酸ソーダ等が挙げられる。Acid binders suitable for fixing the dyestuffs of the invention on cellulose fibers are, for example, water-soluble basic salts of alkali metals or alkaline earth metals with inorganic or organic acids or compounds which liberate alkali on a heated shaft. . In particular, mention may be made of hydroxides of alkali metals and alkali metal salts of inorganic or organic acids of weak to moderate strength, of which soda salts and potassium salts are particularly preferred. Such acid binders include, for example, sodium hydroxide, potassium hydroxide, sodium bicarbonate, sodium carbonate, sodium formate, potassium carbonate, primary, secondary or tertiary sodium phosphate, sodium silicate, sodium trichloroacetate and the like.
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える。染色は通
常60〜120℃の温度で行えるが、均染性を達成するため
に通常の均染剤、例えば塩化シアヌルと８倍モルのアミ
ノベンゼンスルホン酸又はアミノナフタレンスルホン酸
との縮合生成物あるい は例えばステアリルアミンとエチレンオキサイドとの付
加生成物を用いることもできる。The dyeing of synthetic and natural polyamide and polyurethane fibers is carried out by first exhausting the acid or weakly acidic dye bath under control of the pH value and then changing it to a neutral and possibly alkaline pH value for fixing. I can do it. Dyeing can usually be carried out at a temperature of from 60 to 120 ° C., but in order to achieve leveling properties, there are customary leveling agents such as condensation products of cyanuric chloride with 8 times the molar amount of aminobenzenesulfonic acid or aminonaphthalenesulfonic acid. Alternatively, for example, an addition product of stearylamine and ethylene oxide can be used.
本発明の組成物は繊維材料に対する染色及び捺染にお
いて優れた性能を発揮する点に特徴がある。特にセルロ
ース繊維材料の染色に好適であり、良好な耐光性と耐汗
日光性、耐湿潤性、たとえは耐洗濯性、耐過酸化洗濯
性、耐汗性、耐塩素性、耐酸加水分解性及び耐アルカリ
性、更に良好な耐摩擦性と耐アイロン性を有する。The composition of the present invention is characterized in that it exhibits excellent performance in dyeing and printing on fiber materials. It is particularly suitable for dyeing cellulose fiber materials, and has good light fastness and sweat-sun fastness, wet fastness, such as washing fastness, peroxide washing fastness, sweat fastness, chlorine fastness, acid hydrolysis fastness and It has alkali resistance, better friction resistance and iron resistance.
また優れたビルドアップ性、溶解性、均染性及びウオ
ッシュオフ性、さらに良好な吸尽・固着性を有する点、
染色温度や染浴比の変動による影響を受けにくく安定し
た品質の染色物が得られる点において特徴を有する。In addition, it has excellent build-up properties, solubility, level dyeing and wash-off properties, and also has good exhaustion and fixation properties.
It is characterized by the fact that it is hardly affected by fluctuations in the dyeing temperature and the dyeing bath ratio and a dyed product of stable quality can be obtained.
また、得られた染色物のフイックス処理時や樹脂加工
時における変色が少なく、保存時の塩基性物質との接触
による変化が少ないことも特徴である。It is also characterized by little discoloration of the obtained dyed product during fixation or resin processing, and little change due to contact with a basic substance during storage.
以下、実施例により本発明を詳細に説明する。例中、
部および％は夫々重量部および重量％を表す。Hereinafter, the present invention will be described in detail with reference to examples. In the example,
Parts and% represent parts by weight and% by weight, respectively.
実施例ｌ 遊離酸の形で下記構造式（ｉ） で示されるホルマザン反応染料100部と遊離酸の形で下
記構造式（ii） で示されるホルマザン反応染料10部とを配合して染料組
成物を得た。この組成物0.1、0.3および0.6部を、各々
水200部に溶解し、芒硝10部と木綿10部を加え、60℃に
昇温し、炭酸ソーダ４部を加えて、１時間染色した。水
洗、ソーピング、水洗そして乾燥を行ない、それぞれ諸
堅牢度に優れ、良好なビルドアップ性を有する青色の染
色物が得られた。Example 1 In the form of the free acid, the following structural formula (i) In the form of a free acid with 100 parts of a formazan reactive dye represented by the following structural formula (ii) Was mixed with 10 parts of a formazan reactive dye represented by the formula (1) to obtain a dye composition. 0.1, 0.3 and 0.6 parts of this composition were dissolved in 200 parts of water, 10 parts of sodium sulfate and 10 parts of cotton were added, the temperature was raised to 60 ° C., 4 parts of sodium carbonate was added, and dyed for 1 hour. Washing, soaping, washing and drying were carried out to obtain blue dyeings having excellent fastnesses and good build-up properties.
実施例２ 実施例１で用いた、構造式（ｉ）で示されるホルマザ
ン反応染料100部と実施例１で用いた、構造式（ii）で
示されるホルマザン反応染料20部とを配合して染料組成
物を得、この0.1、0.3および0.6部を、各々水200部に溶
解し、芒硝10部と木綿10部を加え、60℃に昇温し、炭酸
ソーダ４部を加えて、ｌ時間染色した。水洗、ソーピン
グ、水洗そして乾燥を行ない、それぞれ諸堅牢度に優
れ、良好なビルドアップ性を有する青色の染色物が得ら
れた。Example 2 A dye was prepared by blending 100 parts of the formazan reactive dye represented by the structural formula (i) used in Example 1 and 20 parts of the formazan reactive dye represented by the structural formula (ii) used in Example 1. The composition was obtained, and 0.1, 0.3 and 0.6 parts were dissolved in 200 parts of water, 10 parts of sodium sulfate and 10 parts of cotton were added, the temperature was raised to 60 ° C., 4 parts of sodium carbonate was added, and dyed for 1 hour. did. Washing, soaping, washing and drying were carried out to obtain blue dyeings having excellent fastnesses and good build-up properties.
実施例３ 実施例１で用いた、構造式（ｉ）で示される反応染料
100部と実施例１で用いた、構造式（ii）で示されるホ
ルマザン反応染料５部とを配合して染料組成物を得、こ
の0.1、0.3および0.6部を、各々水200部に溶解し、芒硝
10部と木綿10部を加え、60℃に昇温し、炭酸ソーダ４部
を加えて、１時間染色した。水洗、ソーピング、水洗そ
して乾燥を行ない、それぞれ諸堅牢度に優れ、良好なビ
ルドアップ性を有する青色の染色物が得られた。Example 3 Reactive dye represented by structural formula (i) used in Example 1
100 parts and 5 parts of a formazan reactive dye represented by the structural formula (ii) used in Example 1 were blended to obtain a dye composition, and 0.1, 0.3 and 0.6 parts of each were dissolved in 200 parts of water. , Glauber's salt
10 parts of cotton and 10 parts of cotton were added, the temperature was raised to 60 ° C., 4 parts of sodium carbonate was added, and dyed for 1 hour. Washing, soaping, washing and drying were carried out to obtain blue dyeings having excellent fastnesses and good build-up properties.
実施例４ 遊離酸の形で下記構造式（iii） で示されるホルマザン反応染料100部と遊離酸の形で下
記構造式（iv） で示されるホルマザン反応染料５部とを配合して染料組
成物を得、この0.1、0.3および0.6部を、各々水200部に
溶解し、芒硝10部と木綿10部を加え、60℃に昇温し、炭
酸ソーダ４部を加えて、１時間染色した。水洗、ソーピ
ング、水洗そして乾燥を行ない、それぞれ諸堅牢度に優
れ、良好なビルドアップ性を有する青色の染色物が得ら
れた。Example 4 In the form of the free acid, the following structural formula (iii) In the form of a free acid with 100 parts of a formazan reactive dye represented by the following structural formula (iv) And 5 parts of a formazan reactive dye represented by the formula are blended to obtain a dye composition. 0.1, 0.3 and 0.6 parts of each are dissolved in 200 parts of water, 10 parts of sodium sulfate and 10 parts of cotton are added, and the mixture is heated to 60 ° C. After warming, 4 parts of sodium carbonate was added and dyed for 1 hour. Washing, soaping, washing and drying were carried out to obtain blue dyeings having excellent fastnesses and good build-up properties.
実施例５ 遊離酸の形で上記構造式（iii）で示されるホルマザ
ン反応染料100部と遊離酸の形で上記構造式（iv）で示
されるホルマザン反応染料20部とを配合して染料組成物
を得、この0.1、0.3および0.6部を、各々水200部に溶解
し、芒硝10部と木綿10部を加え、60℃に昇温し、炭酸ソ
ーダ４部を加えて、１時間染色した。水洗、ソーピン
グ、水洗そして乾燥を行ない、それぞれ諸堅牢度に優
れ、良好なビルドアップ性を有する青色の染色物が得ら
れた。Example 5 A dye composition prepared by mixing 100 parts of a formazan reactive dye represented by the above structural formula (iii) in the form of free acid and 20 parts of a formazan reactive dye represented by the above structural formula (iv) in the form of free acid 0.1, 0.3 and 0.6 parts were dissolved in 200 parts of water, 10 parts of sodium sulfate and 10 parts of cotton were added, the temperature was raised to 60 ° C., 4 parts of sodium carbonate was added, and dyed for 1 hour. Washing, soaping, washing and drying were carried out to obtain blue dyeings having excellent fastnesses and good build-up properties.
実施例６ 実施例１で得られた反応染料組成物を用いて、以下の
組成を持つ、色糊を作った 反応染料組成物 ５部 尿素 ５部 アルギン酸ソーダ（５％）元糊 50部 熱湯 25部 重曹 ２部 バランス 13部 この色糊をシルケット加工綿ブロード上に印捺し、中
間乾燥後、100℃で５分間スチーミングを行い、湯洗
い、ソーピング、湯洗いそして乾燥した。得られた捺染
物は、諸堅牢度に優れ、良好なビルドアップ性を有して
いた。Example 6 A color paste was prepared using the reactive dye composition obtained in Example 1 and having the following composition. 5 parts of a reactive dye composition 5 parts of urea 5 parts of sodium alginate (5%) base paste 50 parts of hot water 25 Part Baking soda 2 parts Balance 13 parts This color paste was printed on mercerized cotton broad, and after intermediate drying, steamed at 100 ° C for 5 minutes, washed with hot water, soaped, washed with hot water and dried. The obtained printed matter was excellent in various fastnesses and had good build-up properties.
Claims (2)
CH＝CH2又は−CH2CH2Z1を表わし、Z1はアルカリの作用
で脱離する基を表わす。） で示される反応染料と、該染料に対して１〜50重量％
の、遊離酸の形で下記一般式 （式中、Ｒ及びＺは前記の意味を表わす。） で示される反応染料を含有することを特徴とする反応染
料組成物。(1) The following general formula in the form of a free acid: (Wherein, R represents a methyl group or an ethyl group, and Z represents-
CH = CH 2 or —CH 2 CH 2 Z 1 , wherein Z 1 represents a group which is eliminated by the action of an alkali. ) And 1 to 50% by weight based on the dye.
In the form of the free acid (Wherein, R and Z have the same meanings as described above).
特徴とする繊維材料の染色または捺染方法。2. A method for dyeing or printing a fiber material, comprising using the reactive dye composition of claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2305800A JP2917501B2 (en) | 1990-11-08 | 1990-11-08 | Reactive dye composition and method for dyeing or printing fiber material using the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2305800A JP2917501B2 (en) | 1990-11-08 | 1990-11-08 | Reactive dye composition and method for dyeing or printing fiber material using the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04175378A JPH04175378A (en) | 1992-06-23 |
| JP2917501B2 true JP2917501B2 (en) | 1999-07-12 |
Family
ID=17949516
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2305800A Expired - Lifetime JP2917501B2 (en) | 1990-11-08 | 1990-11-08 | Reactive dye composition and method for dyeing or printing fiber material using the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2917501B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102485802B (en) * | 2010-12-03 | 2014-01-01 | 上海雅运纺织化工股份有限公司 | Navy blue reactive dye composition and its application in fiber dyeing |
-
1990
- 1990-11-08 JP JP2305800A patent/JP2917501B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH04175378A (en) | 1992-06-23 |
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