JP3217009B2 - Disperse dye composition and method for dyeing hydrophobic fiber material using the same - Google Patents

Disperse dye composition and method for dyeing hydrophobic fiber material using the same

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Publication number
JP3217009B2
JP3217009B2 JP08240697A JP8240697A JP3217009B2 JP 3217009 B2 JP3217009 B2 JP 3217009B2 JP 08240697 A JP08240697 A JP 08240697A JP 8240697 A JP8240697 A JP 8240697A JP 3217009 B2 JP3217009 B2 JP 3217009B2
Authority
JP
Japan
Prior art keywords
parts
dye
dye composition
formula
dyeing
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 - Lifetime
Application number
JP08240697A
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Japanese (ja)
Other versions
JPH10251535A (en
Inventor
哲夫 井上
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 Kayaku Co Ltd
Original Assignee
Nippon Kayaku Co Ltd
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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046Mixtures of two or more azo dyes
    • C09B67/0051Mixtures of two or more azo dyes mixture of two or more monoazo dyes

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、染料組成物およびそれ
を用いる染色法に関する。更に詳しくは、特定の染料を
配合した水不溶性の分散染料組成物およびそれを用いる
疎水性繊維の染色法に関する。
The present invention relates to a dye composition and a dyeing method using the same. More specifically, the present invention relates to a water-insoluble disperse dye composition containing a specific dye and a method for dyeing hydrophobic fibers using the same.

【0002】[0002]

【従来の技術】疎水性繊維とりわけポリエステル繊維
は、その優れた繊維物性により衣料用素材として欠くこ
とのできないものとなっている。疎水性繊維を他種繊維
と混紡する事や極細繊維化することによる差別化商品の
開発も行われてきた。ポリエステル繊維を黒色に染色す
るには、一般的には分散染料による染色法が行われてい
るが、単一の染料では黒色が得られないため、複数染料
の組成物を用いる方法または配合染色による方法が行わ
れいる。しかし、現在の市場においてはその染色物の色
調に深みがあり、かつその耐光堅牢度、昇華堅牢度、洗
濯堅牢度、水堅牢度などの諸堅牢度のいずれにも欠点が
ないというような染料の組合せを見いだすことは困難な
状況にある。又、疎水性繊維とレ−ヨンなどの再生繊
維、木綿、羊毛などの天然繊維との混紡品については、
分散染料が再生繊維、天然繊維を汚染するため色調、諸
堅牢度に好ましくない影響を及ぼす点が問題になる。更
に、極細繊維により構成された疎水性繊維は新合繊と呼
ばれ、その優れた風合いが消費者に受け入れられて市場
が拡大しているが、新合繊は単位重量当りの表面積が大
きいため光が繊維表面で全反射する性質があり、これが
染色特性に与える影響が大きく、新合繊を染色するにあ
たり、色調の深みおよび諸堅牢度のいずれにおいても欠
点のない染料の組合せを得ることは一層困難になってい
る。
2. Description of the Related Art Hydrophobic fibers, especially polyester fibers, have become indispensable materials for clothing due to their excellent fiber properties. Differentiated products have also been developed by blending hydrophobic fibers with other types of fibers or by making them ultrafine fibers. In order to dye polyester fiber to black, a dyeing method using a disperse dye is generally performed.However, since a single dye cannot obtain black color, a method using a composition of a plurality of dyes or a compound dyeing method is used. The way has been done. However, in the current market, there is a deep color tone of the dyed product, and there is no defect in any of fastnesses such as light fastness, sublimation fastness, washing fastness, and water fastness. It is difficult to find a combination of. In addition, for blended products of hydrophobic fibers and recycled fibers such as rayon, cotton, and natural fibers such as wool,
The problem is that the disperse dye contaminates the regenerated fibers and natural fibers, which undesirably affects color tone and fastness. Furthermore, hydrophobic fibers composed of ultrafine fibers are called new synthetic fibers, and their excellent texture is accepted by consumers and the market is expanding, but the new synthetic fibers have a large surface area per unit weight, so light is It has the property of total reflection on the fiber surface, which greatly affects the dyeing characteristics.Dyeing the new synthetic fiber makes it more difficult to obtain a dye combination that is free from defects in both color depth and fastness. Has become.

【0003】疎水性繊維において、深みのある黒色の染
色物を得るための分散染料組成物おるいは染色方法に関
しての提案は特公平6−192588、特公平2−44
337などで見いだすことが出来る。しかし、これらに
記載の染料組成物および染色方法では、通常のポリエス
テル繊維における染色であっても、色調の深みおよび耐
光堅牢度、昇華堅牢度、洗濯堅牢度、水堅牢度などの諸
堅牢度のいずれにおいても欠点のない黒色染色物を得る
には充分ではない。更に、ポリエステル繊維とその他の
繊維との混紡品における染色おいては分散染料の再生繊
維、天然繊維への汚染性が黒色などの濃色染色物では特
に問題となる。又、極細繊維により構成された新合繊の
染色においても、色調の深みおよび諸堅牢度のいずれに
も欠点のない黒色染色物を得るための染料が求められて
いる。かくして疎水性繊維の黒色染色においては、新し
い染料あるいは染色法の開発が重要な研究課題となって
いる。
[0003] For hydrophobic fibers, proposals regarding a disperse dye composition or a dyeing method for obtaining a deep black dyed product are disclosed in JP-B-6-192588 and JP-B-2-44.
337 and so on. However, in the dye compositions and dyeing methods described therein, even in the dyeing of ordinary polyester fibers, the color depth and light fastness, sublimation fastness, washing fastness, various fastnesses such as water fastness. In any case, it is not enough to obtain a black dyeing having no defect. Further, in the dyeing of a blended product of polyester fiber and other fibers, the stainability of the disperse dye on the regenerated fiber and the natural fiber is particularly problematic in a dark-colored dyeing such as black. In dyeing a new synthetic fiber composed of ultrafine fibers, a dye for obtaining a black dyed product having no defect in both color depth and various fastnesses is required. Thus, in black dyeing of hydrophobic fibers, development of new dyes or dyeing methods has become an important research topic.

【0004】[0004]

【発明が解決しようとする課題】疎水性繊維とりわけポ
リエステル繊維又は新合繊、並びにこれらと他の繊維類
との混紡において、色調に深みがあり、且つ耐光堅牢
度、昇華堅牢度、洗濯堅牢度、水堅牢度などの諸堅牢度
において優れた黒色染色物を与える染料組成物を開発す
ることが望まれている。
In the case of hydrophobic fibers, especially polyester fibers or new synthetic fibers, and blends of these with other fibers, the color tone is deep and light fastness, sublimation fastness, washing fastness, It is desired to develop a dye composition that gives a black dyed article having excellent fastnesses such as water fastness.

【0005】[0005]

【課題を解決するための手段】本発明者は前記したよう
な課題を解決すべく鋭意研究を重ねた結果、特定の構造
を有する分散染料を含有する染料組成物を用いて疎水性
繊維とりわけポリエステル繊維の染色を行なうことによ
り前記課題が解決されることを見い出し、本発明を完成
させたものである。
The inventors of the present invention have conducted intensive studies to solve the above-mentioned problems, and as a result, have found that hydrophobic fibers, especially polyesters, can be produced by using a dye composition containing a disperse dye having a specific structure. The present inventors have found that the above-mentioned problems can be solved by dyeing fibers, and have completed the present invention.

【0006】即ち本発明は、(1)式(1)That is, the present invention provides the following equation (1).

【0007】[0007]

【化4】 Embedded image

【0008】(式(1)中、X1 は塩素原子または臭素
原子を表し、R1 、R2 はそれぞれ独立に水素原子、直
鎖アルキル基を表す。ここでアルキル基とは炭素数が1
個乃至4個のものを表すものとする。)で示される染料
および式(2)
(In the formula (1), X 1 represents a chlorine atom or a bromine atom, and R 1 and R 2 each independently represent a hydrogen atom or a linear alkyl group. Here, the alkyl group has 1 carbon atom.
And four to four. A) a dye represented by formula (2):

【0009】[0009]

【化5】 Embedded image

【0010】(式(2)中、X2 は塩素原子または臭素
原子を表し、Yはアルコキシ基を表し、R3 、R4 はそ
れぞれ独立に水素原子、直鎖アルキル基を表す。ここで
アルキル基とは炭素数が1個乃至4個のものを表すもの
とする。)で示される染料を含有する染料混合物40〜
90重量%と式(3)
(In the formula (2), X 2 represents a chlorine atom or a bromine atom, Y represents an alkoxy group, and R 3 and R 4 each independently represent a hydrogen atom or a linear alkyl group. The group means a group having 1 to 4 carbon atoms.)
90% by weight and formula (3)

【0011】[0011]

【化6】 Embedded image

【0012】で示される染料10〜60重量%を配合し
てなる分散染料組成物、(2)前記(1)に記載の分散
染料組成物を用いることを特徴とする疎水性繊維材料の
染色法に関する。
(2) A method for dyeing a hydrophobic fiber material, comprising using the disperse dye composition described in (1) above, comprising 10 to 60% by weight of the dye represented by About.

【0013】以下に、本発明を詳細に説明する。疎水性
繊維とりわけポリエステル繊維、その混紡品および極細
ポリエテル繊維などを黒色に染色するにあたり、本願発
明に従い、式(1)および式(2)に示される紺色分散
染料と式(3)で示される黄褐色分散染料をそれぞれ特
定の比で配合した染料組成物を用いることにより深みの
ある色調で、耐光堅牢度、昇華堅牢度、洗濯堅牢度、水
堅牢度、混紡品における他種繊維への汚染性のいずれに
おいても実用的に欠点のない染色物を得ることが可能で
ある。本発明の染料組成物は式(1)および式(2)に
示される染料の混合物を40〜90重量%、式(3)で
示される染料10〜60重量%を配合して調製される。
また本発明の染料組成物を調製するに当たっては本発明
の主旨を損なわない範囲で、例えば色相の調整などのた
めに前記以外の染料を配合しても構わない。
Hereinafter, the present invention will be described in detail. In dyeing hydrophobic fibers, especially polyester fibers, their blends, and ultrafine polyester fibers into black, according to the present invention, a navy blue disperse dye represented by formula (1) and formula (2) and a yellow disperse dye represented by formula (3) are used. Deep color tone, light fastness, sublimation fastness, washing fastness, water fastness, contamination of other fibers in blended products by using a dye composition containing a brown disperse dye in a specific ratio. In any of the above, it is possible to practically obtain a dyed product having no defect. The dye composition of the present invention is prepared by mixing 40 to 90% by weight of a mixture of the dyes represented by the formulas (1) and (2) and 10 to 60% by weight of the dye represented by the formula (3).
In preparing the dye composition of the present invention, a dye other than those described above may be blended, for example, for adjusting the hue, as long as the gist of the present invention is not impaired.

【0014】本発明の染料組成物を調製するに当たって
使用される式(1)、式(2)および式(3)で示され
る染料はいずれも公知であるか、または公知の方法によ
って容易に得ることができる。例えば式(1)で示され
る染料は特公昭62−6592に、式(2)で示される
染料は特公昭41−5468に、式(3)で示される染
料はドイツ特許2336717号に記載の方法でそれぞ
れの染料原末を容易に製造できる。
The dyes represented by the formulas (1), (2) and (3) used in preparing the dye composition of the present invention are all known or easily obtained by known methods. be able to. For example, the dye represented by formula (1) is described in JP-B-62-6592, the dye represented by formula (2) is described in JP-B-41-5468, and the dye represented by formula (3) is described in German Patent No. 2336717. In this way, each of the dye base powders can be easily produced.

【0015】式(1)及び式(2)で示される染料の具
体例を次に示す。
Specific examples of the dyes represented by the formulas (1) and (2) are shown below.

【0016】 式(1)で示される染料の具体例 X1 1 2 (1)−1 Cl CH3 CH3 (1)−2 Cl C2 5 2 5 (1)−3 Br C2 5 H (1)−4 Br C2 5 2 5 (1)−5 Br C3 7 3 7 Specific examples of the dye represented by the formula (1): X 1 R 1 R 2 (1) -1 Cl CH 3 CH 3 (1) -2 Cl C 2 H 5 C 2 H 5 (1) -3 Br C 2 H 5 H (1) -4 Br C 2 H 5 C 2 H 5 (1) -5 Br C 3 H 7 C 3 H 7

【0017】 式(2)で示される染料の具体例 X1 Y R3 4 (2)−1 Cl OC2 5 CH3 CH3 (2)−2 Cl OC2 5 2 5 2 5 (2)−3 Br OCH3 2 5 H (2)−4 Br OCH3 2 5 2 5 (2)−5 Br OCH3 3 7 3 7 Specific examples of the dye represented by the formula (2): X 1 Y R 3 R 4 (2) -1 Cl OC 2 H 5 CH 3 CH 3 (2) -2 Cl OC 2 H 5 C 2 H 5 C 2 H 5 (2) -3 Br OCH 3 C 2 H 5 H (2) -4 Br OCH 3 C 2 H 5 C 2 H 5 (2) -5 Br OCH 3 C 3 H 7 C 3 H 7

【0018】上記の具体例においてより好ましい染料の
例としては式(1)の化合物としては(1)−4が、又
式(2)の化合物としては(2)−4の化合物がれそれ
ぞれ挙げられる。本発明の染料組成物は前記式(1)、
式(2)および式(3)で示される染料の各原末を前記
の配合比で混合した後、微粒子化(分散化)処理を施し
て染料組成物としてもよいし、またこれらの染料原末に
ついて別々に微粒子化(分散化)処理を施した後、前記
したような割合に混合してもよい。後者にあっては染浴
に個々に微粒子化(分散化)された染料を添加し本発明
の染料組成物と同じ組成を染浴中で形成させてもよい。
なお式(1)と式(2)の染料の混合割合は重量比で通
常9:1〜1:9、より好ましくは7:3〜3:7であ
る。
In the above specific examples, examples of more preferable dyes include (1) -4 as the compound of the formula (1), and (2) -4 as the compound of the formula (2). Can be The dye composition of the present invention has the formula (1),
After mixing the respective bulk powders of the dyes represented by the formulas (2) and (3) at the above-mentioned mixing ratio, the fine powder (dispersion) treatment may be performed to obtain a dye composition. The powders may be separately subjected to a fine-graining (dispersing) treatment and then mixed in the above-described ratio. In the latter case, a dye which has been individually made fine (dispersed) may be added to the dye bath to form the same composition as the dye composition of the present invention in the dye bath.
The mixing ratio of the dyes of the formulas (1) and (2) is usually 9: 1 to 1: 9, more preferably 7: 3 to 3: 7 by weight.

【0019】式(1)、式(2)および式(3)で示さ
れる染料の原末またはそれらの混合物を微粒子化処理す
るに当たっては、一般的には染料の原末をナフタレンス
ルホン酸とアルキルベンゼンスルホン酸のホルマリン縮
合物、ナフタレンスルホン酸のホルマリン縮合物、クレ
ゾールスルホン酸のホルマリン縮合物、クレゾールと2
−ナフトール−6スルホン酸のホルマリン縮合物、アル
キルナフタレンスルホン酸のホルマリン縮合物、クレオ
ソート油スルホン酸のホルマリン縮合物、リグニンスル
ホン酸等のアニオン分散剤、またはエチレンオキサイド
とプロピレンオキサイドとのブロック共重合物、アルキ
ルフェノールのエチレンオキサイド付加物、ポリスチレ
ン化フェノールのエチレンオキサイド付加物等の非イオ
ン分散剤またはこれらのアニオン分散剤と非イオン分散
剤との混合物と少量の水の存在下にボールミル、サンド
グラインダーあるいはサンドミル等の粉砕機を用いて十
分に湿式粉砕することにより行なわれる。本発明の染料
組成物は微粒子化されたままのペースト状で、あるいは
乾燥してから染色に供される。本発明の分散染料組成物
を調製するに当たって使用される染料原末と分散剤との
割合は染料原末:分散剤の重量比で、通常1:9〜1:
1.5、好ましくは1:4〜1:1である。
When the raw powder of the dye represented by the formula (1), the formula (2) or the formula (3) or a mixture thereof is subjected to fine particle treatment, the raw powder of the dye is generally treated with naphthalenesulfonic acid and alkylbenzene. Formalin condensate of sulfonic acid, formalin condensate of naphthalene sulfonic acid, formalin condensate of cresol sulfonic acid, cresol and 2
-Formalin condensate of naphthol-6 sulfonic acid, formalin condensate of alkyl naphthalene sulfonic acid, formalin condensate of creosote oil sulfonic acid, anionic dispersant such as lignin sulfonic acid, or block copolymerization of ethylene oxide and propylene oxide In the presence of a nonionic dispersant or a mixture of these anionic dispersants and nonionic dispersants and a small amount of water, such as an ethylene oxide adduct of an alkylphenol, an ethylene oxide adduct of a polystyrene phenol, or a small amount of water. It is carried out by sufficiently wet pulverization using a pulverizer such as a sand mill. The dye composition of the present invention is subjected to dyeing in the form of a paste in the form of fine particles or after drying. In preparing the disperse dye composition of the present invention, the ratio of the dye base to the dispersant used in the preparation of the disperse dye composition is usually from 1: 9 to 1: 1, by weight of the dye base: dispersant.
1.5, preferably 1: 4 to 1: 1.

【0020】本発明の方法により染色し得る疎水性繊維
材料の具体例としてはポリエステル繊維、トリアセテー
ト繊維、ジアセテート繊維およびこれら同志の混紡品が
挙げられ、又、これらとレーヨン等の再生繊維あるいは
木綿、絹、羊毛等の天然繊維との混紡品、極細ポリエス
テル繊維、極細ポリエステル繊維と通常のポリエステル
繊維との交織品、更には極細ポリエステル繊維と前記各
種繊維との混紡品であってもよい。
Specific examples of the hydrophobic fiber material which can be dyed by the method of the present invention include polyester fiber, triacetate fiber, diacetate fiber and blended products thereof. Blended products of natural fibers such as silk, wool and the like, ultrafine polyester fibers, cross-woven products of ultrafine polyester fibers and ordinary polyester fibers, and blended products of ultrafine polyester fibers and the above various fibers.

【0021】式(1)、式(2)及び式(3)で示され
る染料を特定の割合で含有する本発明の染料組成物を用
いて疎水性繊維材料を染色するには、繊維を浸漬した水
性媒体中で加圧下100℃以上、好ましくは110℃〜
140℃で染色するのが有利である。またO−フェニル
フェノールやトリクロロベンゼン等のキャリヤーの存在
下に比較的高温、例えば95〜100℃で染色すること
もできる。あるいは染料分散液を布にパディングし、1
50〜230℃、30秒〜1分間の乾熱処理を施すいわ
ゆるサーモゾル方式での染色も可能である。一方本発明
の染料組成物を天然糊剤(例えばローカストビーンガ
ム、グアーガム等)、加工糊剤(例えばカルボキシメチ
ルセルロース等の繊維素誘導体、加工ローカストビーン
ガム等)、合成糊剤(例えばポリビニルアルコール、ポ
リビニル酢酸等)等とともに捺染糊を調製し、布に印捺
した後、スチーミングまたはサーモゾル処理する捺染法
による染色を行なってもよい。本発明の染料組成物を用
いて疎水性繊維材料を染色するに当たっては通常繊維材
料に対して5〜30重量%、好ましくは7〜25重量%
の割合で使用される。
In order to dye a hydrophobic fiber material using the dye composition of the present invention containing the dyes represented by the formulas (1), (2) and (3) at a specific ratio, the fibers are immersed. 100 ° C. or higher, preferably 110 ° C.
It is advantageous to dye at 140 ° C. In addition, dyeing can be performed at a relatively high temperature, for example, 95 to 100 ° C. in the presence of a carrier such as O-phenylphenol or trichlorobenzene. Alternatively, the dye dispersion is padded on a cloth and
Dyeing by a so-called thermosol method of performing a dry heat treatment at 50 to 230 ° C. for 30 seconds to 1 minute is also possible. On the other hand, the dye composition of the present invention may be used with natural pastes (eg, locust bean gum, guar gum, etc.), processed pastes (eg, cellulose derivatives such as carboxymethyl cellulose, processed locust bean gum, etc.), and synthetic pastes (eg, polyvinyl alcohol, polyvinyl alcohol). Acetic acid or the like may be prepared, printed on a cloth, and then dyed by a printing method of steaming or thermosol treatment. In dyeing a hydrophobic fiber material using the dye composition of the present invention, usually 5 to 30% by weight, preferably 7 to 25% by weight based on the fiber material.
Used in proportions.

【0022】次に、本発明における効果を表1〜4によ
って説明する。以下において「部」および「%」はそれ
ぞれ「重量部」および「重量%」である。表1〜4は本
発明の染料組成物および比較用染料組成物によるそれぞ
れの染色結果を示したものである。表1〜4から明らか
なように本発明の染料組成物は比較用染料組成物に比べ
てポリエステル繊維の高温染色における色調の深み(色
調および染料吸尽率)、ポリエステル繊維と綿金巾の同
浴染色における綿金巾への汚染性、ポリエステル繊維と
羊毛織物の同浴キャリア染色における色調の深み(色調
および染料吸尽率)、羊毛織物への汚染性のいずれの項
目においても優れている。
Next, the effects of the present invention will be described with reference to Tables 1 to 4. Hereinafter, “parts” and “%” are “parts by weight” and “% by weight”, respectively. Tables 1 to 4 show the results of dyeing with the dye composition of the present invention and the dye composition for comparison, respectively. As is clear from Tables 1 to 4, the dye composition of the present invention has a deeper color tone (color tone and dye exhaustion rate) in high-temperature dyeing of polyester fiber than the comparative dye composition, and the same bath of polyester fiber and cotton cloth. It is excellent in the stainability of cotton wool in dyeing, the depth of color tone (color tone and dye exhaustion rate) in the same carrier dyeing of polyester fiber and wool fabric, and the stainability of wool fabric.

【0023】[0023]

【表1】 表1 ポリエステル繊維(3デニール)染色における色調の深み(注1) 染料組成物 色調 染料吸尽率(注2) 実施例1の染料組成物 深みのある黒色黒色 98% 比較用染料組成物(1)(注3) やや褐色味の黒色 89%Table 1 Table 1 Depth of color tone in polyester fiber (3 denier) dyeing (Note 1) Dye composition Color tone Dye exhaustion (Note 2) Dye composition of Example 1 Deep black black 98% Comparative dye Composition (1) (Note 3) Slightly brownish black 89%

【0024】(注1)各染料組成物8部に、pH4.5
に調整された水を加えて3000部とした染浴を調製
し、ポリエステル繊維織物(3デニ−ル糸使用、東洋紡
績製)100部を浸漬し、130℃で60分間染色した
後、染色物を45%のカセイソーダ6部、ハイドロサル
ファイト6部、サンモールRCー700(日華化学
(株)製、アニオン界面活性剤)3部に水を加えて全量
3000部とした浴で80℃、10分間の還元洗浄を施
し、水洗、乾燥、180℃、30秒のヒートセット処理
をして染色物を得た。 (注2)染色物200mgをジメチルホルムアミド25
ml中で120℃、10分間処理して染料を抽出し、そ
の抽出液2mlをジメチルホルムアミド/蒸留水(50
/50)で25mlに希釈して分光光度計(日立製作所
製)で400nm〜700nmの吸光度を測定した。別
に、その染色物を染色するのに用いた染料組成物150
mgを蒸留水250mlに溶解し、その水溶液2mlを
ジメチルホルムアミド/蒸留水(50/50)で25m
l希釈して同様に吸光度を測定した。これら400nm
〜700nm吸光度スペクトルの面積比よりその染料組
成物の吸尽率を求めた。 (注3)特公昭40−25431による方法で合成した
下記式(4)で示される染料原末21部、ドイツ特許2
336717号による方法で合成した前記式(3)で示
される染料原末9部をデモールN(花王(株)製、アニ
オン分散剤)70部と少量の水を加えてサンドグライン
ダーを用いて微粒子化(分散化)し、乾燥して得られた
混合物を比較用染料組成物(1)とした。
(Note 1) A pH of 4.5 was added to 8 parts of each dye composition.
Is adjusted to 3,000 parts by adding water, and 100 parts of a polyester fiber fabric (using 3 denier yarn, manufactured by Toyobo Co., Ltd.) is immersed and dyed at 130 ° C. for 60 minutes. Was added to 6 parts of 45% caustic soda, 6 parts of hydrosulfite, and 3 parts of Sunmol RC-700 (manufactured by Nika Chemical Co., Ltd., anionic surfactant) at 80 ° C. in a bath having a total amount of 3000 parts by adding water. It was subjected to reduction washing for 10 minutes, washed with water, dried, and heat-set at 180 ° C. for 30 seconds to obtain a dyed product. (Note 2) 200 mg of the stained substance was added to dimethylformamide 25.
The solution was treated at 120 ° C. for 10 minutes to extract the dye, and 2 ml of the extract was subjected to dimethylformamide / distilled water (50
/ 50) and diluted with a spectrophotometer (manufactured by Hitachi, Ltd.) to measure the absorbance at 400 nm to 700 nm. Separately, the dye composition 150 used for dyeing the dyed product was used.
was dissolved in 250 ml of distilled water, and 2 ml of the aqueous solution was dissolved in 25 ml of dimethylformamide / distilled water (50/50).
After dilution, the absorbance was measured in the same manner. These 400 nm
The exhaustion rate of the dye composition was determined from the area ratio of the absorbance spectrum at ~ 700 nm. (Note 3) 21 parts of an original dye powder represented by the following formula (4) synthesized by a method according to Japanese Patent Publication No. 40-25431, German Patent 2
9 parts of the bulk powder of the dye represented by the formula (3) synthesized by the method according to No. 336717 was added to 70 parts of Demol N (an anionic dispersant manufactured by Kao Corporation) and a small amount of water, and finely divided using a sand grinder. The resulting mixture was dispersed (dispersed) and dried to obtain a comparative dye composition (1).

【0025】[0025]

【化7】 Embedded image

【0026】[0026]

【表2】 表2 ポリエステル繊維(0.3デニール)染色における色調の深み(注4) 染料組成物 色調 染料吸尽率 実施例1の染料組成物 深みのある黒色 98% 比較用染料組成物(1) 褐色味の黒色 75%Table 2 Depth of color tone in polyester fiber (0.3 denier) dyeing (Note 4) Dye composition Color tone Dye exhaustion Dye composition of Example 1 Deep black 98% Comparative dye composition ( 1) Brownish black 75%

【0027】(注4)各染料組成物24部に、pH4.
5に調整された水を加えて3000部とした染浴を調製
し、極細ポリエステル繊維織物(0.3デニ−ル、東洋
紡績製)100部を浸漬し、130℃で60分間染色し
た後、染色物を45%のカセイソーダ6部、ハイドロサ
ルファイト6部、サンモールRCー700(日華化学
(株)製、アニオン界面活性剤)3部に水を加えて全量
3000部とした浴で80℃、10分間の還元洗浄を施
し、水洗、乾燥、180℃、30秒のヒートセット処理
をして染色物を得た。
(Note 4) 24 parts of each dye composition was added with pH 4.
5 was prepared by adding water adjusted to 5 to prepare 3000 parts of dyeing bath, and 100 parts of extra fine polyester fiber woven fabric (0.3 denier, manufactured by Toyobo Co., Ltd.) was immersed and dyed at 130 ° C. for 60 minutes. The dyed product was prepared by adding water to 6 parts of 45% caustic soda, 6 parts of hydrosulfite, and 3 parts of Sunmol RC-700 (manufactured by Nika Chemical Co., Ltd., anionic surfactant) to make a total amount of 3000 parts in a bath. The resultant was subjected to reduction washing at 10 ° C. for 10 minutes, washed with water, dried, and heat-set at 180 ° C. for 30 seconds to obtain a dyed product.

【0028】[0028]

【表3】 表3 木綿への汚染性(注5) 染料組成物 色調 染料吸尽率 汚染性(注6) 実施例1の染料組成物 深みのある黒色 98% 2−3 比較用染料組成物(1) やや褐色の黒色 89% 1Table 3 Contamination to cotton (Note 5) Dye composition Color tone Dye exhaustion Stain (Note 6) Dye composition of Example 1 Deep black 98% 2-3 Dye composition for comparison (1) Slightly brown black 89% 1

【0029】(注5)各染料組成物8部に、pH4.5
に調整された水を加えて3000部とした染浴を調製
し、無水芒硝60部を添加後、ポリエステル繊維織物
(3デニ−ル糸)65部および綿金巾35部を浸漬し、
130℃で60分間染色した。ポリエステル繊維染色物
は45%のカセイソーダ6部、ハイドロサルファイト6
部、サンモールRCー700(日華化学(株)製、アニ
オン界面活性剤)3部に水を加えて全量3000部とし
た浴で80℃、10分間の還元洗浄を施し、分離してお
いた綿金巾とともに水洗、乾燥して染色物および汚染布
を得た。
(Note 5) A pH of 4.5 was added to 8 parts of each dye composition.
The dyeing bath was adjusted to 3,000 parts by adding water adjusted to the above, and after adding 60 parts of anhydrous sodium sulfate, 65 parts of polyester fiber woven fabric (3-denier yarn) and 35 parts of cotton gold width were immersed,
Stained at 130 ° C. for 60 minutes. 6 parts of 45% caustic soda, hydrosulfite 6
And 3 parts of Sunmole RC-700 (manufactured by Nikka Chemical Co., Ltd., anionic surfactant) were subjected to reduction washing at 80 ° C. for 10 minutes in a bath having a total amount of 3000 parts by adding water. Washing and drying were performed together with the cotton bandage to obtain a dyed product and a stained cloth.

【0030】(注6)JIS汚染用グレースケールによ
り汚染布の汚染度を判定した。
(Note 6) The stain degree of the stained cloth was judged by the JIS stain gray scale.

【0031】[0031]

【表4】 表4 キャリア染色における色調の深みおよび羊毛への汚染性(注7) 染料組成物 色調 染料吸尽率 汚染性 実施例1の染料組成物 深みのある黒色 90% 2 比較用染料組成物(1) 著しく褐色味の色調 50% 1 比較用染料組成物(2)(注8)褐色味の黒色 75% 1Table 4 Color depth in carrier dyeing and stainability to wool (Note 7) Dye composition Color tone Dye exhaustion rate Stainability Dye composition of Example 1 Deep black 90% 2 Comparative dye composition Product (1) Very brownish color tone 50% 1 Comparative dye composition (2) (Note 8) Brownish black 75% 1

【0032】(注7)各染料組成物8部に、pH4.5
に調整された純水を加えて3000部とした染浴を調製
し、テトロシンTW(メチルナフタレン系キャリア、山
川薬品製)5部を添加後、ポリエステル繊維織物(3デ
ニ−ル)50部および羊毛織物50部を浸漬し、110
℃で60分間染色した。ポリエステル繊維染色物は45
%のカセイソーダ6部、ハイドロサルファイト6部、サ
ンモールRCー700(花王(株)アニオン界面活性
剤)3部に水を加えて全量3000部とした浴で80
℃、10分間の還元洗浄を施し、分離しておいた羊毛織
物とともに水洗、乾燥して染色物および汚染布を得た。
(Note 7) A pH of 4.5 was added to 8 parts of each dye composition.
Is adjusted to 3,000 parts by adding pure water, and 5 parts of tetrocin TW (methyl naphthalene carrier, manufactured by Yamakawa Yakuhin) is added, and then 50 parts of polyester fiber fabric (3 denier) and wool are added. 50 parts of the woven fabric are dipped and 110
Stained at 60 ° C for 60 minutes. 45 dyed polyester fibers
% Of caustic soda, 6 parts of hydrosulfite, and 3 parts of Sunmol RC-700 (anionic surfactant of Kao Corporation) in a bath having a total volume of 3000 parts by adding water.
The resultant was subjected to reduction washing at 10 ° C. for 10 minutes, washed with water together with the separated wool fabric, and dried to obtain a dyed material and a stained cloth.

【0033】(注8)特公昭62−6592による方法
で合成した下記式(5)で示される染料原末11部、特
公昭41ー5468による方法で合成した下記式(6)
で示される染料原末10部及び前記式(3)で示される
染料原末9部をデモールN(花王(株)製、アニオン分
散剤)70部と少量の水を加えてサンドグラインダーを
用いて微粒子化(分散化)し、乾燥して得られた組成物
を比較用染料組成物物(2)とした。
(Note 8) 11 parts of the original powder of the dye represented by the following formula (5) synthesized by the method of JP-B-62-6592 and the following formula (6) synthesized by the method of JP-B-41-5468
Are added to 70 parts of Demol N (manufactured by Kao Corporation, an anionic dispersant) and a small amount of water, and 10 parts of the dye bulk powder represented by the formula (3) and a small amount of water are added thereto using a sand grinder. The composition obtained by micronizing (dispersing) and drying was used as a comparative dye composition (2).

【0034】[0034]

【化8】 Embedded image

【0035】[0035]

【化9】 Embedded image

【0036】次の表5及び表6から明らかなように本発
明の染料組成物は通常のポリエステル繊維(3デニ−
ル)および極細ポリエステル繊維(0.3デニ−ル)に
おける耐光堅牢度、昇華堅牢度(添付白布の汚染程度と
汚染色)、水堅牢度、洗濯堅牢度のいずれの堅牢度項目
においても良好な水準である。他方、比較用染料組成物
(1)〜(4)はいずれかの堅牢度項目に欠点が認めら
れる。即ち、耐光堅牢度で4級以下、その他堅牢度では
3級以下または昇華堅牢度の汚染色異常のいずれかに欠
点が認められる。
As is clear from the following Tables 5 and 6, the dye composition of the present invention is a polyester fiber (3 denier).
Good) in light fastness, sublimation fastness (stain degree and stain color of attached white cloth), water fastness, and washing fastness in ultra-fine polyester fiber (0.3 denier). It is a standard. On the other hand, the comparative dye compositions (1) to (4) have a defect in any of the fastness items. That is, a defect is observed in any of the lightfastness of class 4 or less, the other fastness of class 3 or less, and the staining color abnormality of sublimation fastness.

【0037】[0037]

【表5】 表5 ポリエステル繊維(3デニール)における堅牢度試験結果 耐光(注9)昇華(注10)水(注11)洗濯(注12) Ac汚染 Ny汚染 染料組成物 実施例1の染料組成物 6 3−4 4 4 3−4 比較用染料組成物(1)6−7 3−4Y 3 3−4 3−4 比較用染料組成物(2)5−6 3−4 4 4 3−4 比較用染料組成物(3)6 3Y 4 4 3−4 (注13) 比較用染料組成物(4)5 3−4B 4 3−4 3−4 (注14)Table 5 Results of fastness test on polyester fiber (3 denier) Lightfastness (Note 9) Sublimation (Note 10) Water (Note 11) Washing (Note 12) Ac contamination Ny contamination Dye composition Dye composition of Example 1 Compound 6 3-4 4 4 3-4 Comparative dye composition (1) 6-7 3-4Y 3 3-4 3-4 Comparative dye composition (2) 5-6 3-4 4 4 3-4 Comparative dye composition (3) 6 3Y4 4 3-4 (Note 13) Comparative dye composition (4) 5 3-4B 4 3-4 3-4 (Note 14)

【0038】[0038]

【表6】 表6 ポリエステル繊維(0.3デニール)における堅牢度試験結果 耐光 昇華 水 洗濯 染料組成物 Ac汚染 Ny汚染 実施例1の染料組成物 4−5 3 3−4 3 3 比較用染料組成物(1) 5 3Y 2 2−3 3 比較用染料組成物(2)3−4 3 3−4 3 3 比較用染料組成物(3)4−5 2−3Y 3−4 3 3 比較用染料組成物(4) 3 3B 3−4 2−3 3Table 6 Results of Fastness Test on Polyester Fiber (0.3 Denier) Lightfast Sublimation Water Laundry Dye Composition Ac Contamination Ny Contamination Dye Composition of Example 1 4-5 3 3-4 3 3 Comparative Dye Composition Product (1) 5 3Y 2 2-3 3 Comparative dye composition (2) 3-4 3 3-4 33 Comparative dye composition (3) 4-5 2-3Y 3-4 33 Comparative dye Composition (4) 3 3B 3-4 2-3 3

【0039】(注9)JIS 0842ー1988カー
ボンアーク灯光に対する染色堅牢度試験法よる。JIS
ブルースケールにより判定した。
(Note 9) According to JIS 0842-1988, a method for testing color fastness to carbon arc lamp light. JIS
It was determined by blue scale.

【0040】(注10)JIS 0879ー1975乾
熱処理に対する染色堅牢度試験法よる。ポリエステル添
付白布の汚染をJISグレースケールにより判定した。
(Note 10) According to JIS 0879-1975, a method for testing color fastness to dry heat treatment. Contamination of the white cloth attached to the polyester was determined by JIS gray scale.

【0041】(注11)JIS 0879ー1975水
に対する染色堅牢度試験法よる。絹添付白布の汚染をJ
ISグレースケールにより判定した。
(Note 11) JIS 0879-1975 According to the dyeing fastness test method for water. Contamination of white cloth attached to silk
Judged by IS gray scale.

【0042】(注12)AATCC 試験方法61 II
Aによる洗濯染色堅牢度試験による。マルチファイバー
添付布のアセテート(Ac)汚染及びナイロン(Ny)
汚染をJISグレースケールにより判定した。
(Note 12) AATCC Test Method 61 II
According to the washing color fastness test according to A. Acetate (Ac) contamination and nylon (Ny) of multifiber attached cloth
Contamination was determined by JIS gray scale.

【0043】(注13)特公昭62−6592による方
法で合成した前記式(5)で示される染料原末11部、
特公昭41ー5468による方法で合成した下記式
(7)で示される染料原末10部及びC.I.Disp
erse Orange 37の原末9部をデモールN
(花王(株)製、アニオン分散剤)70部と少量の水を
加えてサンドグラインダーを用いて微粒子化(分散化)
し、乾燥して得られた染料組成物を比較用染料組成物
(3)とした。
(Note 13) 11 parts of the raw powder of the dye represented by the formula (5) synthesized by the method described in JP-B-62-6592;
10 parts of an original dye powder represented by the following formula (7) synthesized by a method according to JP-B-41-5468 and C.I. I. Disp
9 parts of original Orange 37
(Kao Corporation, anionic dispersant) 70 parts and a small amount of water are added, and finely divided (dispersed) using a sand grinder.
The resulting dye composition was dried and used as a comparative dye composition (3).

【0044】[0044]

【化10】 Embedded image

【0045】(注14)特公昭62−6592による方
法で合成した前記式(5)で示される染料原末11部、
特公昭41ー5468による公知の方法で合成した前記
式(7)で示される染料原末10部及びC.I.Dis
perse Orange 73の原末9部をデモール
N(花王(株)製、アニオン分散剤)70部と少量の水
を加えてサンドグラインダーを用いて微粒子化(分散
化)し、乾燥して得られた染料組成物を比較用染料組成
物(4)とした。
(Note 14) 11 parts of the raw powder of the dye represented by the formula (5) synthesized by the method according to JP-B-62-6592;
10 parts of the raw dye powder represented by the formula (7) synthesized by a known method according to JP-B-41-5468 and C.I. I. Dis
9 parts of bulk powder of Perse Orange 73 were added to 70 parts of Demol N (an anionic dispersant manufactured by Kao Corporation) and a small amount of water, finely divided (dispersed) using a sand grinder, and dried to obtain. The dye composition was designated as Comparative Dye Composition (4).

【0046】[0046]

【実施例】以下に実施例を挙げて本発明を更に詳細に説
明するが、本発明がこれらの実施例のみに限定されるも
のではない。実施例中「部」及び「%」はそれぞれ「重
量部」及び「重量%」である。
EXAMPLES 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. In the examples, "parts" and "%" are "parts by weight" and "% by weight", respectively.

【0047】実施例1 特公昭62−6592による方法で合成した前記式
(5)で示される染料原末11部、特公昭41ー546
8による方法で合成した前記式(7)で示される染料原
末10部及びドイツ特許2336717号による方法で
合成した前記式(3)で示される染料原末9部をデモー
ルN(花王(株)製、アニオン分散剤)70部と少量の
水を加えてサンドグラインダーを用いて微粒子化(分散
化)し、乾燥して本発明の染料組成物を得た。この染料
組成物8部(3デニール糸の場合)または24部(0.
3デニール糸の場合)に、pH4.5に調整された純水
を加えて3000部とした染浴を調製し、ポリエステル
繊維織物(3デニール糸使用、東洋紡績製)または極細
ポリエステル繊維織物(0.3デニール糸使用、東洋紡
績製)100部を浸漬し、130℃で60分間染色した
後、染色物を45%のカセイソーダ6部、ハイドロサル
ファイト6部、サンモールRCー700(日華化学
(株)、アニオン界面活性剤)3部に水を加えて全量3
000部とした浴で80℃、10分間の還元洗浄を施
し、水洗、乾燥して高濃度の深みのある黒色の染色物を
得た。染色物の耐光、昇華、水、洗濯等の諸堅牢度は3
デニール糸使用織物、0.3デニール糸使用織物とも良
好であった。
Example 1 11 parts of the raw powder of the dye represented by the formula (5) synthesized by the method according to JP-B-62-6592 and JP-B-41-546.
8 parts of the dye bulk powder represented by the formula (7) synthesized by the method according to No. 8 and 9 parts of the dye bulk powder represented by the formula (3) synthesized by the method according to German Patent No. 2336717 were combined with Demol N (Kao Corporation). , Anionic dispersant) and a small amount of water, and finely divided (dispersed) using a sand grinder, followed by drying to obtain a dye composition of the present invention. 8 parts (in the case of 3 denier yarn) or 24 parts (0.
Pure water adjusted to pH 4.5 was added to 3 parts of a denier yarn to prepare a dyeing bath of 3000 parts, and a polyester fiber woven fabric (using 3 denier yarn, manufactured by Toyobo Co., Ltd.) or an ultrafine polyester fiber woven fabric (0 100 parts of 0.3 denier yarn, manufactured by Toyobo Co., Ltd.), and dyed at 130 ° C. for 60 minutes. Then, the dyed product is 6 parts of 45% sodium hydroxide, 6 parts of hydrosulfite, and Sunmole RC-700 (Nichika Chemical Co., Ltd.). (An anionic surfactant) 3 parts by adding water to make the total amount 3
The resultant was subjected to reduction washing at 80 ° C. for 10 minutes in a bath of 000 parts, washed with water and dried to obtain a high-concentration deep black dyed product. Lightfastness, sublimation, water, washing, etc. of the dyed goods are 3
The fabric using denier yarn and the fabric using 0.3 denier yarn were also good.

【0048】実施例2 実施例1で得られた本発明の染料組成物8部に、pH
4.5に調整された純水を加えて3000部とした染浴
を調製し、無水芒硝60部を添加後、ポリエステル繊維
織物(3デニ−ル糸)65部および綿金巾35部を浸漬
し、130℃で60分間染色した。ポリエステル繊維染
色物は実施例1と同様の還元洗浄を施し、分離しておい
た綿金巾とともに水洗、乾燥して高濃度の黒色染色物お
よび汚染布を得た。汚染布の汚染程度は小さかった。
Example 2 8 parts of the dye composition of the present invention obtained in Example 1
A dye bath adjusted to 4.5 parts by adding pure water adjusted to 4.5 was prepared, and after adding 60 parts of anhydrous sodium sulfate, 65 parts of a polyester fiber woven fabric (3-denier yarn) and 35 parts of a cotton gold width were immersed. At 130 ° C. for 60 minutes. The polyester fiber dyed product was subjected to the same reduction washing as in Example 1, washed with the separated cotton band with water and dried to obtain a high-concentration black dyed product and a stained cloth. The degree of contamination of the stained cloth was small.

【0049】実施例3 実施例1で得られた本発明の染料組成物8部に、pH
4.5に調整された純水を加えて3000部とした染浴
を調製し、テトロシンTW(メチルナフタレン系キャリ
ア、山川薬品製)5部を添加後、ポリエステル繊維織物
(3デニ−ル糸使用、東洋紡績製)50部および羊毛織
物50部を浸漬し、110℃で60分間染色した。ポリ
エステル繊維染色物は実施例1と同様の還元洗浄を施
し、分離しておいた羊毛織物とともに水洗、乾燥して高
濃度の黒色染色物および汚染布を得た。汚染布の汚染程
度は小さかった。
Example 3 To 8 parts of the dye composition of the present invention obtained in Example 1 was added a pH
A pure water adjusted to 4.5 was added to prepare a dyeing bath of 3000 parts, and 5 parts of tetrocin TW (methylnaphthalene carrier, manufactured by Yamakawa Yakuhin) was added, and then a polyester fiber woven fabric (using 3 denier yarn) was used. (Manufactured by Toyobo Co., Ltd.) and 50 parts of wool fabric were dyed and dyed at 110 ° C. for 60 minutes. The polyester fiber dyed product was subjected to the same reduction cleaning as in Example 1, washed with water together with the separated wool fabric, and dried to obtain a high-concentration black dyed product and a stained cloth. The degree of contamination of the stained cloth was small.

【0050】実施例4 前記式(5)で示される染料原末14部、前記式(7)
で示される染料原末6部及び前記式(3)で示される染
料原末10部をデモールN(花王(株)製、アニオン分
散剤)70部と少量の水を加えてサンドグラインダーを
用いて微粒子化(分散化)し、真空乾燥して本発明の染
料組成物を得た。この染料組成物8部にカルボキシメチ
ルセルロース20%水溶液60部、酒石酸0.2部を水
を加えて、捺染糊を合計100部調製し、ポリエステル
ジョーゼット織物に印捺した。印捺布を乾燥後、175
℃の過熱蒸気で7分間処理した。高濃度の黒色捺染物が
得られた。捺染物の耐光、昇華、水、洗濯等の諸堅牢度
はいずれも良好であった。
Example 4 14 parts of the raw dye powder represented by the formula (5) and the formula (7)
6 parts of the dye bulk powder represented by the formula (1) and 10 parts of the dye bulk powder represented by the formula (3) are mixed with 70 parts of Demol N (an anionic dispersant manufactured by Kao Corporation) and a small amount of water, and the mixture is subjected to sand-grinding. The dye composition was formed into fine particles (dispersed) and dried under vacuum to obtain a dye composition of the present invention. 60 parts of a 20% aqueous solution of carboxymethylcellulose and 0.2 parts of tartaric acid were added to 8 parts of the dye composition, and water was added. A total of 100 parts of a printing paste was prepared and printed on a polyester georgette fabric. After drying the printing cloth, 175
Treated with superheated steam at 7 ° C for 7 minutes. A high density black print was obtained. The lightfastness, sublimation, water, washing and other fastnesses of the printed matter were all good.

【0051】[0051]

【発明の効果】本発明の染料組成物を用いた染色法によ
り、通常のポリエステル織物だけでなく、極細ポリエス
テル織物や、混紡品についても諸堅牢度が良好で、欠点
のない高濃度で深みのある黒色染色物を得ることができ
る。
According to the dyeing method using the dye composition of the present invention, not only ordinary polyester fabrics, but also ultra-fine polyester fabrics and blended products have good fastness, high density without defects and high depth. A certain black dyed product can be obtained.

───────────────────────────────────────────────────── フロントページの続き (58)調査した分野(Int.Cl.7,DB名) C09B 67/22 CA(STN) REGISTRY(STN) WPIDS(STN)──────────────────────────────────────────────────続 き Continued on the front page (58) Field surveyed (Int. Cl. 7 , DB name) C09B 67/22 CA (STN) REGISTRY (STN) WPIDS (STN)

Claims (2)

(57)【特許請求の範囲】(57) [Claims] 【請求項1】式(1) 【化1】 (式(1)中、X1 は塩素原子または臭素原子を表し、
1 、R2 はそれぞれ独立に水素原子、直鎖アルキル基
を表す。ここでアルキル基とは炭素数が1個乃至4個の
ものを表すものとする。)で示される染料および式
(2) 【化2】 (式(2)中、X2 は塩素原子または臭素原子を表し、
Yはアルコキシ基を表し、R3 、R4 はそれぞれ独立に
水素原子、直鎖アルキル基を表す。ここでアルキル基と
は炭素数が1個乃至4個のものを表すものとする。)で
示される染料の混合物40〜90重量%と式(3) 【化3】 で示される染料10〜60重量%を配合してなる分散染
料組成物
(1) Formula (1) (In the formula (1), X 1 represents a chlorine atom or a bromine atom;
R 1 and R 2 each independently represent a hydrogen atom or a linear alkyl group. Here, the alkyl group means one having 1 to 4 carbon atoms. And a dye represented by the formula (2): (In the formula (2), X 2 represents a chlorine atom or a bromine atom;
Y represents an alkoxy group, and R 3 and R 4 each independently represent a hydrogen atom or a linear alkyl group. Here, the alkyl group means one having 1 to 4 carbon atoms. 40) to 90% by weight of a mixture of dyes represented by the formula (3): A disperse dye composition comprising 10 to 60% by weight of a dye represented by the formula:
【請求項2】請求項1に記載の分散染料組成物を用いる
ことを特徴とする疎水性繊維材料の染色法
2. A method for dyeing a hydrophobic fiber material, comprising using the disperse dye composition according to claim 1.
JP08240697A 1997-03-17 1997-03-17 Disperse dye composition and method for dyeing hydrophobic fiber material using the same Expired - Lifetime JP3217009B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP08240697A JP3217009B2 (en) 1997-03-17 1997-03-17 Disperse dye composition and method for dyeing hydrophobic fiber material using the same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP08240697A JP3217009B2 (en) 1997-03-17 1997-03-17 Disperse dye composition and method for dyeing hydrophobic fiber material using the same

Publications (2)

Publication Number Publication Date
JPH10251535A JPH10251535A (en) 1998-09-22
JP3217009B2 true JP3217009B2 (en) 2001-10-09

Family

ID=13773720

Family Applications (1)

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Country Status (1)

Country Link
JP (1) JP3217009B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103194095A (en) * 2013-03-29 2013-07-10 浙江龙盛集团股份有限公司 Dispersed blue-to-black dye composition

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2336852A (en) * 1998-05-01 1999-11-03 Yorkshire Chemicals Plc Dye composition for dyeing fibres based on mixture of at least three N-ethyl-N-substituted 4-(2-halo-4-nitro-6-[halo/nitro]phenyl)azoaniline derivatives
GB0022697D0 (en) * 2000-09-15 2000-11-01 Basf Ag Azo disperse dye mixtures
CN100412141C (en) * 2006-08-09 2008-08-20 浙江龙盛集团股份有限公司 Admixture of disperse dyes
WO2015101290A1 (en) * 2013-12-30 2015-07-09 浙江闰土股份有限公司 Disperse dye composition, disperse dye and preparation method and use thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103194095A (en) * 2013-03-29 2013-07-10 浙江龙盛集团股份有限公司 Dispersed blue-to-black dye composition

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