JPH11106675A - Basic dye composition and dyeing using the same - Google Patents

Basic dye composition and dyeing using the same

Info

Publication number
JPH11106675A
JPH11106675A JP9289272A JP28927297A JPH11106675A JP H11106675 A JPH11106675 A JP H11106675A JP 9289272 A JP9289272 A JP 9289272A JP 28927297 A JP28927297 A JP 28927297A JP H11106675 A JPH11106675 A JP H11106675A
Authority
JP
Japan
Prior art keywords
basic dye
group
acid
carbon atoms
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.)
Pending
Application number
JP9289272A
Other languages
Japanese (ja)
Inventor
Mariko Umeda
真理子 梅田
Yasuo Shirasaki
康夫 白崎
Yasuo Murakami
靖夫 村上
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
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 Nippon Kayaku Co Ltd filed Critical Nippon Kayaku Co Ltd
Priority to JP9289272A priority Critical patent/JPH11106675A/en
Priority to KR10-1998-0041633A priority patent/KR100379079B1/en
Priority to TW087116396A priority patent/TW460547B/en
Priority to CN98120081A priority patent/CN1089350C/en
Publication of JPH11106675A publication Critical patent/JPH11106675A/en
Pending legal-status Critical Current

Links

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
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/0025Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
    • C09B29/0074Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms
    • C09B29/0092Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms containing a five-membered heterocyclic ring with two nitrogen and one sulfur as heteroatoms
    • 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
    • C09B44/00Azo dyes containing onium groups
    • C09B44/10Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system
    • C09B44/107Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system characterised by a cyclammonium five-membered specific ring not mentioned hereafter: thiadiazolium, (benz)oxazolium
    • 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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084Dispersions of dyes
    • C09B67/0085Non common dispersing agents
    • C09B67/0086Non common dispersing agents anionic dispersing agents
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/41General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using basic dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/52General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
    • D06P1/56Condensation products or precondensation products prepared with aldehydes

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition hardly causing pollution to human body such as fingers of worker, dyeing and coloring pollution to fibers other than basic dye-dyeable type synthetic fiber and excellent in compatibility with other kinds of dyes by including a thiazol-based blue basic dye and a specific anion dispersant. SOLUTION: This basic dye composition is obtained by including one or more kinds of anionic dispersant selected from (A) 1,3,4-thiadiazole-based blue basic dye [preferably a compound or the like of the formula (R1 and R2 are each H, a 1-4C alkyl or the like; R3 is a 1-4C alkyl; R4 and R5 are each H, a 1-4C alkyl or the like; R6 and R7 are each H, a 1-4C alkyl or the like; X<-> is an anion)] and (B) one or more anion dispersants selected from formalin condensate of naphthalenesulfonic acid, formalin condensate of an alkylnaphthalene-sulfonic acid, ligninsulfonic acid and polystyrenesulfonic acid, preferably at a ratio of 1-5 pts.wt. component B to 1 pt.wt. component A.

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【発明の属する技術分野】本発明は水溶性1,3,4−
チアジアゾール系青色塩基性染料と陰イオン分散剤とを
含有する塩基性染料組成物及びこれを用いる塩基性染料
可染型合成繊維と他の繊維の混紡、交織繊維を染色する
方法に関する。
TECHNICAL FIELD The present invention relates to a water-soluble 1,3,4-
The present invention relates to a basic dye composition containing a thiadiazole-based blue basic dye and an anionic dispersant, and a method of dyeing a synthetic fiber mixed with a basic dye-dyeable synthetic fiber and another fiber using the same, and dyeing a cross-woven fiber.

【0002】[0002]

【従来の技術】水溶性の塩基性染料は、一般に粉末や液
体の形で、場合によっては助剤や固体希釈剤を配合した
形で、CDP繊維(塩基性染料可染型合成繊維;酸改質
ポリエステル繊維)や、ポリアクリロニトリル繊維を堅
牢且つ鮮明に染色するために多用されているが、人体や
機器に対する汚染が大きいことや、混紡、交織繊維の一
浴染めに於いて他の染料種属例えば、分散染料、酸性染
料、直接染料、反応染料との相溶性が劣る等種々欠点が
指摘されている。
2. Description of the Related Art Water-soluble basic dyes are generally used in the form of powders or liquids, and, in some cases, admixed with auxiliaries or solid diluents, to form CDP fibers (basic dye-dyeable synthetic fibers; Polyester fibers) and polyacrylonitrile fibers, which are often used for robust and clear dyeing. However, due to the large contamination of the human body and equipment, and other dye species in one-bath dyeing of blended and mixed fibers. For example, various drawbacks have been pointed out, such as poor compatibility with disperse dyes, acid dyes, direct dyes, and reactive dyes.

【0003】[0003]

【発明が解決しようとする課題】混紡繊維或いは交織繊
維を染色するに当たり、CDP繊維やアクリロニトリル
繊維以外の繊維への汚染が改良され、また人体や機器へ
の汚染が少なく更にアニオン性の他の種属染料との相溶
性に優れた塩基性染料組成物、なかでも特に用途の広い
青色の開発が望まれている。
In dyeing a blended fiber or a woven fiber, contamination to fibers other than CDP fiber and acrylonitrile fiber is improved, and contamination to the human body and equipment is small, and other anionic species are used. It is desired to develop a basic dye composition having excellent compatibility with the genus dyes, particularly, a blue color which is particularly versatile.

【0004】[0004]

【課題を解決するための手段】本発明者は、上記従来の
欠点を解決すべく鋭意検討した結果、本発明に至ったも
のである。即ち本発明は、
Means for Solving the Problems The present inventors have made intensive studies to solve the above-mentioned conventional disadvantages, and as a result, have accomplished the present invention. That is, the present invention

【0005】(1)1,3,4−チアジアゾール系青色
塩基性染料(A)と、ナフタレン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、リグニンスルホン酸およびポリスチレンスルホ
ン酸から選ばれた少なくとも一種以上の陰イオン分散剤
(B)とを含有する塩基性染料組成物、(2)1,3,
4−チアジアゾール系青色塩基性染料(A)が式(1)
(1) 1,3,4-thiadiazole-based blue basic dye (A), selected from a formalin condensate of naphthalenesulfonic acid, a formalin condensate of alkylnaphthalenesulfonic acid, ligninsulfonic acid and polystyrenesulfonic acid A basic dye composition containing at least one or more anionic dispersants (B);
The 4-thiadiazole blue basic dye (A) is represented by the formula (1)

【0006】[0006]

【化2】 Embedded image

【0007】(式(1)中、R1 及びR2 は互いに独立
に水素原子、直鎖又は分岐鎖の、且つ置換基をもたない
かまたはヒドロキシ基、シアノ基、炭素数1〜4個のア
シルオキシ基、炭素数1〜4個のアルコキシ基或いは炭
素数1〜4個のアルコキシカルボニル基で置換された炭
素数1〜8個のアルキル基を表し、R3 は炭素数1〜4
個のアルキル基を表し、R4 及びR5 は互いに独立に水
素原子、直鎖または分岐鎖の、且つ置換基をもたないか
またはヒドロキシ基、塩素原子、シアノ基、炭素数1〜
4個のアルコキシ基、炭素数1〜4個のアシルオキシ
基、炭素数1〜4個のアルコキシカルボニルオキシ基、
アリ−ルオキシ基、アリルオキシ基、フェニル基或いは
ベンゾイルオキシ基で置換された炭素数1〜4個のアル
キル基を表し、R6 及びR7 は互いに独立に水素原子、
炭素数1〜4個のアルキル基、炭素数1〜4個のアルコ
キシ基またはハロゲン原子を表し、X- は陰イオンを表
す。)で示される塩基性染料である(1)の塩基性染料
組成物、(3)R1 及びR2 はそれぞれイソプロピル
基、R3 、R4 及びR5 はそれぞれメチル基、R6 及び
7 はそれぞれ水素原子である(1)又は(2)の塩基
性染料組成物、(4)陰イオン分散剤(B)がナフタレ
ンスルホン酸のホルマリン縮合物である(1)ないし
(3)のいずれか1項記載の塩基性染料組成物、(5)
1,3,4−チアジアゾール系青色塩基性染料(A)1
重量部に対し、陰イオン分散剤(B)1〜5重量部含有
する(1)ないし(4)のいずれか1項記載の塩基性染
料組成物、(6)塩基性染料可染型合成繊維単独または
塩基性染料可染型合成繊維と他の繊維との混合繊維を染
色する際に、(1)ないし(5)のいずれか1項記載の
塩基性染料組成物を単独或いは他の種属染料と併用して
用いることを特徴とする染色法、に関する。
(In the formula (1), R 1 and R 2 are each independently a hydrogen atom, a linear or branched, unsubstituted or hydroxy group, a cyano group, and a group having 1 to 4 carbon atoms. Represents an acyloxy group, an alkoxy group having 1 to 4 carbon atoms or an alkyl group having 1 to 8 carbon atoms substituted with an alkoxycarbonyl group having 1 to 4 carbon atoms, and R 3 represents 1 to 4 carbon atoms.
R 4 and R 5 each independently represent a hydrogen atom, a linear or branched, unsubstituted or hydroxy group, a chlorine atom, a cyano group, a carbon number of 1 to
4 alkoxy groups, an acyloxy group having 1 to 4 carbon atoms, an alkoxycarbonyloxy group having 1 to 4 carbon atoms,
Represents an alkyl group having 1 to 4 carbon atoms substituted with an aryloxy group, an allyloxy group, a phenyl group or a benzoyloxy group, wherein R 6 and R 7 are each independently a hydrogen atom,
It represents an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms or a halogen atom, and X represents an anion. (3) R 1 and R 2 are each an isopropyl group, R 3 , R 4 and R 5 are each a methyl group, R 6 and R 7 Is a basic dye composition of (1) or (2), each of which is a hydrogen atom; and (4) any of (1) to (3), wherein the anionic dispersant (B) is a formalin condensate of naphthalenesulfonic acid. The basic dye composition according to claim 1, (5)
1,3,4-thiadiazole blue basic dye (A) 1
The basic dye composition according to any one of (1) to (4), wherein the basic dye composition contains 1 to 5 parts by weight of an anionic dispersant (B) based on part by weight, and (6) a dyeable synthetic fiber of a basic dye. When dyeing a single fiber or a mixed fiber of a basic dye-dyeable synthetic fiber and another fiber, the basic dye composition according to any one of (1) to (5) is used alone or in another species. A dyeing method characterized by being used in combination with a dye.

【0008】[0008]

【発明の実施の形態】本発明において使用する式(1)
で示される化合物において、R1 及びR2 は互いに独立
に水素または炭素数1〜8個の直鎖または分岐鎖の、且
つ非置換または置換アルキル基を表すが、その具体例と
してはメチル基、エチル基、n−プロピル基、イソプロ
ピル基、n−ブチル基、sec−ブチル基、tert−
ブチル基、n−ペンチル基、イソペンチル基、ネオペン
チル基、tert−ペンチル基、n−ヘキシル基、イソ
ヘキシル基、2−エチルヘキシル基、ヘプチル基、n−
オクチル基、イソオクチル基、tert−オクチル基、
2−ヒドロキシエチル基、2−ヒドキシプロピル基、2
−メトキシエチル基、2−エトキシエチル基、2−ブト
キシエチル基、2−(イソブトキシ)−エチル基、γ−
メトキシブチル基、2−シアノエチル基、2−(メトキ
シカルボニル)エチル基、2−(ブトキシカルボニル)
エチル基、2−アセトキシエチル基、2−(プロピオニ
ルオキシ)エチル基、2−(ブチリルオキシ)エチル基
等が挙げられる。
DETAILED DESCRIPTION OF THE INVENTION Formula (1) used in the present invention
In the compounds represented by, R 1 and R 2 independently represent hydrogen or a linear or branched, unsubstituted or substituted alkyl group having 1 to 8 carbon atoms, and specific examples thereof include a methyl group, Ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, tert-
Butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, n-hexyl, isohexyl, 2-ethylhexyl, heptyl, n-
Octyl group, isooctyl group, tert-octyl group,
2-hydroxyethyl group, 2-hydroxypropyl group, 2
-Methoxyethyl group, 2-ethoxyethyl group, 2-butoxyethyl group, 2- (isobutoxy) -ethyl group, γ-
Methoxybutyl group, 2-cyanoethyl group, 2- (methoxycarbonyl) ethyl group, 2- (butoxycarbonyl)
Examples include an ethyl group, a 2-acetoxyethyl group, a 2- (propionyloxy) ethyl group, and a 2- (butyryloxy) ethyl group.

【0009】R3 は炭素数1〜4個のアルキル基を表す
が、その具体例としてはメチル基、エチル基、n−プロ
ピル基、イソプロピル基、n−ブチル基、sec−ブチ
ル基、tert−ブチル基等が挙げられる。
R 3 represents an alkyl group having 1 to 4 carbon atoms, and specific examples thereof include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group and a tert- Butyl group and the like.

【0010】R4 及びR5 は互いに独立に水素、直鎖ま
たは分岐鎖の、且つ置換基をもたないかまたはヒドロキ
シ基、塩素原子、シアノ基、炭素数1〜4個アルコキシ
基、炭素数1〜4個のアシルオキシ基、炭素数1〜4個
のアルコキシカルボニルオキシ基、アリ−ルオキシ基、
アリルオキシ基、フェニル基またはベンゾイルオキシ基
で置換されてもよい炭素数1〜4個のアルキル基を表す
が、その具体例としては2−ヒドロキシエチル基、2−
ヒドキシプロピル基、2ークロロエチル基、2ーシアノ
エチル基、2−メトキシエチル基、2−エトキシエチル
基、2−ブトキシエチル基、2−(イソブトキシ)エチ
ル基、γ−メトキシブチル基、2−アセトキシエチル
基、2−(プロピオニルオキシ)エチル基、2−(ブチ
リルオキシ)エチル基、2−(メトキシカルボニル)エ
チル基、2−(ブトキシカルボニル)エチル基、2−フ
ェノキシエチル基、2−アリルオキシエチル基、ベンジ
ル基、フェネチル基、3−フェニルプロピル基、2ーベ
ンゾイルオキシエチル基等が挙げられる。
R 4 and R 5 are each independently hydrogen, straight-chain or branched and have no substituent or a hydroxy group, a chlorine atom, a cyano group, an alkoxy group having 1 to 4 carbon atoms, 1 to 4 acyloxy groups, an alkoxycarbonyloxy group having 1 to 4 carbon atoms, an aryloxy group,
Represents an alkyl group having 1 to 4 carbon atoms which may be substituted by an allyloxy group, a phenyl group or a benzoyloxy group, and specific examples thereof include a 2-hydroxyethyl group and a 2-hydroxyethyl group.
Hydroxypropyl group, 2-chloroethyl group, 2-cyanoethyl group, 2-methoxyethyl group, 2-ethoxyethyl group, 2-butoxyethyl group, 2- (isobutoxy) ethyl group, γ-methoxybutyl group, 2-acetoxyethyl group , 2- (propionyloxy) ethyl group, 2- (butyryloxy) ethyl group, 2- (methoxycarbonyl) ethyl group, 2- (butoxycarbonyl) ethyl group, 2-phenoxyethyl group, 2-allyloxyethyl group, benzyl Group, phenethyl group, 3-phenylpropyl group, 2-benzoyloxyethyl group and the like.

【0011】R6 及びR7 は互いに独立に水素、炭素数
1〜4個のアルキル基、炭素数1〜4個のアルコキシ基
またはハロゲン原子を表すが、その具体的には、メチル
基、エチル基、n−プロピル基、イソプロピル基、n−
ブチル基、sec−ブチル基、tert−ブチル基、メ
トキシ基、エトキシ基、プロポキシ基、ブトキシ基、フ
ッ素原子、臭素原子または塩素原子等が採用される。
R 6 and R 7 each independently represent hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms or a halogen atom. Group, n-propyl group, isopropyl group, n-
A butyl group, sec-butyl group, tert-butyl group, methoxy group, ethoxy group, propoxy group, butoxy group, fluorine atom, bromine atom or chlorine atom are employed.

【0012】これらの置換基のうち好ましい組み合わせ
としては、例えばR1 及びR2 はそれぞれイソプロピル
基、R3 、R4 及びR5 はそれぞれメチル基、R6 及び
7はそれぞれ水素原子である。
As a preferable combination of these substituents, for example, R 1 and R 2 are each an isopropyl group, R 3 , R 4 and R 5 are each a methyl group, and R 6 and R 7 are each a hydrogen atom.

【0013】またX- は陰イオンを意味し、好適な陰イ
オンとしては通常の無色の有機または無機の陰イオンが
採用出来る。無機の陰イオンとしては、例えばフッ素イ
オン、塩素イオン、臭素イオン、ヨードイオン等のハロ
ゲンイオン、過塩素酸イオン、テトラフルオロほう酸イ
オン、水酸イオン、亜硫酸イオン、硫酸イオン、二水素
燐酸イオン、燐酸イオン、重炭酸イオン、炭酸イオン、
メチル硫酸イオン、エチル硫酸イオン、シアン酸イオ
ン、チオシアン酸イオン、トリクロロ亜鉛酸イオン、テ
トラクロロ亜鉛酸イオン等があげられる。又、有機の陰
イオンとしては、例えば飽和または不飽和の脂肪族、脂
環式、芳香族または複素芳香族のカルボン酸イオン及び
スルホン酸イオン、例えば蟻酸イオン、酢酸イオン、ヒ
ドロキシ酢酸イオン、蓚酸イオン、クエン酸イオン、乳
酸イオン、酒石酸イオン、シクロヘキサンカルボン酸イ
オン、フェニル酢酸イオン、安息香酸イオン、ニコチン
酸イオン、メタンスルホン酸イオン、エタンスルホン酸
イオン、ベンゼンスルホン酸イオン、クロロベンゼンス
ルホン酸イオン、トルエンスルホン酸イオン及びヘキサ
フルオロ珪酸イオン等があげられる。
X - represents an anion, and a suitable colorless organic or inorganic anion can be used as a suitable anion. Examples of the inorganic anions include halogen ions such as fluorine ions, chloride ions, bromine ions, and iodine ions, perchlorate ions, tetrafluoroborate ions, hydroxide ions, sulfite ions, sulfate ions, dihydrogen phosphate ions, and phosphate ions. Ion, bicarbonate ion, carbonate ion,
Examples include methyl sulfate ion, ethyl sulfate ion, cyanate ion, thiocyanate ion, trichlorozincate ion, tetrachlorozincate ion and the like. As the organic anion, for example, a saturated or unsaturated aliphatic, alicyclic, aromatic or heteroaromatic carboxylate ion and sulfonate ion, for example, formate ion, acetate ion, hydroxyacetate ion, oxalate ion , Citrate, lactate, tartrate, cyclohexanecarboxylate, phenylacetate, benzoate, nicotinate, methanesulfonate, ethanesulfonate, benzenesulfonate, chlorobenzenesulfonate, chlorobenzenesulfonate, toluenesulfone Acid ions and hexafluorosilicate ions.

【0014】これらの陰イオンのうち好ましいものとし
ては、例えばメチル硫酸イオン、エチル硫酸イオン等が
挙げられる。尚、陰イオンが多価の陰イオン、例えば硫
酸または蓚酸の陰イオンである場合には式(1)のX-
はこのような多価の陰イオンの1当量を示すものとす
る。
Preferred examples of these anions include methyl sulfate ion, ethyl sulfate ion and the like. Incidentally, the anion is polyvalent anion, in a case such as sulfuric acid or oxalic acid anion formula (1) X -
Represents one equivalent of such a polyvalent anion.

【0015】次に式(1)で示される塩基性染料の代表
例を表1に示す。尚、表中Phはフェニル基を意味す
る。
Next, Table 1 shows typical examples of the basic dye represented by the formula (1). In the table, Ph means a phenyl group.

【0016】[0016]

【表1】 表1 化合物No R1 2 3 4 5 6 7 - 1. iso-C3H7 iso-C3H7 CH3 CH3 CH3 H H CH3SO4 2. iso-C3H7 iso-C3H7 CH3 C2H5 C2H5 H H CH3SO4 3. iso-C3H7 iso-C3H7 CH3 C2H4OH CH3 H H CH3SO4 4. CH3 CH3 CH3 n-C4H9 n-C4H9 CH3 H CH3SO4 5. CH3 CH3 C2H5 CH3 CH3 Cl H CH3SO4 6. C2H5 C2H5 CH3 C2H5 C2H4-Ph H H Cl 7. C2H5 C2H5 CH3 C2H4OH CH3 OCH3 H Cl 8. C2H5 C2H5 CH3 C4H9 C4H9 CL H Cl 9. n-C4H9 n-C4H9 C2H5 CH3 CH3 H H Cl 10. n-C4H9 n-C4H9 C2H5 C2H5 C2H4-Ph H H ClTable 1 Table 1 Compound No. R 1 R 2 R 3 R 4 R 5 R 6 R 7 X - 1. iso-C3H7 iso-C3H7 CH3 CH3 CH3 HH CH3SO4 2. iso-C3H7 iso-C3H7 CH3 C2H5 C2H5 HH CH3SO4 3. iso-C3H7 iso-C3H7 CH3 C2H4OH CH3 HH CH3SO4 CH3 CH3 CH3 n-C4H9 n-C4H9 CH3 H CH3SO4 CH3 CH3 C2H5 CH3 CH3 ClH CH3SO4 6. 6. C2H5 C2H5 CH3 C2H5 C2H4-Ph HHCl 7. C2H5 C2H5 CH3 C2H4OH CH3 OCH3 HCl 8. C2H5 C2H5 CH3 C4H9 C4H9 CL HC1 n-C4H9 n-C4H9 C2H5 CH3 CH3 HHCl 10. n-C4H9 n-C4H9 C2H5 C2H5 C2H4-Ph HH Cl

【0017】本発明の式(1)で示される塩基性染料は
公知であり、例えば特公昭58−49578号等に記載
される方法で製造される。
The basic dye represented by the formula (1) of the present invention is known, and can be produced, for example, by the method described in JP-B-58-49578.

【0018】本発明で使用する陰イオン分散剤(B)
は、ナフタレン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、リグニン
スルホン酸およびポリスチレンスルホン酸から選ばれ
る。これらの陰イオン分散剤は通常市場より手に入れる
ことができる。例えば、ナフタレンスルホン酸のホルマ
リン縮合物はデモールN、デモールRN(何れも花王
(株)製)、 等が挙げられる。又、本発明で用いられ
るアルキルナフタレンスルホン酸のホルマリン縮合物の
アルキル基としてはメチル、エチル、プロピル、ブチル
の各基が適用され、特にメチル、ブチル基が好ましい。
またナフタレンスルホン酸のホリマリン縮合物、アルキ
ルナフタレンスルホン酸のホルマリン縮合物、リグニン
スルホン酸またはポリスチレンスルホン酸は通常、ナト
リウム、カリウム等のアルカリ金属塩、もしくはアンモ
ニウム塩の形で市販されているものが用いられる。
The anionic dispersant (B) used in the present invention
Is selected from a formalin condensate of naphthalenesulfonic acid, a formalin condensate of alkylnaphthalenesulfonic acid, ligninsulfonic acid and polystyrenesulfonic acid. These anionic dispersants are usually available commercially. For example, examples of the formalin condensate of naphthalenesulfonic acid include Demol N and Demol RN (both manufactured by Kao Corporation). As the alkyl group of the formalin condensate of alkylnaphthalenesulfonic acid used in the present invention, methyl, ethyl, propyl, and butyl groups are applied, and methyl and butyl groups are particularly preferable.
Further, formalin condensate of naphthalene sulfonic acid, formalin condensate of alkyl naphthalene sulfonic acid, lignin sulfonic acid or polystyrene sulfonic acid is usually used in the form of an alkali metal salt such as sodium or potassium, or an ammonium salt. Can be

【0019】本発明の塩基性染料組成物は、1,3,4
−チアジアゾール系青色塩基性染料(A)粉末とナフタ
レン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、リグニンスルホン酸
あるいはポリスチレンスルホン酸から選ばれた少なくと
も一種以上の陰イオン分散剤(B)粉末とを単に混合し
て製造しても良いが、通常両者を水に溶解し混合する製
造方法が好ましい。
The basic dye composition of the present invention comprises 1,3,4
At least one anionic dispersant (B) selected from thiadiazole blue basic dye (A) powder and formalin condensate of naphthalenesulfonic acid, alkylnaphthalenesulfonic acid, formalin condensate, ligninsulfonic acid or polystyrenesulfonic acid; The powder may be produced by simply mixing the powder with the powder, but a production method in which both are usually dissolved in water and mixed is preferable.

【0020】1,3,4−チアジアゾール系青色塩基性
染料(A)と陰イオン分散剤(B)を水に溶解し混合す
る方法について説明する。本発明の組成物を製造するに
当たっては、まず塩基性染料(乾燥品)の重量比で1〜
5倍、好適には2.5〜4倍ナフタレンスルホン酸のホ
ルマリン縮合物及び/またはアルキルナフタレンスルホ
ン酸のホルマリン縮合物及び/またはリグニンスルホン
酸及び/またはポリスチレンスルホン酸の水溶液(通常
10〜50重量%の水溶液)に、好ましくは酸性を保つ
為に充分な酸剤を加えて、pHを酸性に、好適にはpH
6以下に調整する。一方別に水溶性塩基性染料の粉体も
しくは、プレスケーキを撹拌下、水に懸濁させて、固形
分5〜40%の流動状のスラリーとし、このスラリーに
も酸剤を加えてpHを酸性に、好適にはpH6以下に保
っておく。こうして調製した染料の酸性スラリーと、ナ
フタレンスルホン酸のホルマリン縮合物及び/又はアル
キルナフタレンスルホン酸のホルマリン縮合物及び/ま
たはリグニンスルホン酸及び/又はポリスチレンスルホ
ン酸の酸性水溶液を撹拌下に混合すると、一旦難溶性の
塩基性染料錯塩が形成されるが、直ちに過剰のナフタレ
ンスルホン酸、アルキルナフタレンスルホン酸のホルマ
リン縮合物、リグニンスルホン酸もしくはポリスチレン
スルホン酸によって水溶化または微分散化が始まる。よ
り速やかに水溶化を完了させるために、50〜60℃位
まで加温させて、水溶化を完了させ、目的の水性の塩基
性染料組成物を得るが、所望であれば、通常の乾燥法、
例えば、噴霧乾燥、トレー中での熱風乾燥等により、粉
体状の染料組成物を得ることが出来る。塩基性染料とホ
ルマリン縮合物を混合する方法は上記記載の方法の他に
酸性状態を保ちながら染料スラリーの中へナフタレンス
ルホン酸のホルマリン縮合物及び/又はアルキルナフタ
レンスルホン酸のホルマリン縮合物及び/またはリグニ
ンスルホン酸及び/又はポリスチレンスルホン酸の水溶
液や粉体を加える方法やナフタレンスルホン酸のホルマ
リン縮合物及び/又はアルキルナフタレンスルホン酸の
ホルマリン縮合物及び/またはリグニンスルホン酸及び
/又はポリスチレンスルホン酸の水溶液中へ染料の湿ケ
ーキや粉体を加える方法も可能である。これらの場合に
おいても前記同様のpH、使用量、濃度が適用出来る。
A method of dissolving the 1,3,4-thiadiazole-based blue basic dye (A) and the anionic dispersant (B) in water and mixing them will be described. In producing the composition of the present invention, the basic dye (dry product) is first weight ratio of 1 to 1.
5 times, preferably 2.5 to 4 times formalin condensate of naphthalene sulfonic acid and / or formalin condensate of alkyl naphthalene sulfonic acid and / or aqueous solution of lignin sulfonic acid and / or polystyrene sulfonic acid (usually 10 to 50 wt. % Aqueous solution), preferably by adding an acid agent sufficient to maintain acidity to make the pH acidic, preferably pH
Adjust to 6 or less. On the other hand, a powder of a water-soluble basic dye or a press cake is suspended in water with stirring to form a fluid slurry having a solid content of 5 to 40%, and an acid agent is added to the slurry to adjust the pH to acidic. Preferably, the pH is kept at 6 or less. When the acidic slurry of the dye thus prepared and a formalin condensate of naphthalenesulfonic acid and / or a formalin condensate of alkylnaphthalenesulfonic acid and / or an aqueous acidic solution of ligninsulfonic acid and / or polystyrenesulfonic acid are mixed with stirring, once, Although a poorly soluble basic dye complex is formed, water solubility or fine dispersing starts immediately with excess naphthalenesulfonic acid, formalin condensate of alkylnaphthalenesulfonic acid, ligninsulfonic acid or polystyrenesulfonic acid. In order to complete the water-solubilization more quickly, the solution is heated to about 50 to 60 ° C. to complete the water-solubilization to obtain the desired aqueous basic dye composition. ,
For example, a powdery dye composition can be obtained by spray drying, hot air drying in a tray, or the like. The method of mixing the basic dye and the formalin condensate is the same as the method described above, except that the formalin condensate of naphthalenesulfonic acid and / or the formalin condensate of alkylnaphthalenesulfonic acid and / or A method of adding an aqueous solution or powder of ligninsulfonic acid and / or polystyrenesulfonic acid, a formalin condensate of naphthalenesulfonic acid and / or a formalin condensate of alkylnaphthalenesulfonic acid and / or an aqueous solution of ligninsulfonic acid and / or polystyrenesulfonic acid It is also possible to add a wet cake or powder of the dye therein. In these cases, the same pH, amount and concentration can be applied.

【0021】上記方法において使用してもよい酸剤は、
無機酸、有機酸あるいは、固体酸、液体酸を問わず、通
常の水溶性の水素イオン供給物質が使用出来る。例え
ば、硫酸、塩酸、硝酸等の鉱酸や酢酸、蓚酸、マレイン
酸、フマール酸、クエン酸、林檎酸、アスコルビン酸、
乳酸、酒石酸、こはく酸等の有機酸が採用される。
The acid agent that may be used in the above method is
Regardless of inorganic acids, organic acids, solid acids, and liquid acids, ordinary water-soluble hydrogen ion supply substances can be used. For example, sulfuric acid, hydrochloric acid, mineral acids such as nitric acid and acetic acid, oxalic acid, maleic acid, fumaric acid, citric acid, malic acid, ascorbic acid,
Organic acids such as lactic acid, tartaric acid and succinic acid are employed.

【0022】本発明の塩基性染料組成物を使用した染色
法としては、例えば浸染法、捺染法、パディング染色法
等の通常の繊維染色法があげられる。本発明の塩基性染
料組成物は、塩基性染料と陰イオン性分散剤がイオン的
に結合して本質的に難溶性錯塩を形成し、これが過剰の
陰イオン性分散剤の力で分散化又は可溶化されている
が、染浴中では温度の上昇と共に徐々にこの錯塩は分解
され、基体の塩基性染料のみが繊維に吸着されるため、
著しく均整性良好であるので一般に使用されている均染
剤を必ずしも必要としない。また、塩基性染料は通常ア
ニオン性染料と水不溶性錯体を形成しやすいため浸染に
おいて塩基性染料可染型合成繊維又は塩基性染料可染型
合成繊維と他の繊維との混合繊維を染色するにあたりア
ニオン性染料との併用には問題があったが、本発明の塩
基性染料組成物を使用することにより、塩基性染料と一
緒に使用できない染料、例えば酸性、分散または直接染
料との一浴染色も可能である。さらに捺染またはパディ
ング染色においては、アニオン性基を有する糊剤との相
溶性もよく、また高濃度の染浴を調整する際に溶解剤を
必要とせず、染浴調整に要する操作が極めて容易にでき
る。さらに、染色ポットなどの機器汚染、作業者の指等
の人体への染着汚染が少ないという特徴がある。
Examples of the dyeing method using the basic dye composition of the present invention include ordinary fiber dyeing methods such as dip dyeing, printing and padding dyeing. In the basic dye composition of the present invention, the basic dye and the anionic dispersant are ionically bonded to form an essentially poorly soluble complex salt, which is dispersed or dispersed by the force of the excess anionic dispersant. Although it is solubilized, this complex salt is gradually decomposed in the dyeing bath as the temperature rises, and only the basic dye of the substrate is adsorbed on the fiber,
The leveling properties are remarkably good, so that commonly used leveling agents are not necessarily required. In addition, since basic dyes are usually easy to form a water-insoluble complex with anionic dyes, dyeing basic dye-stainable synthetic fibers or mixed fibers of basic dye-stainable synthetic fibers and other fibers in dyeing is essential. Although there was a problem with the combination with an anionic dye, the use of the basic dye composition of the present invention makes it impossible to use the dye together with the basic dye, for example, one-bath dyeing with an acid, dispersion or direct dye. Is also possible. Furthermore, in printing or padding dyeing, the compatibility with the sizing agent having an anionic group is also good, and a dissolving agent is not required when adjusting a high-concentration dye bath, so that the operation required for dye bath adjustment is extremely easy. it can. Furthermore, there is a feature that contamination of equipment such as a dyeing pot and staining of a human body such as a finger of an operator are small.

【0023】[0023]

【実施例】次に実施例によって本発明を更に具体的に説
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%」を示す。
Next, the present invention will be described more specifically with reference to examples, but the present invention is not limited to these examples. In the examples, “parts” and “%” indicate “parts by weight” and “% by weight”, respectively.

【0024】実施例1 化合物No.1の塩基性染料の乾燥品202部に水91
7部を加えてよくかきまぜ、スラリー状とし、このスラ
リーに酢酸を加えpH6以下に調製した。このスラリー
を、ナフタレンスルホン酸のホルマリン縮合物ナトリウ
ム塩401部を溶解し、酢酸でpH6以下に調製した水
溶液929部の中へ、撹拌下に加え、錯塩スラリーとし
た。この錯塩スラリーをさらに65℃に昇温して、3時
間撹拌すると、完全に水溶化された液状の青色塩基性染
料組成物が得られた。この液状品を噴霧乾燥することに
より、青色塩基性染料組成物の乾燥品535部が得られ
た。この組成物の作業者の指等の人体への染着汚染は、
化合物No.1の塩基性染料単独に比べて著しく改良さ
れていた。
Example 1 Compound no. Water 91 was added to 202 parts of the dried product of 1 basic dye.
7 parts were added and mixed well to form a slurry. Acetic acid was added to the slurry to adjust the pH to 6 or less. The slurry was added with stirring to 929 parts of an aqueous solution prepared by dissolving 401 parts of a sodium salt of a formalin condensate of naphthalenesulfonic acid and adjusting the pH to 6 or less with acetic acid to obtain a complex salt slurry. The complex salt slurry was further heated to 65 ° C. and stirred for 3 hours to obtain a completely water-soluble liquid blue basic dye composition. The liquid product was spray-dried to obtain 535 parts of a dried blue basic dye composition. Dyeing contamination of the human body such as a finger of an operator of the composition is as follows.
Compound No. The improvement was remarkably improved as compared with the basic dye 1 alone.

【0025】実施例2 化合物No.1の塩基性染料の乾燥品202部に水91
7部を加えてよくかきまぜ、スラリー状とし、このスラ
リーに酢酸を加えpH6以下に調製した。このスラリー
を、アルキルナフタレンスルホン酸のホルマリン縮合物
ナトリウム塩401部を溶解し、酢酸でpH6以下に調
製した水溶液929部の中へ、撹拌下に加え、錯塩スラ
リーとした。この錯塩スラリーをさらに65℃に昇温し
て、3時間撹拌すると、完全に水溶化された液状の青色
塩基性染料組成物が得られた。この液状品を噴霧乾燥す
ることにより、青色塩基性染料組成物の乾燥品535部
が得られた。この組成物の作業者の指等の人体への染着
汚染は、化合物No.1の塩基性染料単独に比べて著し
く改良されていた。
Example 2 Compound No. Water 91 was added to 202 parts of the dried product of 1 basic dye.
7 parts were added and mixed well to form a slurry. Acetic acid was added to the slurry to adjust the pH to 6 or less. The slurry was added with stirring to 929 parts of an aqueous solution prepared by dissolving 401 parts of a sodium salt of a formalin condensate of alkylnaphthalenesulfonic acid and adjusted to pH 6 or less with acetic acid to obtain a complex salt slurry. The complex salt slurry was further heated to 65 ° C. and stirred for 3 hours to obtain a completely water-soluble liquid blue basic dye composition. The liquid product was spray-dried to obtain 535 parts of a dried blue basic dye composition. The staining of the human body such as a finger of an operator by the composition was confirmed by Compound No. The improvement was remarkably improved as compared with the basic dye 1 alone.

【0026】実施例3 化合物No.1の塩基性染料の乾燥品202部に水91
7部を加えてよくかきまぜ、スラリー状とした。このス
ラリーをリグニンスルホン酸401部を溶解した水溶液
929部の中へ、撹拌下に加え、錯塩スラリーとした。
この錯塩スラリーをさらに65℃に昇温して、3時間撹
拌すると、完全に水溶化された液状の青色塩基性染料組
成物が得られた。この液状品を噴霧乾燥することによ
り、青色塩基性染料組成物の乾燥品535部が得られ
た。この組成物の作業者の指等の人体への染着汚染は、
化合物No.1の塩基性染料単独に比べて著しく改良さ
れていた。
Example 3 Compound No. Water 91 was added to 202 parts of the dried product of 1 basic dye.
7 parts were added and mixed well to obtain a slurry. This slurry was added with stirring to 929 parts of an aqueous solution in which 401 parts of ligninsulfonic acid was dissolved to obtain a complex salt slurry.
The complex salt slurry was further heated to 65 ° C. and stirred for 3 hours to obtain a completely water-soluble liquid blue basic dye composition. The liquid product was spray-dried to obtain 535 parts of a dried blue basic dye composition. Dyeing contamination of the human body such as a finger of an operator of the composition is as follows.
Compound No. The improvement was remarkably improved as compared with the basic dye 1 alone.

【0027】実施例4 化合物No.1の塩基性染料の乾燥品202部に水91
7部を加えてよくかきまぜ、スラリー状とした。このス
ラリーをポリスチレンスルホン酸401部を溶解した水
溶液929部の中へ、撹拌下に加え、錯塩スラリーとし
た。この錯塩スラリーをさらに65℃に昇温して、3時
間撹拌すると、完全に水溶化された液状の青色塩基性染
料組成物が得られた。この液状品を、噴霧乾燥すること
により、青色塩基性染料組成物の乾燥品535部が得ら
れた。この組成物の作業者の指等の人体への染着汚染
は、化合物No.1の塩基性染料単独に比べて著しく改
良されていた。
Example 4 Compound no. Water 91 was added to 202 parts of the dried product of 1 basic dye.
7 parts were added and mixed well to obtain a slurry. This slurry was added with stirring to 929 parts of an aqueous solution in which 401 parts of polystyrene sulfonic acid was dissolved to obtain a complex salt slurry. The complex salt slurry was further heated to 65 ° C. and stirred for 3 hours to obtain a completely water-soluble liquid blue basic dye composition. The liquid product was spray-dried to obtain 535 parts of a dried blue basic dye composition. The staining of the human body such as a finger of an operator by the composition was confirmed by Compound No. The improvement was remarkably improved as compared with the basic dye 1 alone.

【0028】実施例5 実施例1で製造した塩基性染料組成物1部を、常法によ
り酢酸と酢酸ソーダでpH4に調整した染色用水500
0部に溶解させ染浴を調製した。これにCDP繊維の布
100部を60℃で浸漬し、30分間で120℃に昇温
して同温度で60分間染色した。これを水洗することに
より、均一に染色された青色染色物を得た。なお、ステ
ンレス染色ポットの汚染はなかった。
Example 5 1 part of the basic dye composition prepared in Example 1 was adjusted to pH 4 with acetic acid and sodium acetate in the usual manner to adjust the pH to 4, and the dyeing water was 500 parts.
The solution was dissolved in 0 parts to prepare a dye bath. 100 parts of CDP fiber cloth was immersed in this at 60 ° C., heated to 120 ° C. in 30 minutes, and dyed at the same temperature for 60 minutes. This was washed with water to obtain a uniformly dyed blue dyed product. There was no contamination of the stainless steel staining pot.

【0029】実施例6 実施例1で製造した塩基性染料組成物1部を、常法によ
り酢酸と酢酸ソーダでpHを表2に示す値に調整した染
色用水5000部に溶解させ染浴を調製した。これにC
DPとポリエステルの交織布(CDPとポリエステルの
割合が80:20で筋状に織ったもの)100部を60
℃で浸漬し、30分間で120℃に昇温して同温度で6
0分間染色し水洗した。染色結果を下記表2に示す。
Example 6 A dye bath was prepared by dissolving 1 part of the basic dye composition prepared in Example 1 in 5000 parts of dyeing water whose pH was adjusted to the value shown in Table 2 with acetic acid and sodium acetate in a conventional manner. did. This is C
100 parts of a cross-woven cloth of DP and polyester (woven with a ratio of CDP and polyester of 80:20 and streaked) is 60 parts
Immersion at 120 ° C., heated to 120 ° C. in 30 minutes, and
It was stained for 0 minutes and washed with water. The staining results are shown in Table 2 below.

【0030】実施例7 実施例3で製造した塩基性染料組成物1部を、常法によ
り酢酸と酢酸ソーダでpH4に調整した染色用水500
0部に溶解させ染浴を調製した。これにポリアクリロニ
トリル繊維の布100部を60℃で浸漬し30分間で1
00℃昇温し同温度で60分間染色し、水洗した。鮮明
な青色染色物が得られた。
Example 7 1 part of the basic dye composition prepared in Example 3 was adjusted to pH 4 with acetic acid and sodium acetate in a conventional manner to adjust the pH to 4, and the dyeing water was 500 parts.
The solution was dissolved in 0 parts to prepare a dye bath. 100 parts of a cloth of polyacrylonitrile fiber is immersed in this at 60 ° C.
The temperature was raised to 00 ° C, dyed at the same temperature for 60 minutes, and washed with water. A clear blue dyeing was obtained.

【0031】実施例8 実施例2で製造した塩基性染料組成物2部を10部の水
に溶解させた。一方、カヤノールミリングブルーBW
(日本化薬製酸性染料)2部を20部の温湯に溶解させ
た。これらを水6000部に氷酢酸1部を加えた中にい
れて染浴とした。60℃でアクリロニトリル:ウール
(50:50)混紡糸100部を浸漬して100℃に昇
温し60分間染色した。染色中ターリングは全くなく両
繊維ともに濃色に染色された均一な青色の染色物を得
た。
Example 8 2 parts of the basic dye composition prepared in Example 2 was dissolved in 10 parts of water. On the other hand, Kayanol milling blue BW
2 parts (acid dye made by Nippon Kayaku) were dissolved in 20 parts of hot water. These were added to 1 part of glacial acetic acid in 6000 parts of water to prepare a dye bath. At 60 ° C., 100 parts of an acrylonitrile: wool (50:50) blended yarn was immersed, heated to 100 ° C., and dyed for 60 minutes. There was no tarling during the dyeing, and a uniform blue dyed product was obtained in which both fibers were dyed dark.

【0032】実施例9 実施例2で製造した塩基性染料成物0. 8部及びカヤロ
ンポリエステルライトイエロー5G−S(日本化薬製分
散染料)0.02部を常法により、酢酸と酢酸ソーダで
pHを4に調整した染色用水180部に溶解させ染浴を
調製した。これに、CDPとポリエステルの交織布(C
DPとポリエステルの割合が80:20で筋状に織った
もの)4部を60℃で浸漬し、60分間で130℃に昇
温し、同温度で60分間染色し水洗した。染色中ターリ
ングは全くなく、CDP部分は青色に均一に染色され、
ポリエステル部分は鮮明な黄色に染色された。この組成
物のポリエステル部分への汚染は非常に小さく無視し得
る。
Example 9 0.8 parts of the basic dye compound prepared in Example 2 and 0.02 parts of Kayalon polyester light yellow 5GS (Nippon Kayaku disperse dye) were added to acetic acid and acetic acid in a conventional manner. The solution was dissolved in 180 parts of dyeing water adjusted to pH 4 with soda to prepare a dye bath. In addition, a cross-woven cloth of CDP and polyester (C
4 parts of a fiber woven with a ratio of DP and polyester of 80:20 were immersed at 60 ° C., heated to 130 ° C. for 60 minutes, dyed at the same temperature for 60 minutes, and washed with water. There is no tarling during staining, and the CDP part is uniformly stained blue.
The polyester part was dyed a vivid yellow. Contamination of the polyester portion of the composition is very small and negligible.

【0033】比較例1 代表的な水溶性塩基性染料C.I.ベーシックブルー5
4(ベンゾチアゾール系)を、実施例1と同様の方法を
用いて水溶化または微分散化し、塩基性染料組成物を得
た。この組成物を、実施例6と同様の方法で、CDPと
ポリエステルの交織布(CDPとポリエステルの割合
が、80:20で筋状に織ったもの)に染色した。結果
を表2に示す。
Comparative Example 1 Representative water-soluble basic dye I. Basic Blue 5
4 (benzothiazole) was made water-soluble or finely dispersed in the same manner as in Example 1 to obtain a basic dye composition. This composition was dyed in the same manner as in Example 6 onto a cross-woven cloth of CDP and polyester (the ratio of CDP and polyester woven in a streak of 80:20). Table 2 shows the results.

【0034】[0034]

【表2】表2 pH 実施例6 比較例1 5.5 ○ × 4 ○ × 3.5 ○ △[Table 2] Table 2 pH Example 6 Comparative Example 1 5.5 ○ × 4 ○ × 3.5 ○ △

【0035】 ○:ポリエステル部分に汚染なし △:ポリエステル部分に赤味の汚染が若干あり ×:ポリエステル部分に赤味の汚染が顕著にあり:: No contamination in polyester portion Δ: Slight reddish contamination in polyester portion X: Reddish contamination was noticeable in polyester portion

【0036】表2から明らかなように、本発明の塩基性
染料組成物を使用した被染物のCDP部分は青色に均一
に染色され、ポリエステルの部分は筋状に白残しとな
り、汚染は認められなかった。一方、比較例1の塩基性
染料組成物を使用した被染物のCDP部分は青色に均一
に染色されたが、ポリエステル部分はpHにより汚染の
程度は異なるが、何れも赤味に着色汚染された。
As is evident from Table 2, the CDP portion of the material to be dyed using the basic dye composition of the present invention is uniformly dyed blue, and the polyester portion is left with streaks and white stains are observed. Did not. On the other hand, the CDP portion of the material to be dyed using the basic dye composition of Comparative Example 1 was uniformly dyed blue, but the polyester portion was stained reddish, though the degree of contamination varied depending on the pH. .

【0037】[0037]

【発明の効果】本発明で得られる青色塩基性染料組成物
は作業者の指等の人体汚染、染色機器汚染が少なく、他
種属染料との相溶性に優れ、塩基性染料可染型繊維以外
の繊維、特にポリエステルへの着色汚染が少ないという
利点がある。また染料の吸尽性が高いという特徴をそな
えているので染色を安定にしかも経済的に行うことが出
来る。
EFFECT OF THE INVENTION The blue basic dye composition obtained according to the present invention has low contamination of the human body such as a worker's finger and staining of dyeing equipment, is excellent in compatibility with other kinds of dyes, and is a basic dye dyeable fiber. There is an advantage that coloring contamination to other fibers, especially polyester, is small. In addition, since the dye has a high exhaustion property, dyeing can be performed stably and economically.

Claims (6)

【特許請求の範囲】[Claims] 【請求項1】1,3,4−チアジアゾール系青色塩基性
染料(A)と、ナフタレン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、リグニンスルホン酸およびポリスチレンスルホン酸
から選ばれた少なくとも一種以上の陰イオン分散剤
(B)とを含有する塩基性染料組成物。
1. A 1,3,4-thiadiazole blue basic dye (A), selected from a formalin condensate of naphthalenesulfonic acid, a formalin condensate of alkylnaphthalenesulfonic acid, ligninsulfonic acid and polystyrenesulfonic acid. A basic dye composition containing at least one or more anionic dispersants (B).
【請求項2】1,3,4−チアジアゾール系青色塩基性
染料(A)が式(1) 【化1】 (式(1)中、R1 及びR2 は互いに独立に水素原子、
直鎖又は分岐鎖の、且つ置換基をもたないかまたはヒド
ロキシ基、シアノ基、炭素数1〜4個のアシルオキシ
基、炭素数1〜4個のアルコキシ基或いは炭素数1〜4
個のアルコキシカルボニル基で置換された炭素数1〜8
個のアルキル基を表し、R3 は炭素数1〜4個のアルキ
ル基を表し、R4 及びR5 は互いに独立に水素原子、直
鎖または分岐鎖の、且つ置換基をもたないかまたはヒド
ロキシ基、塩素原子、シアノ基、炭素数1〜4個のアル
コキシ基、炭素数1〜4個のアシルオキシ基、炭素数1
〜4個のアルコキシカルボニルオキシ基、アリ−ルオキ
シ基、アリルオキシ基、フェニル基或いはベンゾイルオ
キシ基で置換された炭素数1〜4個のアルキル基を表
し、R6 及びR7 は互いに独立に水素原子、炭素数1〜
4個のアルキル基、炭素数1〜4個のアルコキシ基また
はハロゲン原子を表し、X- は陰イオンを表す。)で示
される塩基性染料である請求項1の塩基性染料組成物。
2. The 1,3,4-thiadiazole blue basic dye (A) is represented by the formula (1): ## STR1 ## (In the formula (1), R 1 and R 2 are each independently a hydrogen atom,
Straight or branched, unsubstituted or hydroxy, cyano, C1-4 acyloxy, C1-4 alkoxy or C1-4
1 to 8 carbon atoms substituted with two alkoxycarbonyl groups
R 3 represents an alkyl group having 1 to 4 carbon atoms, and R 4 and R 5 independently of one another are a hydrogen atom, a straight-chain or branched-chain, and have no substituent or Hydroxy group, chlorine atom, cyano group, alkoxy group having 1 to 4 carbon atoms, acyloxy group having 1 to 4 carbon atoms, 1 carbon atom
Represents an alkyl group having 1 to 4 carbon atoms substituted by 1 to 4 alkoxycarbonyloxy groups, aryloxy groups, allyloxy groups, phenyl groups or benzoyloxy groups, and R 6 and R 7 independently represent a hydrogen atom , Having 1 to 1 carbon atoms
X represents an alkyl group, an alkoxy group having 1 to 4 carbon atoms or a halogen atom, and X represents an anion. The basic dye composition according to claim 1, which is a basic dye represented by the formula (1):
【請求項3】R1 及びR2 はそれぞれイソプロピル基、
3 、R4 及びR5 はそれぞれメチル基、R6 及びR7
はそれぞれ水素原子である請求項1又は2の塩基性染料
組成物。
3. R 1 and R 2 are each an isopropyl group,
R 3 , R 4 and R 5 are each a methyl group, R 6 and R 7
The basic dye composition according to claim 1 or 2, wherein each is a hydrogen atom.
【請求項4】陰イオン分散剤(B)がナフタレンスルホ
ン酸のホルマリン縮合物である請求項1ないし3のいず
れか1項記載の塩基性染料組成物。
4. The basic dye composition according to claim 1, wherein the anionic dispersant (B) is a formalin condensate of naphthalenesulfonic acid.
【請求項5】1,3,4−チアジアゾール系青色塩基性
染料(A)1重量部に対し、陰イオン分散剤(B)1〜
5重量部含有する請求項1ないし4のいずれか1項記載
の塩基性染料組成物。
5. An anion dispersant (B) 1 to 1,3,4-thiadiazole blue basic dye (A) per 1 part by weight.
The basic dye composition according to any one of claims 1 to 4, which contains 5 parts by weight.
【請求項6】塩基性染料可染型合成繊維単独または塩基
性染料可染型合成繊維と他の繊維との混合繊維を染色す
る際に、請求項1ないし5のいずれか1項記載の塩基性
染料組成物を単独或いは他の種属染料と併用して用いる
ことを特徴とする染色法。
6. The base according to any one of claims 1 to 5, when dyeing a basic dye-dyeable synthetic fiber alone or a mixed fiber of a basic dye-dyeable synthetic fiber and another fiber. A dyeing method, comprising using a dyestuff composition alone or in combination with another kind of dyestuff.
JP9289272A 1997-10-07 1997-10-07 Basic dye composition and dyeing using the same Pending JPH11106675A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP9289272A JPH11106675A (en) 1997-10-07 1997-10-07 Basic dye composition and dyeing using the same
KR10-1998-0041633A KR100379079B1 (en) 1997-10-07 1998-10-02 Basic dye compositions and dyeing methods using the same
TW087116396A TW460547B (en) 1997-10-07 1998-10-02 Basic dyestuff composition and dyeing method using the same
CN98120081A CN1089350C (en) 1997-10-07 1998-10-06 Basic dyestuff composition and dyeing method using the same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP9289272A JPH11106675A (en) 1997-10-07 1997-10-07 Basic dye composition and dyeing using the same

Publications (1)

Publication Number Publication Date
JPH11106675A true JPH11106675A (en) 1999-04-20

Family

ID=17741024

Family Applications (1)

Application Number Title Priority Date Filing Date
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Country Status (4)

Country Link
JP (1) JPH11106675A (en)
KR (1) KR100379079B1 (en)
CN (1) CN1089350C (en)
TW (1) TW460547B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002006271A (en) * 2000-06-26 2002-01-09 Asahi Lite Optical Co Ltd Method for manufacturing colored plastic lens
CN103267575A (en) * 2013-05-08 2013-08-28 黄山加佳荧光材料有限公司 Quick determination method for chromatic aberration of basic dyestuff
WO2013146782A1 (en) * 2012-03-27 2013-10-03 積水化学工業株式会社 Influenza virus infection inhibitor for fiber processing, fiber product using same, and production method therefor

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1329456C (en) * 2004-10-15 2007-08-01 东港工贸集团有限公司 Alkali proof stabilizer for active dye
CN100344707C (en) * 2005-08-30 2007-10-24 大连理工大学 Alkali resistant black active dye suitable for batch cold process

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4222257A1 (en) * 1992-07-07 1994-01-13 Bayer Ag Cationic thiadiazole diphenylamine dyes

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002006271A (en) * 2000-06-26 2002-01-09 Asahi Lite Optical Co Ltd Method for manufacturing colored plastic lens
WO2013146782A1 (en) * 2012-03-27 2013-10-03 積水化学工業株式会社 Influenza virus infection inhibitor for fiber processing, fiber product using same, and production method therefor
CN103267575A (en) * 2013-05-08 2013-08-28 黄山加佳荧光材料有限公司 Quick determination method for chromatic aberration of basic dyestuff

Also Published As

Publication number Publication date
TW460547B (en) 2001-10-21
CN1089350C (en) 2002-08-21
CN1216309A (en) 1999-05-12
KR19990036840A (en) 1999-05-25
KR100379079B1 (en) 2003-07-18

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