JPH07268235A - Water-insoluble disperse dye composition and method of dyeing polyester fiber with the same - Google Patents
Water-insoluble disperse dye composition and method of dyeing polyester fiber with the sameInfo
- Publication number
- JPH07268235A JPH07268235A JP6087654A JP8765494A JPH07268235A JP H07268235 A JPH07268235 A JP H07268235A JP 6087654 A JP6087654 A JP 6087654A JP 8765494 A JP8765494 A JP 8765494A JP H07268235 A JPH07268235 A JP H07268235A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- parts
- disperse dye
- dye composition
- water
- 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.)
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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
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、水不溶性分散染料組成
物（紺色、黒色）、及びそれら染料組成物を用いたポリ
エステル系繊維の染色方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 water-insoluble disperse dye composition (dark blue, black) and a method for dyeing polyester fiber using the dye composition.
【０００２】[0002]
【従来の技術】これまでの分散染料を用いたポリエステ
ル繊維の染色は、染色再現性を重視し酸性（ｐＨ＝４〜
５）浴で行うことが常であり、また木綿とポリエステル
の混紡繊維の染色も、木綿を染色する染料を用いた染色
方法とポリエステルを染色する染料を用いた染色方法は
各々の染料の性質の違いから、二浴染色法又は一浴二段
染色法が実施されていた。ところが、近年、染色布の風
合い向上を目的としてアルカリ剤を用いた減量加工を行
うために、染色工程へアルカリ剤が混入したり、綿とポ
リエステルの混紡繊維の一浴染色工程においてアルカリ
性浴で染色されたり、オリゴマー対策と工程の簡略化を
目的としてアルカリ浴染色法が実施されるようになっ
た。その結果、ｐＨ依存性の小さいもの、即ち酸性（ｐ
Ｈ＝４）〜アルカリ性（ｐＨ＝９）の範囲で染色を行う
ときに被染物の色相の変化が少ない分散染料が要求され
るようになった。2. Description of the Related Art Dyeing of polyester fibers using disperse dyes has hitherto been emphasized in terms of dyeing reproducibility and is acidic (pH = 4 to 4).
5) It is always carried out in a bath, and the dyeing method of the cotton and polyester mixed-spun fibers depends on the nature of each dye, depending on the dyeing method using the dye for dyeing cotton and the dyeing method using the dye for dyeing polyester. Due to the difference, the two-bath dyeing method or the one-bath two-step dyeing method was carried out. However, in recent years, in order to improve the texture of dyed cloth, in order to carry out weight reduction processing using an alkali agent, the alkali agent is mixed into the dyeing process, or the dyeing process is performed with an alkaline bath in the one-bath dyeing process of cotton and polyester blended fiber. However, the alkaline bath dyeing method has come to be implemented for the purpose of measures against oligomers and simplification of the process. As a result, those with a small pH dependence, namely, acidic (p
When dyeing in the range of H = 4) to alkalinity (pH = 9), a disperse dye, which has a small change in the hue of the dye, has been required.
【０００３】また、従来一般に使用されているｐＨ依存
性の小さい染料組成物は、特公昭６２−６５９２及び特
公平１−２１０４６５に代表されるように、良好な耐光
堅牢度、耐洗濯堅牢度、耐水堅牢度、耐摩擦堅牢度を有
するが昇華堅牢度は不良であることから、ｐＨ依存性が
小さくかつ昇華堅牢度を含めて各種堅牢度が良好な分散
染料組成物の開発が強く望まれている。Further, conventionally used dye compositions having a small pH dependency have good light fastness, washing fastness, and good light fastness, as represented by Japanese Patent Publication No. 62-6592 and Japanese Patent Publication No. 1-210465. Since it has water fastness and abrasion fastness but poor sublimation fastness, it is strongly desired to develop a disperse dye composition having low pH dependence and good various fastnesses including sublimation fastness. There is.
【０００４】[0004]
【発明が解決しようとする課題】本発明は上記のような
従来技術のｐＨ依存性が小さいものは昇華堅牢度が不良
であるという問題点を解消するために創案されたもので
あり、ｐＨ依存性が小さくなおかつ昇華堅牢度も含めて
各種堅牢度も良好な紺色又は黒色の分散染料組成物を提
供することを目的とする。本発明はまた従来技術の問題
点を解消したそれら分散染料組成物を使用するポリエス
テル系繊維の染色方法を提供することを目的とする。DISCLOSURE OF THE INVENTION The present invention was devised in order to solve the problem that the conventional ones having a low pH dependence as described above have poor fastness to sublimation. It is an object of the present invention to provide a navy-blue or black disperse dye composition having low properties and good various fastnesses including sublimation fastness. Another object of the present invention is to provide a method for dyeing polyester fibers using the disperse dye composition, which solves the problems of the prior art.
【０００５】[0005]
【課題を解決するための手段】上記目的は下記の本発明
の分散染料組成物及びそれを用いた染色方法により達成
される。The above objects can be achieved by the following disperse dye composition of the present invention and a dyeing method using the same.
【０００６】即ち、本発明は下記構造式(I) で示される
染料、That is, the present invention is a dye represented by the following structural formula (I):
【化５】 〔式(I) 中、Ｘは塩素又は臭素原子を表し、Ｙはアセチ
ル基又はベンゾイル基を表す〕下記構造式(II)で示され
る染料、[Chemical 5] [In the formula (I), X represents a chlorine or bromine atom, and Y represents an acetyl group or a benzoyl group] A dye represented by the following structural formula (II),
【化６】 〔式(II)中、Ｘは塩素又は臭素原子を表す〕及び下記構
造式(III) で示される染料、[Chemical 6] [In the formula (II), X represents a chlorine or bromine atom] and a dye represented by the following structural formula (III):
【化７】 〔式(III) 中、Ｘは塩素又は臭素原子を表し、Ｙはニト
ロ基又はシアノ基を表し、Ｚはアセチル基又はベンゾイ
ル基を表し、Ｙがシアノ基でかつＺがベンゾイル基であ
るものの組み合わせを除外する〕を含むことを特徴とす
る水不溶性紺色分散染料組成物である。[Chemical 7] [In the formula (III), X represents a chlorine or bromine atom, Y represents a nitro group or a cyano group, Z represents an acetyl group or a benzoyl group, and Y is a cyano group and Z is a benzoyl group in combination. And a water-insoluble navy blue disperse dye composition.
【０００７】本発明者は、ｐＨ依存性が小さくかつ昇華
堅牢度を含めて各種堅牢度の良好な紺色分散染料組成物
を得るため、式(I) ，(III) で構成される紺色分散染料
組成物に特定の割合で式(II)で示される染料を使用する
ことを検討した。式(I) ，(III) で構成される紺色分散
組成物で染色されたものは、ｐＨ依存性が小さく昇華堅
牢度を除く各種堅牢度が良好なものであるが、これに、
式(II)で示されるｐＨ依存性は大きいが昇華を含めて各
種堅牢度が良好な染料を特定の割合で使用することによ
り、紺色分散染料組成物全体としてｐＨ依存性が小さく
かつ昇華堅牢度も含めて各種堅牢度が良好なものとなる
のである。In order to obtain a dark blue disperse dye composition which has a small pH dependency and good fastnesses including sublimation fastness, the present inventor has developed a dark blue disperse dye composed of the formulas (I) and (III). The use of dyes of formula (II) in specific proportions in the composition was investigated. The one dyed with the navy blue dispersion composition composed of the formulas (I) and (III) has a small pH dependency and various fastnesses other than the fastness to sublimation.
Formula (II) has a large pH dependence, but by using a dye having various fastnesses including sublimation at a specific ratio, the navy blue disperse dye composition as a whole has low pH dependence and sublimation fastness. Various fastnesses including those are good.
【０００８】本発明の紺色分散染料組成物は使用する全
染料原末に対し、前記式(I) で示される染料４０〜５５
重量％、式(II)で示される染料２０〜３５重量％、式(I
II)で示される染料１５〜３０重量％を配合すればよ
く、特に望ましい紺色染色物を得るためには、式(I) で
示される染料が４５〜５０重量％、式(II)で示される染
料が２０〜３０重量％、式(III) で示される染料が２０
〜３０重量％の割合の配合がよい。本発明で用いる式
(I) 〜式 (III)で示される染料は、特公昭４１−５４６
８、特公昭４５−１２０３５、特開昭５５−７５４４
８、特公昭４７−４３７９５等で公知の染料である。も
しくはその類似のアゾ染料であり、容易に入手もしくは
常法に従って製造できる。The navy blue disperse dye composition of the present invention contains 40 to 55 of the dyes represented by the above formula (I), based on the bulk powder of all the dyes used.
% By weight, 20 to 35% by weight of the dye represented by formula (II), formula (I
The dye represented by the formula (II) may be added in an amount of 15 to 30% by weight, and in order to obtain a particularly desirable dark blue dyeing product, the dye represented by the formula (I) is represented by 45 to 50% by weight and represented by the formula (II). 20-30% by weight of dye, 20% by weight of the dye represented by formula (III)
A blending ratio of up to 30% by weight is preferred. Formula used in the present invention
The dyes represented by formulas (I) to (III) are described in JP-B-41-546.
8, JP-B-45-12035, JP-A-55-7544
8 and dyes known from JP-B-47-43795. Alternatively, it is an azo dye similar thereto and can be easily obtained or manufactured by a conventional method.
【０００９】式(I) の染料は、特開昭５５−７５４４８
及び特公昭４１−５４６８記載の方法によれば、下記式
(I) −１のアミンをジアゾ化し下記式(I) −２のカップ
リング成分とカップリングする方法により製造すること
ができる。The dye of formula (I) is disclosed in JP-A-55-75448.
And according to the method described in JP-B-41-5468, the following formula
It can be produced by a method in which an amine of (I) -1 is diazotized and coupled with a coupling component of the following formula (I) -2.
【００１０】[0010]
【化８】 〔式(I) −１中、Ｘは塩素又は臭素原子を表す〕[Chemical 8] [In Formula (I) -1, X represents a chlorine or bromine atom]
【００１１】[0011]
【化９】 〔式(I) −２中、Ｙはアセチル基又はベンゾイル基を表
す〕[Chemical 9] [In Formula (I) -2, Y represents an acetyl group or a benzoyl group]
【００１２】本発明で用いる式(I) で示される染料とし
ては、例えば次のようなもの（式（Ｉ−１）〜式（Ｉ−
４））があげられる。Examples of the dye represented by the formula (I) used in the present invention include the following (formula (I-1) to formula (I-
4)).
【化１０】 [Chemical 10]
【化１１】 [Chemical 11]
【化１２】 [Chemical 12]
【化１３】 [Chemical 13]
【００１３】式(II)の染料は特公昭４５−１２０３５記
載の方法によれば、下記式(I) −１のアミンをジアゾ化
し下記式(II)−２のカップリング成分とカップリングす
る方法により製造することができる。The dye of the formula (II) is prepared by diazotizing an amine of the following formula (I) -1 with a coupling component of the following formula (II) -2 according to the method described in JP-B-45-12035. Can be manufactured by.
【００１４】[0014]
【化１４】 〔式(I) −１中、Ｘは塩素又は臭素原子を表す〕[Chemical 14] [In Formula (I) -1, X represents a chlorine or bromine atom]
【００１５】[0015]
【化１５】 [Chemical 15]
【００１６】本発明で用いる式(II)で示される染料とし
ては、例えば次のようなもの（式（II−１），（II−
２））があげられる。Examples of the dye represented by the formula (II) used in the present invention are as follows (formulas (II-1) and (II-
2)).
【化１６】 [Chemical 16]
【化１７】 [Chemical 17]
【００１７】式(III) の染料は特公昭４１−５４６８記
載の方法によれば、下記式(III) −１のアミンをジアゾ
化し下記式(III) −２のカップリング成分とカップリン
グする方法により製造することができる。The dye of the formula (III) is obtained by diazotizing an amine of the following formula (III) -1 according to the method described in JP-B-41-5468 and coupling it with a coupling component of the following formula (III) -2. Can be manufactured by.
【００１８】[0018]
【化１８】 〔式(III) −１中、Ｘは塩素又は臭素原子を表し、Ｙは
ニトロ基又はシアノ基を表す〕[Chemical 18] [In Formula (III) -1, X represents a chlorine or bromine atom, and Y represents a nitro group or a cyano group]
【００１９】[0019]
【化１９】 〔式(III) −２中、Ｚはアセチル基又はベンゾイル基を
表す〕[Chemical 19] [In Formula (III) -2, Z represents an acetyl group or a benzoyl group]
【００２０】本発明で用いる式(III) で示される染料と
しては、例えば次のようなもの（式（III −１）〜式
（III −６））があげられる。Examples of the dye represented by the formula (III) used in the present invention include the following (formula (III-1) to formula (III-6)).
【化２０】 [Chemical 20]
【化２１】 [Chemical 21]
【化２２】 [Chemical formula 22]
【化２３】 [Chemical formula 23]
【化２４】 [Chemical formula 24]
【化２５】 [Chemical 25]
【００２１】また、本発明の紺色分散染料組成物は、下
記の方法を用いても製造することができるものもある。Further, the dark blue disperse dye composition of the present invention may be manufactured by the following method.
【化２６】 〔式(V) 中、Ｙはアセチル基又はベンゾイル基を表す〕
で示されるカップリング成分４０〜５５重量％、[Chemical formula 26] [In Formula (V), Y represents an acetyl group or a benzoyl group]
40 to 55% by weight of the coupling component represented by
【化２７】 で示されるカップリング成分２０〜３５重量％、[Chemical 27] 20 to 35% by weight of the coupling component represented by
【化２８】 〔式(VII) 中、Ｚはアセチル基又はベンゾイル基を表
す〕で示されるカップリング成分１５〜３０重量％を混
合したものを、[Chemical 28] [Wherein Z represents an acetyl group or a benzoyl group in the formula (VII)] mixed with 15 to 30% by weight of a coupling component,
【化２９】 〔式(VIII)中、Ｘは塩素又は臭素原子を表す〕で示され
るアミンをジアゾ化したものとカップリングさせて、紺
色分散染料組成物の原体を得ることができる。更に同様
に、適当な２成分を上記に準じて合成し、別に合成した
他の１成分を加えて製造することもできる。[Chemical 29] An amine represented by the formula (VIII), wherein X represents a chlorine or bromine atom, can be coupled with a diazotized amine to give a dark blue disperse dye composition. Further, in the same manner, it is also possible to synthesize by appropriately synthesizing two components according to the above, and to add another component synthesized separately.
【００２２】本発明の実施に当たっては、配合に供する
各染料のプレスケーキを適当な分散剤と共に水性媒体中
で微粒子化分散し、そのまま液状であるいはスプレー乾
燥法等により粉末状とした後、所定の割合に配合して紺
色分散染料組成物とするか、もしくは上記で述べた紺色
分散染料組成物のプレスケーキを適当な分散剤と共に水
性媒体中で微粒子化分散して紺色分散染料組成物とする
方法がある。なお前記において、微粒子化処理は公知の
方法によって行われるものであり、例えば染料（原末）
とナフタレンスルホン酸塩のホルマリン縮合物、リグニ
ンスルホン酸塩、アルキルベンゼンスルホン酸塩等を用
いて、サンドミル等の微粒子化設備で湿潤状態にて微粒
子化分散処理することによって分散染料が得られる。本
発明の方法を実施するための微粒子化分散処理された分
散染料は乾燥品、液状品のいずれであってもよい。In carrying out the present invention, the presscake of each dye to be compounded is finely dispersed in an aqueous medium together with an appropriate dispersant, and then it is liquefied as it is or powdered by a spray drying method or the like, and then a predetermined amount is obtained. A method for preparing a dark blue disperse dye composition by blending in a ratio to obtain a dark blue disperse dye composition or finely dispersing the presscake of the above-mentioned dark blue disperse dye composition in an aqueous medium together with a suitable dispersant. There is. In the above, the microparticulation treatment is performed by a known method.
A disperse dye is obtained by subjecting a formalin condensate of naphthalene sulfonate, a lignin sulfonate, an alkylbenzene sulfonate and the like to a fine particle dispersion treatment in a wet state with a fine particle atomizing equipment such as a sand mill. The disperse dye which has been subjected to the fine particle dispersion treatment for carrying out the method of the present invention may be a dry product or a liquid product.
【００２３】又、本発明の水不溶性紺色分散染料組成物
は、ｐＨ依存性が小さくかつ昇華堅牢度を含めた各種堅
牢度も良好な黒色分散染料組成物を得るための母体とし
て有用である。The water-insoluble navy blue disperse dye composition of the present invention is also useful as a matrix for obtaining a black disperse dye composition having a small pH dependency and various fastnesses including sublimation fastness.
【００２４】即ち、水不溶性黒色分散染料組成物は、下
記の式(IV)で示される染料（原末）That is, the water-insoluble black disperse dye composition is a dye (bulk powder) represented by the following formula (IV):
【化３０】 〔式(IV)中、Ｘは塩素、臭素又は水素原子を表し、Ｙは
シアノ基、フェノキシ基又はオキシベンゾイル基を表
す〕を、上記で述べた紺色分散染料の製造法と同様の処
理を行いイエローブラウン〜オレンジ色分散染料とし、
これを前述の本発明の水不溶性紺色分散染料組成物４０
〜７０重量％に対して３０〜６０重量％配合することに
より達成され得る。[Chemical 30] [Wherein, in the formula (IV), X represents a chlorine, bromine or hydrogen atom and Y represents a cyano group, a phenoxy group or an oxybenzoyl group], the same treatment as in the method for producing a dark blue disperse dye described above is performed. Yellow brown to orange disperse dye,
This is used as the above-mentioned water-insoluble navy blue disperse dye composition 40 of the present invention.
It can be achieved by blending 30 to 60% by weight with respect to 70% by weight.
【００２５】本発明に使用される式(IV)の染料は、特公
昭４３−１５３１０、特公昭５９−４３５９４、工業化
学雑誌５９巻６１９頁（１９５６）に記載の公知の染料
であり、上記文献記載の製造方法により製造することが
できる。The dye of the formula (IV) used in the present invention is a known dye described in JP-B-43-15310, JP-B-59-43594, and Industrial Chemistry Journal, Vol. 59, page 619 (1956). It can be manufactured by the manufacturing method described.
【００２６】即ち、下記式(IV)−１のアミンをジアゾ化
し、下記式(IV)−２のカップリング成分とカップリング
する方法により製造することができる。That is, it can be produced by a method in which an amine of the following formula (IV) -1 is diazotized and coupled with a coupling component of the following formula (IV) -2.
【００２７】[0027]
【化３１】 〔式(IV)−１中、Ｘは塩素、臭素又は水素原子を表す〕[Chemical 31] [In Formula (IV) -1, X represents a chlorine, bromine or hydrogen atom]
【００２８】[0028]
【化３２】 〔式(IV)−２中、Ｙはシアノ基、フェノキシ基又はオキ
シベンゾイル基を表す〕[Chemical 32] [In Formula (IV) -2, Y represents a cyano group, a phenoxy group or an oxybenzoyl group]
【００２９】本発明で用いる式(IV)で示される染料とし
ては、例えば次のようなもの（式（IV−１）〜式（IV−
９））があげられる。Examples of the dye represented by the formula (IV) used in the present invention include the following (formula (IV-1) to formula (IV-
9)).
【化３３】 [Chemical 33]
【化３４】 [Chemical 34]
【化３５】 [Chemical 35]
【化３６】 [Chemical 36]
【化３７】 [Chemical 37]
【化３８】 [Chemical 38]
【化３９】 [Chemical Formula 39]
【化４０】 [Chemical 40]
【化４１】 [Chemical 41]
【００３０】このようにして得られた紺色分散染料組成
物及び黒色分散染料組成物を用いてポリエステル系繊維
を染色するには、加圧下１０５℃以上、好ましくは１１
０〜１４０℃で染色する方法、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アーの存在下に、比較
的高温で、例えば水の沸騰状態で染色する方法、あるい
は染料分散液を布にパッディングし、１５０〜２３０℃
で３０〜６０秒乾燥処理を行ういわゆるサーモゾル法等
が挙げられる。一方、捺染を行う場合は、分散染料組成
物をグア系ガムやローカストビーン系ガム等の適当な糊
剤と共に練り合せ、これを布に印捺してスチーミング又
はサーモゾル法で処理して目的を達成することができ
る。さらに、本発明の分散染料組成物は、染色浴をアル
カリ浴対応のｐＨ調整剤を用いてｐＨ＝９〜９．５に調
整した後、加圧下１１０〜１４０℃で染色するいわゆる
アルカリ浴染色法でも使用可能である。In order to dye polyester fibers using the dark blue disperse dye composition and the black disperse dye composition thus obtained, a pressure of 105 ° C. or higher, preferably 11
A method of dyeing at 0 to 140 ° C., a method of dyeing in the presence of a carrier such as o-phenylphenol or trichlorobenzene at a relatively high temperature, for example, in a boiling state of water, or padding a cloth with a dye dispersion liquid, 150-230 ° C
A so-called thermosol method in which a drying treatment is performed for 30 to 60 seconds is mentioned. On the other hand, when performing printing, the disperse dye composition is kneaded with an appropriate sizing agent such as guar gum or locust bean gum, and this is printed on a cloth and treated by the steaming or thermosol method to achieve the purpose. can do. Further, the disperse dye composition of the present invention is a so-called alkaline bath dyeing method in which the dyeing bath is adjusted to pH = 9 to 9.5 using a pH adjusting agent compatible with an alkaline bath, and then dyed at 110 to 140 ° C. under pressure. But it can be used.
【００３１】[0031]
【作用及び効果】本発明は、ポリエステル繊維を良好な
耐光堅牢度、耐昇華堅牢度、耐洗濯堅牢度、耐水堅牢
度、耐摩擦堅牢度を有する紺色に染色し、かつｐＨ依存
性の小さい分散染料組成物を提供するものである。式
(I) ，(III) で構成される紺色分散組成物で染色された
ものは、ｐＨ依存性は小さいが昇華堅牢度が不良であ
る。これに、式(II)で示されるｐＨ依存性は大きいが昇
華堅牢度が良好な染料を特定の割合で使用し染色を行っ
た結果、紺色分散染料組成物全体としてｐＨ依存性が小
さくかつ昇華堅牢度も含めて諸堅牢度が良好なものが得
られる。さらに、この紺色染料組成物は、ｐＨ依存性が
良好でかつ昇華も含めて各種堅牢度が良好な黒色染料を
得るための母体として有用であり、ｐＨ依存性が小さく
かつ昇華を含めて諸堅牢度が良好なイエローブラウン〜
オレンジ成分を利用することにより、ｐＨ依存性が小さ
くかつ昇華堅牢度も含めて諸堅牢度が良好な黒色分散染
料組成物を得ることができる。FUNCTION AND EFFECT The present invention is a dispersion in which a polyester fiber is dyed in a dark blue color having good light fastness, fastness to sublimation, fastness to washing, fastness to water, and fastness to rubbing, and has a low pH dependence. A dye composition is provided. formula
Those dyed with the dark blue dispersion composition composed of (I) and (III) have small pH dependence but poor sublimation fastness. In addition to this, as a result of dyeing by using a dye having a large pH dependency represented by the formula (II) but having good sublimation fastness at a specific ratio, the navy blue disperse dye composition as a whole has low pH dependency and sublimation. It is possible to obtain those having various fastnesses including fastness. Furthermore, this navy blue dye composition is useful as a base for obtaining a black dye having good pH dependence and various fastnesses including sublimation, and has low pH dependence and various fastness including sublimation. Yellow brown with good degree ~
By using the orange component, it is possible to obtain a black disperse dye composition having low pH dependency and good fastnesses including sublimation fastness.
【００３２】[0032]
【実施例】本発明を実施例により更に具体的に説明する
が、本発明は以下の実施例に限定されるものではない
（文中、「部」とあるのは「重量部」を表す）。EXAMPLES The present invention will be described in more detail by way of examples, but the present invention is not limited to the following examples (in the text, "part" means "part by weight").
【００３３】実施例 １ 前記式(I) で、Ｘが塩素原子でＹがベンゾイル基である
染料原体２５部を、ナフタレンスルホン酸塩のホルムア
ルデヒド縮合物１２．５部とリグニンスルホン酸塩１
２．５部及び水５０部と共に微粒子化分散し、配合成分
（Ａ）を調整した。同じく、前記式(II)で、Ｘが臭素原
子である染料原体１３部をナフタレンスルホン酸塩のホ
ルムアルデヒド縮合物６．５部とリグニンスルホン酸塩
６．５部及び水２６部と共に微粒子化分散し、配合成分
（Ｂ）を調整した。さらに、前記式(III) で、Ｘが臭素
原子でＹがニトロ基でかつＺがアセチル基である染料原
体１２部をナフタレンスルホン酸塩のホルムアルデヒド
縮合物６部とリグニンスルホン酸塩６部及び水２４部と
共に微粒子化分散し、配合成分（Ｃ）を調整し、これら
の配合成分（Ａ），（Ｂ），（Ｃ）を配合して紺色染料
組成物２００部を得た。Example 1 In the above formula (I), 25 parts of a dye precursor in which X is a chlorine atom and Y is a benzoyl group, 12.5 parts of a formaldehyde condensate of naphthalene sulfonate and 1 part of lignin sulfonate are used.
The compounding component (A) was prepared by finely dispersing with 2.5 parts and 50 parts of water. Similarly, in the above formula (II), 13 parts of the dye base in which X is a bromine atom is finely dispersed together with 6.5 parts of a formaldehyde condensate of naphthalene sulfonate, 6.5 parts of lignin sulfonate and 26 parts of water. Then, the blending component (B) was adjusted. Further, in the above formula (III), 12 parts of a dye precursor in which X is a bromine atom, Y is a nitro group, and Z is an acetyl group, 6 parts of a formaldehyde condensate of naphthalene sulfonate and 6 parts of lignin sulfonate and Finely dispersed together with 24 parts of water, the blending component (C) was adjusted, and these blending components (A), (B) and (C) were blended to obtain 200 parts of a dark blue dye composition.
【００３４】この紺色分散染料組成物４部と高級アルコ
ール硫酸エステル３部をｐＨ＝４（酢酸−酢酸ソーダに
て調整）、ｐＨ＝７（イオン交換水）、ｐＨ＝９（ダイ
アサーバーＰＨ９５（三菱化成−ヘキスト社）にて調
整）の３種類の水３０００部中に各々均一に分散させて
染浴を調整する。この染液にポリエステル布１００部を
浸漬し、１３５℃で４０分間染色後、染色物をカセイソ
ーダ６部、ハイドロサルファイト６部、非イオン性界面
活性剤６部と水３０００部よりなる浴中で、８５℃で１
５分間還元洗浄を行い、水洗、乾燥して紺色染色物が得
られた。ｐＨ＝４，７，９の３種類の染浴で染色された
本染色物は、１８０℃にて６０秒間ヒートセットした後
の耐光、昇華、洗濯、水、摩擦等の諸堅牢度が優れてお
り、ｐＨ＝４の染浴で染色された紺色染色物に対してｐ
Ｈ＝７及び９の染浴で染色された紺色染色物の色相差は
わずかであった。4 parts of this dark blue disperse dye composition and 3 parts of a higher alcohol sulfate ester are pH = 4 (adjusted with acetic acid-sodium acetate), pH = 7 (ion-exchanged water), pH = 9 (Diaserver PH95 (Mitsubishi Chemical conversion-adjusted by Hoechst Co., Ltd.) to uniformly disperse each in 3000 parts of three kinds of water to adjust the dye bath. 100 parts of polyester cloth is dipped in this dyeing solution and dyed at 135 ° C. for 40 minutes, and then the dyed product is placed in a bath consisting of 6 parts caustic soda, 6 parts hydrosulfite, 6 parts nonionic surfactant and 3000 parts water. , At 85 ℃ 1
It was reduced and washed for 5 minutes, washed with water and dried to obtain a dark blue dyed product. The dyed product dyed with three kinds of dye baths of pH = 4, 7, 9 has excellent fastness to light, sublimation, washing, water, friction, etc. after heat setting at 180 ° C. for 60 seconds. And p for navy blue dyeing dyed in a pH = 4 dyebath
The hue difference of the navy blue dyeing dyed with the dye baths of H = 7 and 9 was slight.
【００３５】実施例 ２ 前記式(I) で、Ｘが臭素原子でＹがアセチル基である染
料原体２４部を、ナフタレンスルホン酸塩のホルムアル
デヒド縮合物１２部とリグニンスルホン酸塩１２部及び
水４８部と共に微粒子化分散し、配合成分（Ａ）を調整
した。同じく、前記式(II)で、Ｘが臭素原子である染料
原体１４部を、ナフタレンスルホン酸塩のホルムアルデ
ヒド縮合物７部とリグニンスルホン酸塩７部及び水２８
部と共に微粒子化分散し、配合成分（Ｂ）を調整した。
さらに、前記式(III) で、Ｘが臭素原子でＹがシアノ基
でかつＺがアセチル基である染料原体１２部を、ナフタ
レンスルホン酸塩のホルムアルデヒド縮合物６部とリグ
ニンスルホン酸塩６部及び水２４部と共に微粒子化分散
し、配合成分（Ｃ）を調整し、これらの配合成分
（Ａ），（Ｂ），（Ｃ）を配合して紺色染料組成物２０
０部を得た。この紺色分散染料組成物４部を、実施例１
と同様の条件で染色及び還元洗浄を行い、水洗、乾燥し
て紺色染色物が得られた。ｐＨ＝４，７，９の３種類の
染浴で染色された本染色物は、１８０℃にて６０秒間ヒ
ートセットした後の耐光、昇華、洗濯、水、摩擦等の諸
堅牢度が優れており、ｐＨ＝４の染浴で染色された紺色
染色物に対してｐＨ＝７及び９の染浴で染色された紺色
染色物の色相差はわずかであった。Example 2 In the above formula (I), 24 parts of a dye precursor in which X is a bromine atom and Y is an acetyl group, 12 parts of a formaldehyde condensate of naphthalene sulfonate, 12 parts of lignin sulfonate and water are used. Finely dispersed together with 48 parts to prepare a blending component (A). Similarly, in the above formula (II), 14 parts of a dye base in which X is a bromine atom, 7 parts of a formaldehyde condensate of naphthalene sulfonate, 7 parts of lignin sulfonate and 28 parts of water are used.
Particles were dispersed together with the parts to prepare the blending component (B).
Further, 12 parts of the dye precursor in the formula (III), wherein X is a bromine atom, Y is a cyano group and Z is an acetyl group, 6 parts of a formaldehyde condensate of naphthalene sulfonate and 6 parts of a lignin sulfonate are used. And 24 parts of water and finely dispersed to prepare a blending component (C), and blending these blending components (A), (B) and (C), a dark blue dye composition 20.
I got 0 copies. 4 parts of this dark blue disperse dye composition was used in Example 1.
Dyeing and reduction washing were carried out under the same conditions as above, followed by washing with water and drying to obtain a dark blue dyed product. The dyed product dyed with three kinds of dye baths of pH = 4, 7, 9 has excellent fastness to light, sublimation, washing, water, friction, etc. after heat setting at 180 ° C. for 60 seconds. However, the difference in hue between the navy blue dyeing dyed in the pH = 4 dyeing bath and the navy blue dyeing dyeing in the pH = 7 and 9 dyeing baths was slight.
【００３６】実施例 ３ 濃硫酸２５部及び４３．６％濃度のニトロシル硫酸５７
部の混合液中に、前記式(VIII)でＸが臭素である化合物
５０部を加え、５０±３℃で２時間攪拌し前記式(VIII)
でＸが臭素である化合物のジアゾ化液を得た。一方、１
７．５％濃度の塩酸５００部中に、前記式(V) でＹがベ
ンゾイル基である化合物２６部と、前記式(VI)の化合物
１１部、及び前記式(VII) でＺがベンゾイル基である化
合物１３部を混合して溶解し、次いで氷１０００部を加
えて０℃以下に冷却しジアゾ化液を滴下しカップリング
を行った。反応終了後、濾過、水洗して紺色染料組成物
の原体９０部（乾燥相当分）を得た。この紺色分散染料
組成物の原体５０部をナフタレンスルホン酸塩のホルマ
リン縮合物２５部とリグニンスルホン酸塩２５部及び水
１００部と共に微粒子化分散し、紺色分散染料組成物を
得た。この紺色分散染料組成物４部を、実施例１と同様
の条件で染色及び還元洗浄を行い、水洗、乾燥して紺色
染色物が得られた。ｐＨ＝４，７，９の３種類の染浴で
染色された本染色物は、１８０℃にて６０秒間ヒートセ
ットした後の耐光、昇華、洗濯、水、摩擦等の諸堅牢度
が優れていた。また、ｐＨ＝４の染浴で染色された紺色
染色物に対してｐＨ＝７及び９の染浴で染色された紺色
染色物の色相差はわずかであり、実施例１，２のごとく
各成分を配合して得られた紺色分散染料組成物と同様の
成果が得られた。Example 3 25 parts concentrated sulfuric acid and 57% nitrosyl sulfuric acid at a concentration of 43.6%
50 parts of the compound of the above formula (VIII) in which X is bromine is added to a mixed solution of the above parts, and the mixture is stirred at 50 ± 3 ° C. for 2 hours to obtain the above formula (VIII).
Thus, a diazotized solution of a compound in which X is bromine was obtained. On the other hand, 1
In 500 parts of hydrochloric acid having a concentration of 7.5%, 26 parts of the compound of the formula (V) in which Y is a benzoyl group, 11 parts of the compound of the formula (VI), and Z in the formula (VII) are a benzoyl group. Compound (13 parts) was mixed and dissolved, and then 1000 parts of ice was added and the mixture was cooled to 0 ° C. or lower, and the diazotized solution was added dropwise for coupling. After the completion of the reaction, the product was filtered and washed with water to obtain 90 parts (corresponding to dry matter) of the original product of the dark blue dye composition. 50 parts of this dark blue disperse dye composition was finely dispersed together with 25 parts of a formalin condensate of naphthalene sulfonate, 25 parts of lignin sulfonate and 100 parts of water to obtain a dark blue disperse dye composition. 4 parts of this dark blue disperse dye composition was dyed and reduced and washed under the same conditions as in Example 1, washed with water and dried to obtain a dark blue dyed product. The dyed product dyed with three kinds of dye baths of pH = 4, 7, 9 has excellent fastness to light, sublimation, washing, water, friction, etc. after heat setting at 180 ° C. for 60 seconds. It was Further, the hue difference of the navy blue dyeing dyed in the pH = 7 and 9 dyeing baths is slightly different from that of the navy blue dyeing dyeing in the pH = 4 dyeing bath. The same result as the dark blue disperse dye composition obtained by blending was obtained.
【００３７】実施例４〜５６及び比較例１，２，３ 実施例４〜４９及び比較例１，２，３については、表１
記載の式(I) 〜(III)の各成分とその使用量及び微粒子
化組成により実施例１，２と同様に、又、実施例５０〜
５６については、表１記載の式(V) 〜(VIII)の各成分と
その使用量及び微粒子化組成により実施例３と同様に紺
色分散染料組成物を得た。その染色方法及び各種堅牢度
の測定についても実施例１，２及び３と同様に行った。Examples 4 to 56 and Comparative Examples 1, 2 and 3 Tables 1 and 2 show Examples 1 to 4 and Comparative Examples 1, 2 and 3.
Similar to Examples 1 and 2, depending on the components represented by the formulas (I) to (III), the amount of the components used, and the composition for making fine particles, and Example 50 to
Regarding No. 56, a dark blue disperse dye composition was obtained in the same manner as in Example 3 by using each component of the formulas (V) to (VIII) shown in Table 1, the amount used and the finely divided composition. The dyeing method and the measurement of various fastnesses were performed in the same manner as in Examples 1, 2, and 3.
【００３８】[0038]
【表１】 [Table 1]
【００３９】[0039]
【表２】 [Table 2]
【００４０】[0040]
【表３】 [Table 3]
【００４１】[0041]
【表４】 [Table 4]
【００４２】[0042]
【表５】 [Table 5]
【００４３】[0043]
【表６】 [Table 6]
【００４４】[0044]
【表７】 [Table 7]
【００４５】[0045]
【表８】 [Table 8]
【００４６】[0046]
【表９】 [Table 9]
【００４７】[0047]
【表１０】 [Table 10]
【００４８】次に表２は、本発明の紺色分散染料組成物
の実施例及び比較例として式(I) と式(III) で構成され
る分散染料組成物、式(II)の分散染料、市販染料を使用
して染色し、更に各種堅牢度を測定した結果を示したも
のである。Next, Table 2 shows, as examples and comparative examples of the dark blue disperse dye composition of the present invention, the disperse dye composition of the formulas (I) and (III), the disperse dye of the formula (II), The results obtained by dyeing with a commercially available dye and measuring various fastnesses are shown.
【００４９】[0049]
【表１１】 [Table 11]
【００５０】[0050]
【表１２】 [Table 12]
【００５１】なお、各種堅牢度の測定方法は下記の通り
である。 耐光堅牢度：ＪＩＳ Ｌ−０８４２（カーボンフェード
メーター） ＪＩＳブルースケール判定 昇華堅牢度：ＪＩＳ Ｌ−０８７９ Ｂ号（アイロンテ
スター、１８０℃−３０秒） ＪＩＳ 汚染用グレース
ケール判定 洗濯堅牢度：ＪＩＳ Ｌ−０８４４ Ａ−４ ＪＩＳ
汚染用グレースケール判定 水堅牢度：ＪＩＳ Ｌ−０８４６ Ａ法 ＪＩＳ 汚染
用グレースケール判定 摩擦堅牢度：ＪＩＳ Ｌ−０８４９（摩擦試験機ＩＩ
型） ＪＩＳ 汚染用グレースケール判定The methods for measuring various fastnesses are as follows. Fastness to light: JIS L-0842 (carbon fade meter) JIS blue scale judgment Sublimation fastness: JIS L-0879 No. B (iron tester, 180 ° C-30 seconds) JIS grayscale judgment for staining Wash fastness: JIS L- 0844 A-4 JIS
Gray scale judgment for contamination Water fastness: JIS L-0846 Method A JIS Gray scale judgment for contamination Friction fastness: JIS L-0849 (Friction tester II
Type) JIS contamination grayscale judgment
【００５２】また、ｐＨ依存性は下記の方法により評価
した。ｐＨ＝４，７，９の３段階で染色を行いｐＨ＝４
の染浴で染色された染色物の色相に対してｐＨ＝７，ｐ
Ｈ＝９の染浴で染色された染色物の色相を比較した。 ＪＩＳ 変退色用グレースケール判定 ｐＨ＝４（酢酸，酢酸ソーダにて調製） ｐＨ＝７（イオン交換水） ｐＨ＝９（三菱化成ヘキスト社 ダイアサーバーＰＨ９
５にて調整）The pH dependency was evaluated by the following method. Staining was performed in 3 steps of pH = 4, 7, 9 and pH = 4
PH = 7, p for the hue of the dyed product dyed in the dyebath
The hues of the dyeings dyed in the H = 9 dyebath were compared. JIS gray scale judgment for discoloration and fading pH = 4 (prepared with acetic acid and sodium acetate) pH = 7 (ion-exchanged water) pH = 9 (Mitsubishi Kasei Hoechst DIASERVER PH9)
Adjust with 5.)
【００５３】表２の測定結果から明らかなように本発明
の紺色分散染料組成物は、いずれも市販染料と比較して
ｐＨ依存性が小さくかつ昇華堅牢度を含めて各種堅牢度
が良好なことがわかる。As is clear from the measurement results in Table 2, each of the dark blue disperse dye compositions of the present invention has a smaller pH dependency than the commercially available dyes and has various fastnesses including sublimation fastness. I understand.
【００５４】さらに本発明で得られた紺色分散染料組成
物を母体として得られたｐＨ依存性が小さくかつ昇華を
含めて諸堅牢度が良好な黒色分散染料組成物も下記実施
例により具体的に説明するが、これらの実施例に限定さ
れるものではない（文中、「部」とあるのは「重量部」
を表す）。Further, a black disperse dye composition obtained by using the navy blue disperse dye composition obtained in the present invention as a matrix and having low pH dependence and good fastness including sublimation will be described in detail in the following examples. Although described, the present invention is not limited to these examples (in the text, "part" means "part by weight".
Represents).
【００５５】実施例 １′ 前記式(I) で、Ｘが塩素原子でＹがベンゾイル基である
染料原体１０部を、ナフタレンスルホン酸塩のホルムア
ルデヒド縮合物５部とリグニンスルホン酸塩５部及び水
２０部と共に微粒子化分散し、配合成分（Ａ）を調整し
た。同じく、前記式(II)で、Ｘが臭素原子である染料原
体８部を、ナフタレンスルホン酸塩のホルムアルデヒド
縮合物４部とリグニンスルホン酸塩４部及び水１６部と
共に微粒子化分散し、配合成分（Ｂ）を調整した。同じ
く、前記式(III) で、Ｘが臭素原子でＹがニトロ基でか
つＺがアセチル基である染料原体７部を、ナフタレンス
ルホン酸塩のホルムアルデヒド縮合物３．５部とリグニ
ンスルホン酸塩３．５部及び水１４部と共に微粒子化分
散し、配合成分（Ｃ）を調整した。さらに、前記式(IV)
で、Ｘが塩素原子でＹがシアノ基である染料原体２５部
を、ナフタレンスルホン酸塩のホルムアルデヒド縮合物
１２．５部とリグニンスルホン酸塩１２．５部及び水５
０部と共に微粒子化分散し、配合成分（Ｄ）を調整し、
これらの配合成分（Ａ），（Ｂ），（Ｃ）及び（Ｄ）を
配合して黒色分散染料組成物２００部を得た。Example 1'10 parts of a dye base of the above formula (I), wherein X is a chlorine atom and Y is a benzoyl group, 5 parts of a formaldehyde condensate of naphthalene sulfonate and 5 parts of a lignin sulfonate, and Finely dispersed with 20 parts of water to prepare a blending component (A). Similarly, in the above formula (II), 8 parts of a dye base in which X is a bromine atom is finely dispersed with 4 parts of a formaldehyde condensate of naphthalene sulfonate, 4 parts of lignin sulfonate and 16 parts of water, and blended. The component (B) was adjusted. Similarly, in the above formula (III), 7 parts of a dye precursor in which X is a bromine atom, Y is a nitro group, and Z is an acetyl group, 3.5 parts of a formaldehyde condensate of naphthalene sulfonate and lignin sulfonate are used. The compounding component (C) was prepared by finely dispersing with 3.5 parts and 14 parts of water. Further, the above formula (IV)
In addition, 25 parts of the dye precursor in which X is a chlorine atom and Y is a cyano group, 12.5 parts of a formaldehyde condensate of naphthalene sulfonate, 12.5 parts of lignin sulfonate and 5 parts of water are added.
Finely disperse with 0 part to adjust the blending component (D),
These components (A), (B), (C) and (D) were blended to obtain 200 parts of a black disperse dye composition.
【００５６】この黒色分散染料組成物６部を高級アルコ
ール硫酸エステル３部を各々含むｐＨ＝４（酢酸−酢酸
ソーダにて調製）、ｐＨ＝７（イオン交換水）、ｐＨ＝
９（ダイアサーバーＰＨ９５（三菱化成−ヘキスト社）
にて調整）の３種類の水３０００部中に均一に分散させ
て各々の染浴を調整する。この染液にポリエステル布１
００部を浸漬し、１３５℃で４０分間染色後、染色物を
カセイソーダ６部、ハイドロサルファイト６部、非イオ
ン性界面活性剤６部と水３０００部よりなる浴中で、８
５℃で１５分間還元洗浄を行い、水洗、乾燥して黒色染
色物が得られた。ｐＨ＝４，７，９の３種類の染浴で染
色された本染色物は、１８０℃にて６０秒間ヒートセッ
トした後の耐光、昇華、洗濯、水、摩擦等の諸堅牢度が
優れており、ｐＨ＝４の染浴で染色された黒色染色物に
対してｐＨ＝７及び９の染浴で染色された黒色染色物の
色相差はほとんど認められなかった。6 parts of this black disperse dye composition each containing 3 parts of a higher alcohol sulfate ester, pH = 4 (prepared with acetic acid-sodium acetate), pH = 7 (ion-exchanged water), pH =
9 (Diaserver PH95 (Mitsubishi Kasei-Hoechst))
Each of the dye baths is uniformly dispersed in 3000 parts of water of 3 types). Polyester cloth 1 on this dye
After immersing 00 parts in the solution and dyeing it at 135 ° C. for 40 minutes, the dyed product was dyed in a bath consisting of 6 parts caustic soda, 6 parts hydrosulfite, 6 parts nonionic surfactant and 3000 parts water.
The product was reduced and washed at 5 ° C. for 15 minutes, washed with water and dried to obtain a black dyed product. The dyed product dyed with three kinds of dye baths of pH = 4, 7, 9 has excellent fastness to light, sublimation, washing, water, friction, etc. after heat setting at 180 ° C. for 60 seconds. However, the difference in hue between the black dyed products dyed in the pH = 7 and 9 dye baths was hardly recognized as compared with the black dyed products dyed in the pH = 4 dye bath.
【００５７】実施例２′〜１５′ 実施例２′〜１５′については、表３記載の式(I) 〜(I
V)の各成分とその使用量及び微粒子化組成により実施例
１′と同様に黒色分散染料組成物を得た。その染色方法
及び諸堅牢度の測定についても実施例１′と同様に行っ
た。Examples 2'-15 'For Examples 2'-15', the formulas (I)-(I
A black disperse dye composition was obtained in the same manner as in Example 1'by the respective components of V), the amount used and the finely divided composition. The dyeing method and the various fastnesses were measured in the same manner as in Example 1 '.
【００５８】[0058]
【表１３】 [Table 13]
【００５９】[0059]
【表１４】 [Table 14]
【００６０】[0060]
【表１５】 [Table 15]
【００６１】表４は、本発明の紺色分散染料組成物を母
体とした黒色分散染料組成物の実施例及び比較例として
市販染料を使用して染色し、更に各種堅牢度を測定した
結果を示したものである。なお、各種堅牢度の測定方法
及びｐＨ依存性の評価方法は紺色分散染料組成物の実施
例及び比較例と同様に行った。Table 4 shows the results of dyeing using commercially available dyes as examples and comparative examples of black disperse dye compositions using the navy blue disperse dye composition of the present invention as a matrix, and further measuring various fastnesses. It is a thing. The methods for measuring various fastnesses and the methods for evaluating pH dependence were the same as in the examples and comparative examples of the dark blue disperse dye composition.
【００６２】[0062]
【表１６】 [Table 16]
【００６３】表４の測定結果から明らかなように本発明
の紺色分散染料組成物を母体とした黒色分散染料組成物
は、いずれも市販染料と比較してｐＨ依存性が小さくか
つ昇華堅牢度を含めて各種堅牢度が良好なことがわか
る。As is clear from the measurement results shown in Table 4, all the black disperse dye compositions having the navy blue disperse dye composition of the present invention as a base material have less pH dependency and sublimation fastness as compared with the commercially available dyes. It can be seen that various fastnesses including the above are good.
Claims (4)
ル基又はベンゾイル基を表す〕下記構造式(II)で示され
る染料、 【化２】 〔式(II)中、Ｘは塩素又は臭素原子を表す〕及び下記構
造式(III) で示される染料、 【化３】 〔式(III) 中、Ｘは塩素又は臭素原子を表し、Ｙはニト
ロ基又はシアノ基を表し、Ｚはアセチル基又はベンゾイ
ル基を表し、Ｙがシアノ基でかつＺがベンゾイル基であ
るものの組み合わせを除外する〕を含むことを特徴とす
る水不溶性紺色分散染料組成物。1. A dye represented by the following structural formula (I): [In the formula (I), X represents a chlorine or bromine atom, and Y represents an acetyl group or a benzoyl group] A dye represented by the following structural formula (II): [In the formula (II), X represents a chlorine or bromine atom] and a dye represented by the following structural formula (III): [In the formula (III), X represents a chlorine or bromine atom, Y represents a nitro group or a cyano group, Z represents an acetyl group or a benzoyl group, and Y is a cyano group and Z is a benzoyl group. ] The water-insoluble navy blue disperse dye composition is contained.
５５重量％、前記構造式(II)で示される染料が２０〜３
５重量％、及び前記構造式(III) で示される染料が１５
〜３０重量％であることを特徴とする請求項１記載の水
不溶性紺色分散染料組成物。2. The dye represented by the structural formula (I) is 40 to
55% by weight, the dye represented by the structural formula (II) is 20 to 3
5% by weight, and 15% by weight of the dye represented by the structural formula (III).
The water-insoluble navy blue disperse dye composition according to claim 1, wherein the water-insoluble dark blue disperse dye composition is about 30% by weight.
０重量％ 【化４】 〔式(IV)中、Ｘは塩素、臭素又は水素原子を表し、Ｙは
シアノ基、フェノキシ基又はオキシベンゾイル基を表
す〕を請求項１又は２記載の水不溶性紺色分散染料組成
物４０〜７０重量％に配合してなることを特徴とする水
不溶性黒色分散染料組成物。3. Dyes 30 to 6 represented by the following structural formula (IV):
0% by weight [In the formula (IV), X represents chlorine, bromine or a hydrogen atom, and Y represents a cyano group, a phenoxy group or an oxybenzoyl group]. A water-insoluble black disperse dye composition, which is blended in a weight percentage.
用することを特徴とするポリエステル系繊維の染色方
法。4. A method for dyeing a polyester fiber, which comprises using the disperse dye composition according to any one of claims 1 to 3.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6087654A JP2913254B2 (en) | 1994-03-31 | 1994-03-31 | Water-insoluble disperse dye composition and method for dyeing polyester fiber using the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6087654A JP2913254B2 (en) | 1994-03-31 | 1994-03-31 | Water-insoluble disperse dye composition and method for dyeing polyester fiber using the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH07268235A true JPH07268235A (en) | 1995-10-17 |
| JP2913254B2 JP2913254B2 (en) | 1999-06-28 |
Family
ID=13920954
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6087654A Expired - Fee Related JP2913254B2 (en) | 1994-03-31 | 1994-03-31 | Water-insoluble disperse dye composition and method for dyeing polyester fiber using the same |
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| Country | Link |
|---|---|
| JP (1) | JP2913254B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002188020A (en) * | 2000-09-15 | 2002-07-05 | Dystar Textilfarben Gmbh & Co Deutschland Kg | Azo disperse dye mixture |
| CN104650621A (en) * | 2015-03-09 | 2015-05-27 | 浙江闰土股份有限公司 | Disperse dye composition and disperse dye as well as preparation method and application of disperse dye |
| CN106752062A (en) * | 2016-12-27 | 2017-05-31 | 浙江劲光实业股份有限公司 | A kind of preparation method of dispersed blue dye |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103194095B (en) * | 2013-03-29 | 2014-08-13 | 浙江龙盛集团股份有限公司 | Dispersed blue-to-black dye composition |
-
1994
- 1994-03-31 JP JP6087654A patent/JP2913254B2/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002188020A (en) * | 2000-09-15 | 2002-07-05 | Dystar Textilfarben Gmbh & Co Deutschland Kg | Azo disperse dye mixture |
| JP4707897B2 (en) * | 2000-09-15 | 2011-06-22 | ダイスター・テクステイルファルベン・ゲゼルシャフト・ミト・ベシュレンクテル・ハフツング・ウント・コンパニー・ドイッチュラント・コマンデイトゲゼルシャフト | Azo disperse dye mixture |
| CN104650621A (en) * | 2015-03-09 | 2015-05-27 | 浙江闰土股份有限公司 | Disperse dye composition and disperse dye as well as preparation method and application of disperse dye |
| CN106752062A (en) * | 2016-12-27 | 2017-05-31 | 浙江劲光实业股份有限公司 | A kind of preparation method of dispersed blue dye |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2913254B2 (en) | 1999-06-28 |
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