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KR950032479A - 분산 염료 - Google Patents

분산 염료 Download PDF

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KR950032479A
KR950032479A KR1019950000608A KR19950000608A KR950032479A KR 950032479 A KR950032479 A KR 950032479A KR 1019950000608 A KR1019950000608 A KR 1019950000608A KR 19950000608 A KR19950000608 A KR 19950000608A KR 950032479 A KR950032479 A KR 950032479A
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hydrogen
alkyl
formula
nitrophenyl
nitro
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KR1019950000608A
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KR100338914B1 (ko
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알테르마트 루에디
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피터 라스, 한스 루돌프 하우스
산도즈 리미티드
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
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    • C07—ORGANIC CHEMISTRY
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
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    • C07C255/65—Carboxylic acid nitriles containing cyano groups and nitrogen atoms further bound to other hetero atoms, other than oxygen atoms of nitro or nitroso groups, bound to the same carbon skeleton with the nitrogen atoms further bound to nitrogen atoms
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    • C07D275/04—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D275/06—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to the ring sulfur atom
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    • C09B29/28—Amino naphthols
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    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3617—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom
    • C09B29/3643—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from quinolines or hydrogenated quinolines
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    • 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
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    • C09B67/008—Preparations of disperse dyes or solvent dyes
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    • D06P1/16—General 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 dispersed, e.g. acetate, dyestuffs
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    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/921—Cellulose ester or ether
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
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    • Y10S8/922—Polyester fiber

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  • Textile Engineering (AREA)
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  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

본 발명은 하기 일반식(Ⅰ)의 분산 염료에 관한 것으로, 이 분산 염료는 완전-합성 또는 반-합성의 유기 섬유물을 염색하거나 또는 날염하기에 매우 적합하다.
(Ⅰ)
상기식에서, 기호 D, K, R3-5,R10,m,z,n 및 Y는 제1항에 정의한 의미를 갖는다.

Description

분산 염료
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 하기 일반식(Ⅰ)의 분산 염료.
    (Ⅰ)
    상기식에서, D는 분산 염료에 통상적인 디아조 성분을 의미하고, K는 하기 일반식의 방향족 라디칼을 의미하고;
    R1은 수소, 염소, C1-2-알킬, C1-2-알콕시 또는 아실아미노이고;R2는 수소, C1-4-알콕시, C1-2-알콕시에톡시, 염소, 브롬이거나, 또는 R3와 함께 화학식 -＊CH(CH3)CH2C(CH3)2-(＊는 핵에 결합됨)의 그룹을 나타내고;R3는 수소, C1-6-알킬, C3-4-알킬, 클로로-또는 브로모 -C3-4-알케닐, C3-4-알키닐, 페닐-C|1-3-알킬, C1-4-알콕시카보닐-C1-3-알킬, C3-4-알케닐옥시카보닐-C1-3-알킬, C3-4-알케닐옥시카보닐-C1-3-알킬, 페녹시-C2-4-알킬; 할로겐, 시아노, C1-4-알콕시, C1-4-알킬카보닐옥시 또는 C1-4-알콕시카보닐옥시로 치환된 C2-4-알킬; 또는 화학식 -CH2CH(R8)CH|2-R9의 그룹이고; R4는 수소, 페닐 또는 C1-2-알킬이고; R5는 하기 구조식의 라디칼이고;
    R6는 수소 또는 하이드록실이고; R7은 수소 또는 C1-4-알킬이고; R|8은 하이드록실, C1-4-알킬카보닐옥시 또는 C1-4-알콕시카보닐옥시이고;R9는 염소, C1-4-알콕시, 페녹시, 알릴옥시 또는 C1-4-알킬카보닐옥시이고; R10은 수소 또는 C1-4-알킬이고; R11은 수소, 염소, 브롬, C1-2-알킬, C1-2-알콕시 또는 니트로이고; Y는 C2-3-알킬렌이고; m 및 z는 독립적으로 0 또는 1이고; n은 1 내지 5의 수이나, 단 K가 일반식(b) 또는 (c)의 라디칼인 경우, R3는 수소만을 의미한다.
  2. 제1항에 있어서, 하기 일반식(Ⅰa)인 분산 염료;
    상기식에서, DⅠ은 3-페닐-1,2,4-티아졸릴이거나 또는 하기 일반식들 중의 하나이고;
    a는 수소, 염소, 브롬, 시아노, 니트로-, C1-4-알콕시카보닐, C1-3-아킬설포닐이고, 바람직하게는 수소, 염소, 시아노 또는 니트로이고; b는 염소, 브롬, 니트로, 메틸, C1-2-아킬설포닐, C1-4-알킬카보닐, 아미노설포닐, 모노- 또는 디-C|1-4-알킬아미노설포닐, 페닐아미노설포닐, C1-4-알콕시카보닐, 아미노카보닐, 모노- 또는 디-C1-4-알킬아미노카보닐, 페닐아미노카보닐, 페닐아조, 벤질옥시카보닐, 테트라하이드로퍼푸릴-2-옥시카보닐, C3-4-알케닐옥시카보닐, C3-4-알키닐옥시카보닐 또는 페녹시카보닐이고; c는 수소 또는 염소이거나, 또는 d가 수소인 경우 또한 티오시아노이고; d는 수소, 염소, 브롬 또는 시아노이고; e는 니트로, C1-4-알킬카보닐, C1-4-알콕시카보닐, 시아노, 아미노카보닐, 모노- 또는 디-C1-2-알킬아미노카보닐이고; f는 수소, 염소, 브롬, C1-2-알킬 또는 페닐이고; g는 니트로, 시아노, 포밀, 디시아노비닐이거나, 또는 화학식-CH=CH-NO2, -CH=C(CN)CO-OC1-4-알킬, H5C|6-N=N-또는 3-또는 4-NO2-C6H4-N=N-이고;h는 시아노 또는 C1-4-알콕시카보닐이고; i는 C1-4-알킬 또는 페닐이고; j는 -CN,-CH=CH2또는 페닐이고; k는 C1-4-알킬이고; 1은 수소, 염소, 브롬, 시아노, 티오시아노, 니트로, C1-4-알콕시카보닐 또는 디-C1-4-알킬아미노설포닐이고; p는 수고, 염소 또는 브롬이고; q는 C1-4-알킬, C1-4-알콕시카보닐-C1-4-알킬렌 또는 C1-4-알킬렌-COOCH2CF3이고; 상기 치환체들의 페닐 핵은 염소, 브롬, 메틸 또는 C1-2-알콕시중에서 하나 또는 두개의 치환체를 가질 수도 있고; R1′는 수소, C|1-2-알킬, 염소 또는 아실아미노이과; R2′는 수소, 염소, C1-2-알콕시, C1-2-알콕시에톡시이거나, 또는 R3와 함께 화학식 -CH(CH3)CH2C(CH3)2-의 그룹을 나나타내고; R3및 R5는 상기 제1항에서 정의한 의미를 갖고; R4′ 및 R10′은 독립적으로 수소 또는 C1-2-알킬이고; Y1은 화학식 -CH2CH2-또는 -CH(CH3)CH2-의 그룹이고; m 및 z는 독립적으로 0 또는 1이고; n은 1 내지 5의 수이다.
  3. 제2항에 있어서, 하기 일반식(Ⅰb)인 분산 염료.
    (Ⅰb)
    상기식에서 D2는 2,6-디시아노-4-클로로-, -4-브로모-,-4-메틸-또는 -4-니트로페닐, 2,4-디니트로-6-클로로, -6-브로모- 또는 -6-시아노페닐, 2-클로로 또는 -2-브로모-4-니트로-6-시아노페닐, 2,4-디니트로 또는 2,6-디브로모-4-니트로페닐, 2-클로로-4-니트로-6-브로모페닐, 2-클로로, 2-브로모 또는 2-시아노-4-니트로페닐, 2,4-디니트로-5-클로로페닐 또는 -5-티오시아노페닐, 2,4-디니트로-5,6-디클로로페닐, 2,5-디클로로-4-니트로페닐, 4-니트로페닐, 4-페닐아조페닐, 4-C3-4-알케닐 옥시카보닐페닐, 4-C3-4-알키닐옥시카보닐페닐, 4-C1-4-알콕시카보닐페닐, 2-C|1-4-알콕시카보닐-4-니트로페닐, -4-페녹시카보닐페닐, -4-벤질옥시카보닐페닐, -4-(테트라하이드로퍼푸릴-2′-옥시카보닐)-페닐, 3,5-디시아노-4-클로로-티에일-2, 3,5-디시아노-티에닐-2,3-시아노-5-니트로-티에닐-2,3-아세틸-5니트로-티에닐-2, 3,5-디니트로-티에닐-2, 3-(C1-4-알콕시카보닐)-5-니트로-티에닐-2, 5-페닐아조-3-시아노티에닐-2, 5-페닐아조-3-시아노-4-메틸-티에닐-2, 5-니트로-티아졸릴-2, 5-니트로벤즈니소티아졸릴-3, 3-메틸-4-시아노-이소티아졸릴-5, 3-페닐-1, 2,4-티아디아졸릴-2, 5-(C1-2-알킬머캅토)-1,3,4-티아디아졸릴-2, 3-C1-2-알콕시카보닐에틸머캅토-1,2,4-티아디아졸릴-5, 1-사이노메틸-4,5-디시아노-이디마졸릴-2, 6-니트로벤조티아졸릴-2, 5-나트로젠조티아졸릴-2, 6-티오시아노벤조티아졸릴-2, 6-클로로벤조티아졸릴-2, (5), 6, (7)-디클로로벤조티아졸릴-2, 프탈리딜-5의 군으로부터의디아조 성분의 라디칼이거나 또는 하기 일반식의 라디칼이고;
    B는 산소 또는 하기 일반식의그룹이고;=C(CN)2′=CHNO2또는
    R1′, R2′, R3, R4′, R5, R10′, m, n 및 Y1은 제2항에 정의한 바와 같다.
  4. 제3항에 있어서, D가 2,6-디시아노-4-클로로-, -4-브로모-, -4-메틸- 또는 -4-니트로페닐, 2,4-디니트로-6-클로로, -6-브로모- 또는 -6-시아노펜리, 2-클로로- 또는 2-브로모-4-니트로-6-시아노페닐, 2,4-디니트로 페닐, 2,6-디클로로-, 또는 2,6-디브로모-4-니트로페닐, 2-클로로-4-니트로-6-브로모페닐, 2-클로로, 2-브로모-또는 2-시아노-4-니트로페닐, 2,4-디니트로-5-클로로페닐 또는 -5-티오시아노페닐, 2,4-디니트로-5,6-디클로로페닐, 2,5-디클로로-4-니트로페닐, 4-니트로페닐, 프탈리딜-5의 화학식의 다아조 화합물의 라디칼이거나 또는 일반식
    (여기서, B는 산소 또는 일반식;=C(CN)2′또는알킬 의 그룹이다)의 라디칼인 분산염료.
  5. 제3항에 있어서, 일반식(Ⅰb)에서 D2가 2,4-디니트로-6-클로로-, -6-브로모- 또는 -4-시아노 페닐, 2,4-디니트로-5-클로로- 또는 -5-티오시아페닐 또는 2,4-디니트로-5,6-디클로로페닐중의 디아조 성분이고: R1′이 C1-2-알킬카보닐이미노이고; R2′가 C1-2알콕시, 또는 C1-2-알콕시에톡시이고;R3가 수소, C1-4-알킬, 시아노에틸, C1-2-알콕시에틸, 이 C3-4-알케닐, 클로르알릴, C3-4-알키닐, C1-2-알콕시카보닐메틸, 알릴옥시카보닐메틸 또는 프로파길옥시카보닐메틸이고; R4′가 수소 또는 메틸이고; R5가 하기 구조식의라디칼이고;
    R10′이 수소 또는 메틸이고; Y1이 화학식 -CH2CH2- 또는 -CH(CH|3)CH2-의 그룹이고; m이 0 또는 1이고; n이 1 내지 5의 수인 분산 염료.
  6. 제3항에 있어서, 일반식(Ⅰb)에서 , D2가 2,4-디니트로-6-클로로-, 또는 -6-브로모페닐중의 디아조 성분이고; R1′이 C1-2-알킬카보닐아미노이고; R2′가 메톡시 또는 에톡시이고; R3가 수소, 알릴, 클로르알릴 또는 프로파길이고; R5가 하기 구조식의 라디칼이고;
    R4′및 R10′이 독립적으로 수소 또는 메틸이고; Y1이 1,2-에틸렌이고; m이 0 또는 1이고; n이 1 내지 5의 수인 분산 염료.
  7. 제1항에 있어서, 일반식(Ⅰ)에서, D가 4-니트로페닐, 4-니트로-2-에틸설포닐페닐, 4-니트로-2-메틸설포닐페닐, 4-메톡시-카보닐페닐, 프탈리딜-5,4-에톡시카보닐페닐, 2-클로로-4-니트로페닐, 2, 6-디클로로-4-니트로페닐, 2-브로모-4-니트로-6-클로로페닐 또는 2-시아노-4-니트로페닐중의 디아조 성분이고; K가 일반식(a)의 라디칼이고; R1이 수소, 메틸, 아실아미노 또는 염소이고; R2가 수소이고; R3가 C1-4-알킬, C3-4-알케닐, 클로르알릴, 벤질, 시아노에틸, C1-2-알콕시에틸, C1-4-알킬카보닐옥시에틸, C1-2-알콕시-카보닐에틸 또는 C1-4-알콕시카보닐옥시에틸이고; R4및 R10이 독립적으로 수소 또는 C1-2-알킬이고; R5가 하기 구조식의 라디칼이고;
    Y가 화학식 -CH2CH2- 또는 -CH(CH3)CH2-의 그룹이고; m 및 Z가 독립적으로 0 또는 1이고; n이 1 내지 5의 수인 분산 염료.
  8. 제3항에 있어서, 일반식(Ⅰb)에서, D2가 4-니트로페닐, 2-클로로-4-니트로페닐, 2-브로모-4-니트로페닐, 2,6-디클로로-4-니트로페닐, 2-클로로-4-니트로-6-브로모페닐, 2-시아노-4-나트로페닐중의 디아조 성분이고; R1′이 수소 또는 메틸이고; R2′가 수소이고; R3가 C1-4-알킬이고; R4′가 수소 또는 메틸이고; R5가 하기 구조식의 라디칼이고;
    R10′이 수소이고; Y1이 1,2-에틸렌이고; m이 0 또는 1이고; n이 1의 수인 분산 염료.
  9. 하기 일반식(Ⅱ)의 디아조화된 아민을 하기 일반식(Ⅲ)의 화합물과 커플링시킴을 특징으로 하는, 제1항에 따른 일반식(Ⅰ)의 분산 염료를 제조하는 방법.
    상기식에서, D, K, R3-5, R10, m, z, n및 Y는 제1항에 정의한 바와 같다.
  10. 완전-합성 또는 반-합성의 소수성 고분자량 유기물질로 이루어진 섬유또는 필라멘트, 또는 이로부터 제조된 물질을 염색하거나 날염하는 것 뿐만 아니라 열 전달 날염 공정에 사용하기 위한, 제1항 내지 제8항중의 어느 한 항에 따른 일반식(Ⅰ)의 화합물의 용도.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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