JP2606597B2 - Liquid aqueous composition of reactive dye - Google Patents
Liquid aqueous composition of reactive dyeInfo
- Publication number
- JP2606597B2 JP2606597B2 JP6209776A JP20977694A JP2606597B2 JP 2606597 B2 JP2606597 B2 JP 2606597B2 JP 6209776 A JP6209776 A JP 6209776A JP 20977694 A JP20977694 A JP 20977694A JP 2606597 B2 JP2606597 B2 JP 2606597B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- weight
- dye
- parts
- liquid aqueous
- 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.)
- Expired - Fee Related
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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or reactive dyes
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
【０００１】[0001]
【産業上の利用分野】本発明は反応染料を含有する保存
安定性に優れた液状水性組成物およびそれを用いる染色
と捺染法に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a liquid aqueous composition containing a reactive dye and having excellent storage stability, and to a dyeing and printing method using the same.
【０００２】[0002]
【従来の技術及び発明が解決しようとする課題】反応染
料を用いて工業的に染色又は捺染する場合、通常水溶媒
系で行なわれており普通市販されている粉末状又は顆粒
状の染料では、一旦熱湯により溶解し、染色又は捺染に
供されている。一方、近年染色工場では自動化及びＦＭ
Ｓ化の動きが盛んであり、染料自動秤量システムに対応
できる染料形態の要求が増大している。液状水性染料組
成物は取扱い時に粉塵飛散による作業環境の汚染問題も
なく、溶解プロセスが不要で省力化、省エネルギー化に
寄与するのみならず液状である特性を生かし、自動秤量
システムにも対応が容易に可能であり、現在ではより好
ましい染料の商品形態として注目され、液状水性染料組
成物の工業化への要求が増大している。しかるに反応染
料の液状水性組成物は、常温条件下では比較的安定であ
るが、通常工業的な製品は製造、保管、運搬、貯蔵等の
取扱いに際し、０℃以下の低温あるいは４０℃以上の高
温条件下に置かれることがあり、低温又は高温下での保
存安定性が問題となってくる。特に高温条件下では反応
染料が加水分解を起こし形状が変化したり、その組成内
容が化学的あるいは物理的に変化することは公知であ
り、したがって高温条件下長期に保存後、公知の種々の
方法で染色又は捺染を行なった場合、本来得られるべき
染色物と異なった染色物となり、トラブル発生の原因と
なる。2. Description of the Related Art In the case of industrial dyeing or printing using a reactive dye, a powdery or granular dye which is usually carried out in an aqueous solvent system and which is commercially available usually comprises: Once dissolved in hot water, it is subjected to dyeing or printing. On the other hand, in recent years, dyeing factories have
The trend toward S-type is active, and the demand for a dye form compatible with an automatic dye weighing system is increasing. The liquid water-based dye composition has no problem of contamination of the working environment due to dust scattering at the time of handling, does not require a dissolving process, contributes to labor and energy savings, and makes use of the property of being liquid, making it easy to respond to automatic weighing systems. At present, attention has been paid to a more preferable product form of the dye, and the demand for industrialization of the liquid aqueous dye composition is increasing. However, the liquid aqueous composition of the reactive dye is relatively stable under normal temperature conditions. However, industrial products are usually manufactured, stored, transported, and stored at a low temperature of 0 ° C or lower or a high temperature of 40 ° C or higher. In some cases, storage stability at low or high temperatures becomes a problem. In particular, it is known that the reactive dye undergoes hydrolysis and changes its shape under high-temperature conditions, and its composition changes chemically or physically. When dyeing or printing is carried out with, the dyed product is different from the dyed product to be originally obtained, which causes trouble.
【０００３】[0003]
【課題を解決するための手段】本発明者らは、特に高温
保存安定性に問題のある反応染料の液状水性組成物につ
いて鋭意検討の結果、高温保存安定性に優れる反応染料
の液状水性組成物を発明するに至った。即ち、本発明は
一般式（Ｉ）Means for Solving the Problems The present inventors have conducted intensive studies on a liquid aqueous composition of a reactive dye having a problem in storage stability at high temperatures, and as a result, have found that a liquid aqueous composition of a reactive dye excellent in storage stability at high temperatures is obtained. Invented. That is, the present invention provides a compound represented by the general formula (I)
【０００４】[0004]
【化２】 Embedded image
【０００５】（式中、Ｄはスルホン酸基を有する有機染
料の残基、Ｒ１、Ｒ２はそれぞれ独立に、水素原子、又
はヒドロキシ基、シアノ基、アルコキシ基、ハロゲン
基、カルボキシ基、カルバモイル基、アルコキシカルボ
ニル基、アルキルカルボニルオキシ基、スルホ基若しく
はスルファモイル基で置換されてもよいＣ１〜Ｃ４の低
級アルキル基、Ａはメチル基、エチル基、メトキシ基、
エトキシ基、塩素原子、臭素原子及びスルホ基の群から
選ばれる、１〜２個の置換基により置換されていても良
いフェニレン基、又はスルホ基１個で置換されていても
良いナフチレン基、Ｘはハロゲン原子、Ｙは基−ＳＯ２
ＣＨ＝ＣＨ２又は基−ＳＯ２ ＣＨ２ ＣＨ２ Ｚを
表わし、ここにＺは、アルカリで脱離する基を表わ
す。）で表わされる染料の少なくとも１種を５〜５０重
量％およびｐＨ緩衝剤を０〜２重量％含有してなる液状
水性組成物にして、該水性組成物のｐＨが５．５〜７で
あることを特徴とする反応染料の液状水性組成物を提供
する。[0005] (wherein, D represents residues of organic dye having a sulfonic acid group, the R 1, R 2 are each independently a hydrogen atom, or a hydroxy group, a cyano group, an alkoxy group, a halogen group, a carboxy group, a carbamoyl group, an alkoxycarbonyl group, an alkylcarbonyloxy group, a sulfo group Moshiku
Is a C 1 -C 4 lower alkyl group which may be substituted with a sulfamoyl group, A is a methyl group, an ethyl group, a methoxy group,
Ethoxy group, a chlorine atom, from the group of bromine and sulfo group
Chosen, one to two substituents phenylene group which may be substituted by a group, or a sulfo group one may be substituted with a naphthylene group, X is a halogen atom, Y is a group -SO 2
CH ＝ CH 2 or a group —SO 2 CH 2 CH 2 Z, wherein Z represents a group capable of leaving with an alkali. A) a liquid aqueous composition containing 5 to 50% by weight of at least one dye represented by formula (1) and 0 to 2% by weight of a pH buffer, and the pH of the aqueous composition is 5.5 to 7. A liquid aqueous composition of a reactive dye is provided.
【０００６】本発明に於いて、一般式（Ｉ）で表わされ
る化合物について、スルホン酸基を有する有機染料の残
基Ｄとしては、モノアゾ、ジスアゾなどのポリアゾ染
料、金属錯塩モノアゾ染料又はジスアゾ染料、金属ホル
マザン、アントラキノン、金属フタロシアニン、スチル
ベン、オキサジン、ジオキサジン、トリフェニルメタ
ン、フェナジン、キサンテン、チオキサンテン、ナフト
キノン、ピレンキノン、ペリレンテトラカルボイミド、
ニトロ又はアゾメチンなどである。尚、金属錯塩、金属
ホルマザン及び金属フタロシアニン系染料の中心原子と
しては、Ｃｕ、Ｃｒ、Ｃｏ、Ｎｉ、Ｆｅなどを挙げるこ
とができる。In the present invention, regarding the compound represented by the general formula (I), as the residue D of the organic dye having a sulfonic acid group, a polyazo dye such as monoazo or disazo, a metal complex salt monoazo dye or disazo dye, Metal formazan, anthraquinone, metal phthalocyanine, stilbene, oxazine, dioxazine, triphenylmethane, phenazine, xanthene, thioxanthene, naphthoquinone, pyrenequinone, perylenetetracarbimide,
Nitro or azomethine. The central atom of the metal complex salt, metal formazan, and metal phthalocyanine dye may be Cu, Cr, Co, Ni, Fe, or the like.
【０００７】Ｒ１ 、Ｒ２ はそれぞれ独立に、水素原子又
は置換されてもよい１〜４個の炭素原子を有する低級ア
ルキル基を表わし、その置換基としては、ヒドロキシ
基、シアノ基、アルコキシ基、ハロゲン基、カルボキシ
基、カルバモイル基、アルコキシカルボニル基、アルキ
ルカルボニルオキシ基、スルホ基、スルファモイル基等
が挙げられる。特に好ましいＲ１、Ｒ２としては、たと
えば、水素原子、メチル基、エチル基、ｎ−プロピル
基、ｉｓｏ−プロピル基、ｎ−ブチル基、ｉｓｏ−ブチ
ル基、ｓｅｃ−ブチル基、２−ヒドロキシエチル基、２
−ヒドロキシプロピル基、３−ヒドロキシプロピル基、
２−ヒドロキシブチル基、３−ヒドロキシブチル基、４
−ヒドロキシブチル基、２，３−ジヒドロキシプロピル
基、３，４−ジヒドロキシブチル基、シアノメチル基、
２−シアノエチル基、３−シアノプロピル基、メトキシ
メチル基、エトキシメチル基、２−メトキシエチル基、
２−エトキシエチル基、３−メトキシプロピル基、３−
エトキシブロピル基、２−ヒドロキシ−３−メトキシプ
ロピル基、クロロメチル基、ブロモメチル基、２−クロ
ロエチル基、２−ブロモエチル基、３−クロロブロピル
基、３−ブロモプロピル基、４−クロロブチル基、４−
ブロモブチル基、カルボキシメチル基、２−カルボキシ
エチル基、３−カルボキシプロピル基、４−カルボキシ
ブチル基、１，２−ジカルボキシエチル基、カルバモイ
ルメチル基、２−カルバモイルエチル基、３−カルバモ
イルプロピル基、４−カルバモイルブチル基、メトキシ
カルボニルメチル基、エトキシカルボニルメチル基、２
−メトキシカルボニルエチル基、２−エトキシカルボニ
ルエチル基、３−メトキシカルボニルプロピル基、３−
エトキシカルボニルプロピル基、４−メトキシカルボニ
ルブチル基、４−エトキシカルボニルブチル基、メチル
カルボニルオキシメチル基、エチルカルボニルオキシメ
チル基、２−メチルカルボニルオキシエチル基、２−エ
チルカルボニルオキシエチル基、３−メチルカルボニル
オキシプロピル基、３−エチルカルボニルオキシプロピ
ル基、４−メチルカルボニルオキシブチル基、４−エチ
ルカルボニルオキシブチル基、スルホメチル基、２−ス
ルホエチル基、３−スルホプロピル基、４−スルホブチ
ル基、スルファモイルメチル基、２−スルファモイルエ
チル基、３−スルファモイルプロピル基、４−スルファ
モイルブチル基等をあげることができる。Ａは、好まし
くはメチル基、エチル基、メトキシ基、エトキシ基、塩
素原子、臭素原子及びスルホ基の群から選ばれる、１〜
２個の置換基等により置換されていてもよいフェニレン
基、又はスルホ基１個で置換されていてもよいナフチレ
ン基であり、たとえばR 1 and R 2 each independently represent a hydrogen atom or
Is a lower alkyl having 1 to 4 carbon atoms which may be substituted.
Represents a alkyl group, and the substituent includes a hydroxy group, a cyano group, an alkoxy group, a halogen group, a carboxy group, a carbamoyl group, an alkoxycarbonyl group, an alkylcarbonyloxy group, a sulfo group, a sulfamoyl group, and the like.
Is mentioned . Particularly preferred R 1 and R 2 include, for example, hydrogen atom , methyl group, ethyl group, n-propyl group, iso-propyl group, n-butyl group, iso-butyl group, sec-butyl group, 2-hydroxyethyl Group, 2
-Hydroxypropyl group, 3-hydroxypropyl group,
2-hydroxybutyl group, 3-hydroxybutyl group, 4
-Hydroxybutyl group, 2,3-dihydroxypropyl group, 3,4-dihydroxybutyl group, cyanomethyl group,
2-cyanoethyl group, 3-cyanopropyl group, methoxymethyl group, ethoxymethyl group, 2-methoxyethyl group,
2-ethoxyethyl group, 3-methoxypropyl group, 3-
Ethoxypropyl group, 2-hydroxy-3-methoxypropyl group, chloromethyl group, bromomethyl group, 2-chloroethyl group, 2-bromoethyl group, 3-chloropropyl group, 3-bromopropyl group, 4-chlorobutyl group, 4-
Bromobutyl, carboxymethyl, 2-carboxyethyl, 3-carboxypropyl, 4-carboxybutyl, 1,2-dicarboxyethyl, carbamoylmethyl, 2-carbamoylethyl, 3-carbamoylpropyl, 4-carbamoylbutyl group, methoxycarbonylmethyl group, ethoxycarbonylmethyl group, 2
-Methoxycarbonylethyl group, 2-ethoxycarbonylethyl group, 3-methoxycarbonylpropyl group, 3-
Ethoxycarbonylpropyl group, 4-methoxycarbonylbutyl group, 4-ethoxycarbonylbutyl group, methylcarbonyloxymethyl group, ethylcarbonyloxymethyl group, 2-methylcarbonyloxyethyl group, 2-ethylcarbonyloxyethyl group, 3-methyl Carbonyloxypropyl, 3-ethylcarbonyloxypropyl, 4-methylcarbonyloxybutyl, 4-ethylcarbonyloxybutyl, sulfomethyl, 2-sulfoethyl, 3-sulfopropyl, 4-sulfobutyl, sulfa Examples include a moylmethyl group, a 2-sulfamoylethyl group, a 3-sulfamoylpropyl group, and a 4-sulfamoylbutyl group. A is preferably selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a chlorine atom , a bromine atom and a sulfo group ;
A phenylene group which may be substituted by two substituents or the like , or a naphthylene group which may be substituted by one sulfo group;
【０００８】[0008]
【化３】 Embedded image
【０００９】 （式中、星印で示した結合は、−Ｎ−基に通じている結
合を意味する。）等をあげることができる。Ｘは、塩素
原子、フッ素原子などのハロゲン原子であり、そして、
Ｙは基−ＳＯ２ ＣＨ＝ＣＨ２又は基−ＳＯ２ ＣＨ２
ＣＨ２Ｚを表わし、ここにＺはアルカリで脱離する基
であり、たとえば、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、ハロゲン原子
等がこれに該当する。[0009] (In the formula, the bond indicated by an asterisk means a bond leading to the -N- group.). X is chlorine
Atom , halogen atom such as fluorine atom , and
Y represents a group —SO 2 CH ＝ CH 2 or a group —SO 2 CH 2
Represents CH 2 Z, wherein Z is a group capable of leaving with an alkali, such as a sulfate ester group, a thiosulfate ester group, a phosphate ester group, an acetate ester group, and a halogen atom.
【００１０】本発明組成物に含有する染料は、一般式
（II)The dye contained in the composition of the present invention has the general formula (II)
【００１１】[0011]
【化４】 Embedded image
【００１２】（式中、Ｄ、Ｒ1 は前記の意味を有す
る。）で示されるスルホン酸基を有する化合物と一般式
(III)(Wherein D and R 1 have the same meanings as above) and a compound having a sulfonic acid group and a general formula
(III)
【００１３】[0013]
【化５】 Embedded image
【００１４】（式中、Ｘは前記の意味を有する。）で示
されるトリハロゲノトリアジンを縮合させ、次に一般式
(IV)(Wherein X has the same meaning as described above),
(IV)
【００１５】[0015]
【化６】 Embedded image
【００１６】（式中、Ｒ2 、Ａ及びＹは前記の意味を有
する。）で示される化合物を縮合させるか、又は一般式
(III) と一般式(IV)で示される化合物を縮合させた後に
一般式(II)を縮合させることにより製造することができ
る。(Wherein R 2 , A and Y have the same meanings as described above), or
It can be produced by condensing (III) with the compound represented by the general formula (IV) and then condensing the general formula (II).
【００１７】本発明の染料は合成段階で得られた反応液
を直接使用するか、あるいは水の量が規定より多い時は
適当な染料含量になるまで濃縮 (例えば真空下に水の一
部を留去する) するか、その染料溶液の一部を乾燥して
得られた粉末染料を残りの染料溶液に添加するなどして
濃度を調製して得られた染料水溶液を使用する。なお、
合成段階で得られた染料溶液中に芒硝等無機塩が多量に
存在する時は、染料溶液を冷却し（５℃〜−５℃）、次
いで濾過して予め除去しておくことが望ましい。The dye of the present invention is used directly in the reaction solution obtained in the synthesis step, or when the amount of water is larger than the specified amount, it is concentrated to an appropriate dye content (for example, a part of water is removed under vacuum. Or by diluting a portion of the dye solution or adding a powdery dye obtained by adding a powder dye to the remaining dye solution to adjust the concentration. In addition,
When a large amount of an inorganic salt such as sodium sulfate is present in the dye solution obtained in the synthesis step, it is desirable to cool the dye solution (5 ° C. to −5 ° C.) and then remove it by filtration.
【００１８】また、本発明に用いられるｐＨ緩衝剤とし
ては、一般式（Ｉ）で示される反応染料と化学的反応を
おこすことのない緩衝剤であればすべて適用できる。例
えば、酢酸ナトリウム又はカリウム、シュウ酸ナトリウ
ム又はカリウム、硼酸ナトリウム、各種燐酸のナトリウ
ム塩又はカリウム塩、あるいはそれらの混合物が使用で
きる。As the pH buffer used in the present invention, any buffer can be used as long as it does not cause a chemical reaction with the reactive dye represented by formula (I). For example, sodium or potassium acetate, sodium or potassium oxalate, sodium borate, sodium or potassium salts of various phosphoric acids, or a mixture thereof can be used.
【００１９】本発明の液状水性組成物はさらに、その他
の添加物として一般式（Ｉ）で示される反応染料に対し
て不活性である界面活性剤、染色助剤、可溶化剤、消泡
剤、凍結防止剤、防腐剤等を含んでもよい。このように
して製造された一般式（Ｉ）で示される反応染料の液状
水性組成物が、長期の間、例えば室温において６ヵ月間
あるいは、４０℃において４週間保存しても調製当初の
液状を保ち、さらに、そのものを染色あるいは捺染に供
した場合、調製当初と何ら変らない染色力と色相を持つ
染色物や捺染物を与えることは驚くべきことである。本
発明の液状水性組成物は、天然又は再生のセルロース、
あるいは羊毛、絹、合成ポリアミドなどの繊維材料を常
法に従って染色又は捺染するのに有用である。The liquid aqueous composition of the present invention may further contain, as other additives, a surfactant, a dyeing aid, a solubilizing agent, and a defoaming agent which are inert to the reactive dye represented by the formula (I). , An antifreezing agent, a preservative and the like. Even if the liquid aqueous composition of the reactive dye represented by the general formula (I) thus produced is stored for a long period of time, for example, at room temperature for 6 months or at 40 ° C. for 4 weeks, the liquid liquid composition at the initial stage of preparation can be obtained. It is surprising that when the composition is kept and further subjected to dyeing or printing, a dyed product or printed product having a dyeing power and a hue that is no different from the initial preparation is obtained. Liquid aqueous composition of the present invention, natural or regenerated cellulose,
Alternatively, it is useful for dyeing or printing a fiber material such as wool, silk, or synthetic polyamide according to a conventional method.
【実施例】以下、実施例により本発明をより詳細に説明
するが、本発明はこれらの実施例に限定されるものでは
ない。The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples.
【００２０】実施例１ 式（１）で示される染料22.2重量％を含む澄明な水性反
応液９００重量部に、酢酸ナトリウムの３水塩１５重量
部を加え、水で全体を1000重量部としたｐＨ5.５の液状
水性染料組成物を調製した。この液状水性染料組成物の
１０重量部を用いて、公知の常法により染浴、パジング
浴又は捺染ペーストを調製し、これを用いて木綿を染色
あるいは捺染したところ、染料含量８０重量％の粉末染
料組成物2.５重量部を用いて同一濃度の染浴、パジング
浴又は捺染ペーストを調製し、同一条件で染色あるいは
捺染したもの、それぞれ全く同等の濃度と色相を有する
赤色の染色物あるいは捺染物を得た。また、この液状水
性染料組成物を６０℃で２週間、密閉保存した場合も、
液状が変化することなく得られ、さらにこの保存染料液
の１０重量部を用いて、上述と同じ方法で得た染色物あ
るいは捺染物は、色の濃さ、色相において全く変化は認
められなかった。Example 1 To 900 parts by weight of a clear aqueous reaction solution containing 22.2% by weight of the dye represented by the formula (1), 15 parts by weight of sodium acetate trihydrate was added, and the whole was made up to 1000 parts by weight with water. A liquid aqueous dye composition having a pH of 5.5 was prepared. Using 10 parts by weight of this liquid aqueous dye composition, a dyeing bath, padding bath or printing paste was prepared by a well-known conventional method, and cotton was dyed or printed using the paste. A powder having a dye content of 80% by weight was obtained. A dyeing bath, padding bath or printing paste of the same concentration is prepared using 2.5 parts by weight of the dye composition, dyed or printed under the same conditions, and a red dyed material or printed having the same density and hue, respectively. I got something. Also, when the liquid aqueous dye composition is stored tightly at 60 ° C. for 2 weeks,
The liquid was obtained without change, and the dyed product or the printed product obtained by the same method as described above using 10 parts by weight of this preservative dye solution showed no change in color density or hue. .
【００２１】実施例２ 式（２）で示される染料17.8重量％を含む澄明な水性反
応液９００重量部に、酢酸ナトリウムの３水塩５重量部
を加え、水で全体を1000重量部としたｐＨ5.７の液状水
性染料組成物を調製した。この液状水性染料組成物の１
０重量部を用いて、公知の常法により染浴、パジング浴
又は捺染ペーストを調製し、これを用いて木綿を染色あ
るいは捺染したところ、染料含量８０重量％の粉末染料
組成物２重量部を用いて同一濃度の染浴、パジング浴又
は捺染ペーストを調製し、同一条件で染色あるいは捺染
したものと、それぞれ全く同等の濃度と色相を有する黄
色の染色物あるいは捺染物を得た。また、この液状水性
染料組成物を５０℃で４週間、密閉保存した場合も、液
状が変化することなく得られ、さらにこの保存染料液の
１０重量部を用いて、上述と同じ方法で得た染色物ある
いは捺染物は、色の濃さ、色相において全く変化は認め
られなかった。Example 2 To 900 parts by weight of a clear aqueous reaction solution containing 17.8% by weight of the dye represented by the formula (2), 5 parts by weight of sodium acetate trihydrate was added, and the whole was made up to 1000 parts by weight with water. A pH 5.7 liquid aqueous dye composition was prepared. 1 of this liquid aqueous dye composition
A dyeing bath, a padding bath or a printing paste was prepared by a known method using 0 parts by weight, and cotton was dyed or printed with the dyeing bath, and 2 parts by weight of a powder dye composition having a dye content of 80% by weight was obtained. A dyeing bath, padding bath or printing paste having the same concentration was prepared by using the same and dyed or printed under the same conditions to obtain a yellow dyed product or printed material having exactly the same density and hue, respectively. In addition, when the liquid aqueous dye composition was sealed and stored at 50 ° C. for 4 weeks, the liquid was obtained without any change in the liquid state. Further, using 10 parts by weight of the stored dye liquid, the liquid aqueous dye composition was obtained in the same manner as described above. No change was observed in the color strength or hue of the dyed or printed material.
【００２２】実施例３ 式（３）で示される染料16.7重量％を含む澄明な水性反
応液９００重量部に、酢酸ナトリウムの３水塩１０重量
部を加え、水で全体を1000重量部としたｐＨ6.１の液状
水性染料組成物を調製した。この液状水性染料組成物の
１５重量部を用いて、公知の常法により染浴、パジング
浴又は捺染ペーストを調製し、これを用いて木綿を染色
あるいは捺染したところ、染料含量７５重量％の粉末染
料組成物３重量部を用いて同一濃度の染浴、パジング浴
又は捺染ペーストを調製し、同一条件で染色あるいは捺
染したものと、それぞれ全く同等の濃度と色相を有する
緋色の染色物あるいは捺染物を得た。また、この液状水
性染料組成物を６０℃で２週間、密閉保存した場合も、
液状が変化することなく得られ、さらにこの保存染料液
の１５重量部を用いて、上述と同じ方法で得た染色物あ
るいは捺染物は、色の濃さ、色相において全く変化は認
められなかった。EXAMPLE 3 To 900 parts by weight of a clear aqueous reaction solution containing 16.7% by weight of the dye represented by the formula (3), 10 parts by weight of sodium acetate trihydrate was added, and the whole was made up to 1000 parts by weight with water. A pH 6.1 liquid aqueous dye composition was prepared. Using 15 parts by weight of this liquid aqueous dye composition, a dyeing bath, padding bath or printing paste was prepared by a well-known conventional method, and cotton was dyed or printed using the paste. A powder having a dye content of 75% by weight was obtained. A dyeing bath, padding bath or printing paste of the same concentration is prepared using 3 parts by weight of the dye composition and dyed or printed under the same conditions, and a scarlet dyed or printed material having exactly the same concentration and hue respectively. I got Also, when the liquid aqueous dye composition is stored tightly at 60 ° C. for 2 weeks,
The liquid was obtained without any change, and the dyed product or the printed product obtained by the same method as described above using 15 parts by weight of this preservative dye solution showed no change in color density or hue. .
【００２３】実施例４ 式（４）で示される染料22.2重量％を含む澄明な水性反
応液９００重量部に、酢酸ナトリウムの３水塩１０重量
部を加え、水で全体を1000重量部としたｐＨ5.６の液状
水性染料組成物を調製した。この液状水性染料組成物の
２０重量部を用いて、公知の常法により染浴、パジング
浴又は捺染ペーストを調製し、これを用いて木綿を染色
あるいは捺染したところ、染料含量８０重量％の粉末染
料組成物５重量部を用いて同一濃度の染浴、パジング浴
又は捺染ペーストを調製し、同一条件で染色あるいは捺
染したものと、それぞれ全く同等の濃度と色相を有する
紺色の染色物あるいは捺染物を得た。また、この液状水
性染料組成物を６０℃で２週間、密閉保存した場合も、
液状が変化することなく得られ、さらにこの保存染料液
の２０重量部を用いて、上述と同じ方法で得た染色物あ
るいは捺染物は、色の濃さ、色相において全く変化は認
められなかった。Example 4 To 900 parts by weight of a clear aqueous reaction solution containing 22.2% by weight of the dye represented by the formula (4), 10 parts by weight of sodium acetate trihydrate was added, and the whole was made up to 1000 parts by weight with water. A liquid aqueous dye composition having a pH of 5.6 was prepared. Using 20 parts by weight of this liquid aqueous dye composition, a dyeing bath, padding bath or printing paste was prepared by a well-known conventional method, and cotton was dyed or printed using the paste. A powder having a dye content of 80% by weight was obtained. A dyeing bath, padding bath or printing paste of the same concentration is prepared using 5 parts by weight of the dye composition and dyed or printed under the same conditions, and a dark blue dyed or printed material having exactly the same density and hue respectively. I got Also, when the liquid aqueous dye composition is stored tightly at 60 ° C. for 2 weeks,
The liquid was obtained without change, and the dyed product or printed product obtained by using the above-mentioned method using 20 parts by weight of this preservative dye solution showed no change in color density or hue. .
【００２４】実施例５ 式（５）で示される染料16.7重量％を含む澄明な水性反
応液９００重量部に、水を加えて全体を1000重量部とし
たｐＨ5.７の液状水性染料組成物を調製した。この液状
水性染料組成物の２０重量部を用いて、公知の常法によ
り染浴、パジング浴又は捺染ペーストを調製し、これを
用いて木綿を染色あるいは捺染したところ、染料含量７
５重量％の粉末染料組成物４重量部を用いて同一濃度の
染浴、パジング浴又は捺染ペーストを調製し、同一条件
で染色あるいは捺染したものと、それぞれ全く同等の濃
度と色相を有する青色の染色物あるいは捺染物を得た。
また、この液状水性染料組成物を４０℃で４週間、密閉
保存した場合も、液状が変化することなく得られ、さら
にこの保存染料液の２０重量部を用いて、上述と同じ方
法で得た染色物あるいは捺染物は、色の濃さ、色相にお
いて全く変化は認められなかった。Example 5 A liquid aqueous dye composition having a pH of 5.7 was prepared by adding water to 900 parts by weight of a clear aqueous reaction solution containing 16.7% by weight of the dye represented by the formula (5) and adding 1,000 parts by weight. Prepared. Using 20 parts by weight of this liquid aqueous dye composition, a dyeing bath, padding bath or printing paste was prepared by a well-known conventional method, and cotton was dyed or printed with the dyeing bath.
A dye bath, padding bath or printing paste of the same concentration was prepared using 4 parts by weight of the powder dye composition of 5% by weight, and dyed or printed under the same conditions. A dyed or printed product was obtained.
Also, when this liquid aqueous dye composition was sealed and stored at 40 ° C. for 4 weeks, it was obtained without any change in the liquid state. Further, using 20 parts by weight of this stored dye liquid, it was obtained in the same manner as described above. No change was observed in the color strength or hue of the dyed or printed material.
【００２５】実施例６ 式（６）で示される染料16.7重量％を含む澄明な水性反
応液９００重量部に、燐酸２水素カリウムと燐酸水素２
ナトリウムの１２水塩１：２４からなる緩衝剤１０重量
部を加え、水で全体を1000重量部としたｐＨ5.８の液状
水性染料組成物を調製した。この液状水性染料組成物の
２０重量部を用いて、公知の常法により染浴、パジング
浴又は捺染ペーストを調製し、これを用いて木綿を染色
あるいは捺染したところ、染料含量７５重量％の粉末染
料組成物４重量部を用いて同一濃度の染浴、パジング浴
又は捺染ペーストを調製し、同一条件で染色あるいは捺
染したものと、それぞれ全く同等の濃度と色相を有する
青色の染色物あるいは捺染物を得た。また、この液状水
性染料組成物を４０℃で４週間、密閉保存した場合も、
液状が変化することなく得られ、さらにこの保存染料液
の２０重量部を用いて、上述と同じ方法で得た染色物あ
るいは捺染物は、色の濃さ、色相において全く変化は認
められなかった。Example 6 To 900 parts by weight of a clear aqueous reaction solution containing 16.7% by weight of the dye represented by the formula (6) was added potassium dihydrogen phosphate and hydrogen hydrogen phosphate
A liquid aqueous dye composition having a pH of 5.8 was prepared by adding 10 parts by weight of a buffer consisting of 1:24 sodium dodecahydrate and making the whole 1000 parts by weight with water. Using 20 parts by weight of this liquid aqueous dye composition, a dyeing bath, padding bath or printing paste was prepared by a well-known conventional method, and cotton was dyed or printed using the paste. A powder having a dye content of 75% by weight was obtained. A dyeing bath, padding bath or printing paste having the same concentration is prepared using 4 parts by weight of the dye composition, and dyed or printed under the same conditions, and a blue dyed or printed material having exactly the same density and hue respectively. I got Also, when this liquid aqueous dye composition is stored tightly at 40 ° C. for 4 weeks,
The liquid was obtained without change, and the dyed product or printed product obtained by using the above-mentioned method using 20 parts by weight of this preservative dye solution showed no change in color density or hue. .
【００２６】実施例７ 式（７）で示される染料16.7重量％を含む澄明な水性反
応液９００重量部に、酢酸ナトリウムの３水塩８重量部
を加え、水で全体を1000重量部としたｐＨ6.１の液状水
性染料組成物を調製した。この液状水性染料組成物の１
５重量部を用いて、公知の常法により染浴、パジング浴
又は捺染ペーストを調製し、これを用いて木綿を染色あ
るいは捺染したところ、染料含量７５重量％の粉末染料
組成物３重量部を用いて同一濃度の染浴、パジング浴又
は捺染ペーストを調製し、同一条件で染色あるいは捺染
したものと、それぞれ全く同等の濃度と色相を有する黄
色の染色物あるいは捺染物を得た。また、この液状水性
染料組成物を５０℃で４週間、密閉保存した場合も、液
状が変化することなく得られ、さらにこの保存染料液の
１５重量部を用いて、上述と同じ方法で得た染色物ある
いは捺染物は、色の濃さ、色相において全く変化は認め
られなかった。Example 7 To 900 parts by weight of a clear aqueous reaction solution containing 16.7% by weight of the dye represented by the formula (7), 8 parts by weight of sodium trihydrate was added, and the whole was made up to 1000 parts by weight with water. A pH 6.1 liquid aqueous dye composition was prepared. 1 of this liquid aqueous dye composition
A dyeing bath, padding bath or printing paste was prepared using 5 parts by weight according to a well-known conventional method, and cotton was dyed or printed with the dyeing bath, and 3 parts by weight of a powder dye composition having a dye content of 75% by weight was obtained. A dyeing bath, padding bath or printing paste having the same concentration was prepared by using the same and dyed or printed under the same conditions to obtain a yellow dyed product or printed material having exactly the same density and hue, respectively. In addition, when the liquid aqueous dye composition was sealed and stored at 50 ° C. for 4 weeks, the liquid was obtained without any change in the liquid state. Further, using 15 parts by weight of the stored dye liquid, it was obtained in the same manner as described above. No change was observed in the color strength or hue of the dyed or printed material.
【００２７】実施例８ 式（８）で示される染料16.7重量％を含む澄明な水性反
応液９００重量部に、酢酸ナトリウムの３水塩５重量部
を加え、水で全体を1000重量部としたｐＨ5.８の液状水
性染料組成物を調製した。この液状水性染料組成物の１
５重量部を用いて、公知の常法により染浴、パジング浴
又は捺染ペーストを調製し、これを用いて木綿を染色あ
るいは捺染したところ、染料含量７５重量％の粉末染料
組成物３重量部を用いて同一濃度の染浴、パジング浴又
は捺染ペーストを調製し、同一条件で染色あるいは捺染
したものと、それぞれ全く同等の濃度と色相を有する青
色の染色物あるいは捺染物を得た。また、この液状水性
染料組成物を５０℃で４週間、密閉保存した場合も、液
状が変化することなく得られ、さらにこの保存染料液の
１５重量部を用いて、上述と同じ方法で得た染色物ある
いは捺染物は、色の濃さ、色相において全く変化は認め
られなかった。Example 8 To 900 parts by weight of a clear aqueous reaction solution containing 16.7% by weight of the dye represented by the formula (8), 5 parts by weight of sodium acetate trihydrate was added, and the whole was made up to 1000 parts by weight with water. A liquid aqueous dye composition having a pH of 5.8 was prepared. 1 of this liquid aqueous dye composition
A dyeing bath, padding bath or printing paste was prepared using 5 parts by weight according to a well-known conventional method, and cotton was dyed or printed with the dyeing bath, and 3 parts by weight of a powder dye composition having a dye content of 75% by weight was obtained. A dyeing bath, padding bath or printing paste having the same concentration was prepared by using the same, and dyed or printed under the same conditions to obtain a blue dyed product or a printed material having exactly the same density and hue, respectively. In addition, when the liquid aqueous dye composition was sealed and stored at 50 ° C. for 4 weeks, the liquid was obtained without any change in the liquid state. Further, using 15 parts by weight of the stored dye liquid, it was obtained in the same manner as described above. No change was observed in the color strength or hue of the dyed or printed material.
【００２８】[0028]
【化７】 Embedded image
【００２９】[0029]
【化８】 Embedded image
【００３０】[0030]
【化９】 Embedded image
───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 昭61−21165（ＪＰ，Ａ) 特開 昭62−18473（ＪＰ，Ａ) 欧州特許出願公開167107（ＥＰ，Ａ) ──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-61-21165 (JP, A) JP-A-62-18473 (JP, A) European Patent Application Publication 167107 (EP, A)
Claims (1)
１、Ｒ２はそれぞれ独立に、水素原子、又はヒドロキシ
基、シアノ基、アルコキシ基、ハロゲン基、カルボキシ
基、カルバモイル基、アルコキシカルボニル基、アルキ
ルカルボニルオキシ基、スルホ基若しくはスルファモイ
ル基で置換されてもよいＣ１〜Ｃ４の低級アルキル基、
Ａはメチル基、エチル基、メトキシ基、エトキシ基、塩
素原子、臭素原子及びスルホ基の群から選ばれる、１〜
２個の置換基により置換されていても良いフェニレン
基、又はスルホ基１個で置換されていても良いナフチレ
ン基、Ｘはハロゲン原子、Ｙは基−ＳＯ２ ＣＨ＝ＣＨ
２又は基−ＳＯ２ ＣＨ２ ＣＨ２ Ｚを表わし、ここ
にＺは、アルカリで脱離する基を表わす。） で表わされる染料の少なくとも１種を５〜５０重量％お
よびｐＨ緩衝剤を０〜２重量％含有してなる液状水性組
成物にして、該水性組成物のｐＨが５．５〜７であるこ
とを特徴とする反応染料の液状水性組成物。1. A compound represented by the following general formula (I): (Where D is a residue of an organic dye having a sulfonic acid group, R
1 and R 2 are each independently a hydrogen atom , a hydroxy group, a cyano group, an alkoxy group, a halogen group, a carboxy group, a carbamoyl group, an alkoxycarbonyl group, an alkylcarbonyloxy group, a sulfo group or a sulfamoyl group. A C 1 -C 4 lower alkyl group which may be substituted with
A is selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a chlorine atom , a bromine atom and a sulfo group ;
A phenylene group which may be substituted with two substituents , or a naphthylene group which may be substituted with one sulfo group, X is a halogen atom, Y is a group -SO 2 CH = CH
2 or represents the group -SO 2 CH 2 CH 2 Z, wherein the Z represents a group capable of leaving by alkali. A) a liquid aqueous composition containing 5 to 50% by weight of at least one dye represented by the formula (1) and 0 to 2% by weight of a pH buffer, wherein the pH of the aqueous composition is 5.5 to 7; A liquid aqueous composition of a reactive dye, characterized in that:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6209776A JP2606597B2 (en) | 1994-09-02 | 1994-09-02 | Liquid aqueous composition of reactive dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6209776A JP2606597B2 (en) | 1994-09-02 | 1994-09-02 | Liquid aqueous composition of reactive dye |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1732286A Division JPS62174270A (en) | 1986-01-28 | 1986-01-28 | Liquid aqueous composition of reactive dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH07150066A JPH07150066A (en) | 1995-06-13 |
| JP2606597B2 true JP2606597B2 (en) | 1997-05-07 |
Family
ID=16578425
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6209776A Expired - Fee Related JP2606597B2 (en) | 1994-09-02 | 1994-09-02 | Liquid aqueous composition of reactive dye |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2606597B2 (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3424506A1 (en) * | 1984-07-04 | 1986-01-09 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING LOW SALT, LIQUID, AQUEOUS PREPARATIONS OF FIBER REACTIVE DYES |
-
1994
- 1994-09-02 JP JP6209776A patent/JP2606597B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH07150066A (en) | 1995-06-13 |
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