JPH059401A - Disperse dye mixture - Google Patents

Disperse dye mixture

Info

Publication number
JPH059401A
JPH059401A JP16470891A JP16470891A JPH059401A JP H059401 A JPH059401 A JP H059401A JP 16470891 A JP16470891 A JP 16470891A JP 16470891 A JP16470891 A JP 16470891A JP H059401 A JPH059401 A JP H059401A
Authority
JP
Japan
Prior art keywords
dyeing
disperse dye
formula
disperse
dye
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.)
Pending
Application number
JP16470891A
Other languages
Japanese (ja)
Inventor
Kazuhisa Konishi
一寿 小西
Ryoichi Sekioka
遼一 関岡
Biyuuraa Ururitsuhi
ウルリツヒ・ビユーラー
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hoechst Mitsubishi Kasei Co Ltd
Original Assignee
Hoechst Mitsubishi Kasei Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hoechst Mitsubishi Kasei Co Ltd filed Critical Hoechst Mitsubishi Kasei Co Ltd
Priority to JP16470891A priority Critical patent/JPH059401A/en
Publication of JPH059401A publication Critical patent/JPH059401A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To improve the dyeing properties and temperature dependence of navy-blue disperse dyes while maintaining the excellent wet color fastness of the dyes to thereby improve dyeing reproducibility by blending two specific disperse dyes. CONSTITUTION:At least one disperse dye represented by formula I is blended with at least one disperse dye represented by formula II. In formula I, X represents a hydrogen atom or a halogen atom and R<1> represents a hydrogen atom, a 1-3C alkyl group, or a 1-3C alkoxyl group. In formula II, R<2> represents a 1-4C alkyl group. The blending ratio of the dye of formula I to that of formula II is generally about (10-90):(90-10) by weight.

Description

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

【0001】[0001]

【産業上の利用分野】本発明は分散染料混合物に関する
もので、詳しくは、高温染色時の温度依存性及びビルド
アップ性の優れたネービー色系分散染料混合物に関する
ものである。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a disperse dye mixture, and more particularly to a navy disperse dye mixture which is excellent in temperature dependency and build-up during high temperature dyeing.

【0002】[0002]

【従来の技術】前記一般式[A]で示されるネービー色
系の分散染料は、ポリエステル繊維を染色した場合の湿
潤堅牢度が優れた染料として知られているが、この分散
染料は高温染色時における染着性が十分とは言えず、ビ
ルドアップ性が劣り、又、温度依存性が大きく、染色の
再現性に問題があった。
2. Description of the Related Art Navy disperse dyes represented by the general formula [A] are known as dyes having excellent wet fastness when dyeing polyester fibers. The dyeing property was not sufficient, the build-up property was poor, and the temperature dependency was large, and there was a problem in dyeing reproducibility.

【0003】[0003]

【発明が解決しようとする課題】本発明は、前示一般式
[A]で示されるネービー色系分散染料の優れた湿潤堅
牢度を維持しつつ、染着性、温度依存性の改良により染
色再現性を向上させることを目的とするものである。
DISCLOSURE OF THE INVENTION The present invention provides dyeing by improving dyeability and temperature dependence while maintaining the excellent wet fastness of the navy disperse dye represented by the general formula [A] shown above. The purpose is to improve reproducibility.

【0004】[0004]

【課題を解決するための手段】本発明者等は上記実情に
鑑み鋭意検討の結果、前示一般式[A]の染料と特定構
造の染料とを混合して用いると、単独使用の場合に比べ
て著しく染色特性が向上することを見い出した。すなわ
ち、本発明の要旨は、前示一般式[A]で示される分散
染料と前示一般式[B]で示される分散染料を混合して
なる分散染料混合物に存する。
Means for Solving the Problems As a result of intensive investigations by the present inventors in view of the above-mentioned circumstances, when a dye of the general formula [A] shown above and a dye having a specific structure are used as a mixture, they can be used alone. It was found that the dyeing properties were remarkably improved in comparison. That is, the gist of the present invention lies in a disperse dye mixture obtained by mixing the disperse dye represented by the general formula [A] shown above with the disperse dye represented by the general formula [B] shown above.

【0005】以下、本発明を詳細に説明する。前示式
[A]及び[B]で表わされる染料自体は、例えば、米
国特許第4,415,494号等により公知である。本
発明においては、前示式[A]及び[B]で示される分
散染料を混合するが、その配合割合は通常、[A]:
[B]=10〜90:90〜10(重量比)好ましくは
80〜20:20〜80(重量比)となる範囲から選択
される。[B]成分の使用量が少なすぎる場合又は多す
ぎる場合には、温度依存性、ビルドアップ性などの向上
効果が不十分で染色再現性が劣ると言う欠点がある。
The present invention will be described in detail below. The dyes themselves represented by the above formulas [A] and [B] are known, for example, from US Pat. No. 4,415,494. In the present invention, the disperse dyes represented by the above formulas [A] and [B] are mixed, and the mixing ratio thereof is usually [A]:
[B] = 10 to 90:90 to 10 (weight ratio), preferably 80 to 20:20 to 80 (weight ratio). If the amount of the component (B) used is too small or too large, there is a drawback that the effect of improving temperature dependency, build-up property and the like is insufficient and dyeing reproducibility is poor.

【0006】本発明で対象とする前示一般式[A]の分
散染料は公知法に従い、例えば2,4−ジニトロアニリ
ン又は2−ハロ−4,6−ジニトロアニリンをジアゾ化
し、これをN−フェニルアミノナフタリン類とカップリ
ングすることにより、又、前示一般式[B]の分散染料
は、例えば、2−ブロモ−4,6−ジニトロアニリンを
ジアゾ化し、m−位に−NHCOR2 基を有するN,N
−ジエチルアニリン誘導体とカップリング反応すること
により容易に製造することができる。
The disperse dye of the general formula [A] shown above, which is the object of the present invention, is diazotized, for example, with 2,4-dinitroaniline or 2-halo-4,6-dinitroaniline according to a known method, and this is N- By coupling with a phenylaminonaphthalene compound, the disperse dye represented by the general formula [B] shown above, for example, diazotizes 2-bromo-4,6-dinitroaniline to give a -NHCOR 2 group at the m-position. Have N, N
-It can be easily produced by a coupling reaction with a diethylaniline derivative.

【0007】上記[A]成分と[B]成分を混合してな
る分散染料混合物はネービー色系の分散染料混合物とし
て有用であるが、該染料混合物は常法に従い他の染料を
配合することにより、所望の色合いに調整することがで
きる。特に本発明の分散染料混合物を黒色染料混合物の
ネービー色成分として使用し、オレンジ成分と配合した
染料混合物は、染料吸尽率、温度依存性、洗濯堅牢度の
良好な黒色染料混合物である。配合される染料は特に限
定されず、公知のオレンジ系染料が使用される。オレン
ジ成分としては、例えば下記式[C−1]及び[C−
2]の染料等が挙げられる。
The disperse dye mixture prepared by mixing the above components [A] and [B] is useful as a navy color disperse dye mixture. The dye mixture is prepared by blending other dyes according to a conventional method. , Can be adjusted to a desired shade. In particular, the disperse dye mixture of the present invention is used as a navy color component of a black dye mixture, and the dye mixture blended with the orange component is a black dye mixture having good dye exhaustion rate, temperature dependence, and fastness to washing. The dye to be blended is not particularly limited, and a known orange dye is used. Examples of the orange component include the following formulas [C-1] and [C-
2] and the like.

【0008】[0008]

【化3】 [Chemical 3]

【0009】[0009]

【化4】 [Chemical 4]

【0010】黒色染料混合物におけるネービー色成分と
オレンジ成分の配合割合は、通常80〜50:20〜5
0(重量比)程度である。本発明の分散染料混合物を使
用するに当っては、常法により、例えば、ナフタレンス
ルホン酸−ホルマリン縮合物、リグニンスルホン酸−ホ
ルマリン縮合物などの公知のアニオン系分散剤と混合
し、染料ケーキを分散処理して分散染料組成物を調製す
る必要がある。
The mixing ratio of the navy color component and the orange component in the black dye mixture is usually 80-50: 20-5.
It is about 0 (weight ratio). In using the disperse dye mixture of the present invention, by a conventional method, for example, naphthalenesulfonic acid-formalin condensate, ligninsulfonic acid-formalin condensate known anionic dispersants are mixed to obtain a dye cake. It is necessary to carry out dispersion treatment to prepare a disperse dye composition.

【0011】本発明の分散染料混合物は主としてポリエ
ステル繊維を染色するために用いられるが、ポリエステ
ル繊維は単独でも他の繊維との混合品でもよい。染色方
法としては種々の方法に適用できるが、本発明は吸尽染
色法に適応した場合に、優れた染着性及び温度依存性更
に、高温分散性を示す。吸尽染色における染色条件はキ
ャリヤー剤を使用するキャリヤー染色でもよく、特に限
定されるものではないが、例えば、染色温度は95〜1
40℃程度であり、染色浴pHは4〜9.5程度であ
る。
The disperse dye mixture of the present invention is mainly used for dyeing polyester fibers, but the polyester fibers may be used alone or as a mixture with other fibers. Although various dyeing methods can be applied, the present invention, when applied to the exhaust dyeing method, exhibits excellent dyeing property and temperature dependency, and further high temperature dispersibility. The dyeing conditions in the exhaust dyeing may be carrier dyeing using a carrier agent and are not particularly limited. For example, the dyeing temperature is 95 to 1
It is about 40 ° C. and the pH of the dyeing bath is about 4 to 9.5.

【0012】[0012]

【実施例】次に、本発明を実施例により更に詳細に説明
するが、本発明はその要旨を超えない限り以下の実施例
に限定されるものではない。 参考例〈各分散染料の調製〉 (1)下記表−1に記載の構造式[A−1]〜[A−
7]の各分散染料52gをリグニンスルホン酸−ホルマ
リン縮合物30g、ナフタリンスルホン酸−ホルマリン
縮合物18g及び水300gと共にサンドグラインダー
で5時間湿式粉砕しスプレー乾燥することにより粉末状
染料組成物[A−1]〜[A−7]を得た。
EXAMPLES Next, the present invention will be described in more detail by way of examples, but the present invention is not limited to the following examples unless it exceeds the gist thereof. Reference Example <Preparation of each disperse dye> (1) Structural formulas [A-1] to [A- shown in Table 1 below.
52 g of each disperse dye of 7] together with 30 g of a ligninsulfonic acid-formalin condensate, 18 g of a naphthalenesulfonic acid-formalin condensate and 300 g of water are wet-ground for 5 hours with a sand grinder and spray-dried to obtain a powdered dye composition [A- 1] to [A-7] were obtained.

【0013】[0013]

【表1】 [Table 1]

【0014】(2)前記構造式[B]に於いて、R2
CH3である染料[B−1]及びR 2 がn−C3 7
ある染料[B−2]の各分散染料47gを、リグニンス
ルホン酸−ホルマリン縮合物50g、ナフタリンスルホ
ン酸−ホルマリン縮合物3g及び水300gと共にサン
ドグラインダーで5時間湿式粉砕しスプレー乾燥するこ
とにより粉末状染料組成物[B−1]及び[B−2]を
得た。 (3)前記構造式[C−1]及び[C−2]の各分散染
料52gをリグニンスルホン酸−ホルマリン縮合物30
g、ナフタリンスルホン酸−ホルマリン縮合物18g及
び水300gと共にサンドグラインダーで5時間湿式粉
砕し、スプレー乾燥することにより粉末状分散染料組成
物[C−1]及び[C−2]を得た。
(2) In the above structural formula [B], R2But
CH3Dyes [B-1] and R which are 2Is n-C3H7so
47 g of each disperse dye of a certain dye [B-2] is lignin
Rufonic acid-formalin condensate 50 g, naphthalene sulfo
Sun with 3 g of acid-formalin condensate and 300 g of water
Wet crush for 5 hours with a dog grinder and spray dry.
To give powder dye compositions [B-1] and [B-2]
Obtained. (3) Dispersion dyes of the structural formulas [C-1] and [C-2]
52 g of lignin sulfonic acid-formalin condensate 30
g, naphthalenesulfonic acid-formalin condensate 18 g and
Wet powder for 5 hours with sand grinder together with 300g of water
Powdery disperse dye composition by crushing and spray drying
The products [C-1] and [C-2] were obtained.

【0015】実施例1〜16及び比較例1〜13 参考例で調製した[A−1]〜[A−7]と[B−1]
〜[B−2]の各分散染料組成物を、分散染料の重量比
が表−2に記載の割合となる様に配合した混合染料を使
用し、下記に示した方法に従って、ネービーブルー色染
色試験を各々実施し評価を行なった。結果を表−2に示
す。 〈染色方法−高温染色〉ポリエステルスパン布を染色濃
度2%o.w.f.で、アニオン系均染助剤1g/lを
使用し、酢酸及び酢酸ナトリウムにてpH5.0±0.
5に調製し、浴比1:10で135℃、30分間染色を
行なった。得られた染布を、苛性ソーダ2g/l、ハイ
ドロサルファイト2g/l、特殊アニオン・ノニオン系
界面活性剤1g/1を用いて80℃で10分間還元洗浄
を行なった。
Examples 1 to 16 and Comparative Examples 1 to 13 [A-1] to [A-7] and [B-1] prepared in Reference Example.
To [B-2], each of the disperse dye compositions is blended so that the weight ratio of the disperse dyes is the ratio shown in Table 2, and a navy blue dyeing is performed according to the method shown below. Each test was conducted and evaluated. The results are shown in Table-2. <Dyeing method-high temperature dyeing> Polyester spun cloth is dyed at a density of 2% o. w. f. Then, using 1 g / l of an anionic leveling aid, pH 5.0 ± 0.
5, and dyeing was carried out at a bath ratio of 1:10 at 135 ° C. for 30 minutes. The obtained dyed cloth was reduced and washed at 80 ° C. for 10 minutes using 2 g / l of caustic soda, 2 g / l of hydrosulfite, and 1 g / 1 of a special anion / nonionic surfactant.

【0016】〈染色試験〉(1)吸尽性(染料吸尽率) 高温染色を行い染浴中に残存している染料量を光学的に
分析し、使用染料量と残存染料量から染料吸尽率を求め
た。 (2)温度依存性 高温染色に於いて、染色温度135℃又は120℃で染
色した染布の表面濃度を測定し下式に従って温度依存性
を評価した。温度保存性=(染色温度120℃に於ける
染布の表面濃度/染色温度135℃に於ける染布の表面
濃度)×100(%) (3)洗濯堅牢度 高温染色で得られた染布につき、JIS L0844−
1973(A−2)試験を行いナイロン白布の汚染度を
評価した。
<Dyeing test> (1) Exhaust property (dye exhaustion rate) High-temperature dyeing was performed to optically analyze the amount of dye remaining in the dyeing bath, and the dye absorbency was determined from the amount of dye used and the amount of residual dye. I calculated the sufficiency. (2) Temperature Dependence In high temperature dyeing, the surface density of the dyed fabric dyed at a dyeing temperature of 135 ° C. or 120 ° C. was measured and the temperature dependency was evaluated according to the following formula. Temperature storability = (Surface density of dyed cloth at dyeing temperature of 120 ° C./Surface density of dyed cloth at dyeing temperature of 135 ° C.) × 100 (%) (3) Washing fastness Dyeing cloth obtained by high temperature dyeing Per JIS L0844
The 1973 (A-2) test was conducted to evaluate the degree of stain of the nylon white cloth.

【0017】[0017]

【表2】 [Table 2]

【0018】実施例17〜40及び比較例14〜33 参考例で調製した[A−1]〜[A−7]と[B−1]
〜[B−2]、更に[C−1]〜[C−2]の各分散染
料組成物を分散染料の重量比が表−3に記載の割合とな
る様に配合した混合染料を使用し、ブラック色の染色試
験を実施し、評価を行なった。結果を表2に示す。
Examples 17-40 and Comparative Examples 14-33 [A-1] to [A-7] and [B-1] prepared in Reference Example.
To [B-2], and further, each of the disperse dye compositions of [C-1] to [C-2] is blended so that the weight ratio of the disperse dyes is the ratio shown in Table-3. A black dyeing test was performed and evaluated. The results are shown in Table 2.

【0019】尚、染色方法は、実施例1〜16及び比較
例1〜13に於ける染色方法に於ける染色濃度を4%
o.w.f.とした以外は同様に行い、又、各染色試験
も染色濃度40%o.w.f.での染色結果につき、同
様に評価を行なった。
The dyeing method was carried out at a dyeing density of 4% in the dyeing methods of Examples 1 to 16 and Comparative Examples 1 to 13.
o. w. f. The same procedure as described above was used, and each dyeing test was carried out at a dyeing density of 40% o. w. f. The same evaluation was performed for the staining results in 1.

【0020】[0020]

【表3】 [Table 3]

【0021】[0021]

【表4】 [Table 4]

【0022】[0022]

【発明の効果】本発明の分散染料混合物は染料吸尽性、
温度依存性、洗濯堅牢度等に優れたネービー系分散染料
混合物であり、又、黒色染色用染料混合物のネービー成
分としても有用である。
The disperse dye mixture of the present invention has a dye exhaustion property,
It is a navy-based disperse dye mixture excellent in temperature dependency, washing fastness, etc., and is also useful as a navy component of a black dyeing dye mixture.

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】 下記一般式[A]で示される分散染料の
少なくとも1種と下記一般式[B]で示される分散染料
の少なくとも1種とを混合してなる分散染料混合物。 【化1】 【化2】 (式[A]中、Xは水素原子又はハロゲン原子を表わ
し、R1 は水素原子、C1 〜C3 アルキル基又はC1
3 アルコキシ基を表わし、式[B]中、R2 はC 1
4 アルキル基を表わす)
1. A disperse dye represented by the following general formula [A]:
Disperse dyes represented by at least one kind and the following general formula [B]
A disperse dye mixture obtained by mixing at least one of the above. [Chemical 1] [Chemical 2] (In the formula [A], X represents a hydrogen atom or a halogen atom.
And R1Is a hydrogen atom, C1~ C3Alkyl group or C1~
C3Represents an alkoxy group, and in the formula [B], R2Is C 1~
CFourRepresents an alkyl group)
【請求項2】 前示一般式[A]で示される分散染料と
前示一般式[B]で示される分散染料の配合割合が90
〜10:10〜90(重量比)である請求項1記載の分
散染料混合物。
2. The compounding ratio of the disperse dye represented by the general formula [A] shown above and the disperse dye represented by the general formula [B] shown above is 90.
10. The disperse dye mixture according to claim 1, which is from 10:10 to 90 (weight ratio).
JP16470891A 1991-07-04 1991-07-04 Disperse dye mixture Pending JPH059401A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP16470891A JPH059401A (en) 1991-07-04 1991-07-04 Disperse dye mixture

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP16470891A JPH059401A (en) 1991-07-04 1991-07-04 Disperse dye mixture

Publications (1)

Publication Number Publication Date
JPH059401A true JPH059401A (en) 1993-01-19

Family

ID=15798376

Family Applications (1)

Application Number Title Priority Date Filing Date
JP16470891A Pending JPH059401A (en) 1991-07-04 1991-07-04 Disperse dye mixture

Country Status (1)

Country Link
JP (1) JPH059401A (en)

Similar Documents

Publication Publication Date Title
US5688288A (en) Disperse dye composition and method for dyeing hydrophobic fiber material therewith
KR100220654B1 (en) Disperse dye mixtures
KR101050598B1 (en) Dye composition for dyeing or printing fiber products comprising cellulose acetate
US5304222A (en) Monoazo benzothiazole disperse dye mixture
KR0168851B1 (en) Disperse dye mixture and dyeing method employing it
US20040117924A1 (en) Disazo compound, reactive dye composition, and methods of dyeing cellulose or cellulose-containing fiber
JPH10251534A (en) Mixture of orange color-based disperse dye
CN109504126A (en) A kind of high fastness of environment-friendly type disperses black blue dye mixture, the product comprising it and application
JPS6245792A (en) Dyeing of polyester fiber having fine denier
JP3527781B2 (en) Disperse dye mixture
JP3115106B2 (en) Disperse dye mixture
US5935274A (en) Mixtures of monoazopyridone dyes
JPH059401A (en) Disperse dye mixture
JP3217009B2 (en) Disperse dye composition and method for dyeing hydrophobic fiber material using the same
JP2913254B2 (en) Water-insoluble disperse dye composition and method for dyeing polyester fiber using the same
JP3335484B2 (en) Orange disperse dye composition and method for dyeing hydrophobic fiber material using the same
EP0491387A2 (en) Disperse dye mixture and method for dyeing polyester fibers
JP3031761B2 (en) Dye composition and method for dyeing hydrophobic fiber using the same
JPH11302555A (en) Disperse dye mixture
JPH10140029A (en) Disperse dye composition and dyeing of hydrophobic fibers by using the same
JP3013947B2 (en) Dye mixture and method for dyeing hydrophobic fibers using the same
JP2933342B2 (en) Disperse dye mixture
JP3199921B2 (en) Disperse dye composition and dyeing method using the same
KR100412164B1 (en) Azo dye mixture and dyeing or printing method of textile material using same
JP3243098B2 (en) Disperse dye mixture