KR950005916A - Novel reactive yellow dyes, preparation method thereof and dyeing method thereof - Google Patents

Novel reactive yellow dyes, preparation method thereof and dyeing method thereof Download PDF

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KR950005916A
KR950005916A KR1019930016432A KR930016432A KR950005916A KR 950005916 A KR950005916 A KR 950005916A KR 1019930016432 A KR1019930016432 A KR 1019930016432A KR 930016432 A KR930016432 A KR 930016432A KR 950005916 A KR950005916 A KR 950005916A
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South Korea
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group
hydrogen atom
formula
compound
general formula
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KR1019930016432A
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Korean (ko)
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KR960006556B1 (en
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손건평
김동성
윤석영
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김만길
이화산업 주식회사
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    • 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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/36—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to some other heterocyclic ring
    • C09B62/40—Azo dyes
    • C09B62/405—Monoazo dyes
    • 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
    • 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
    • C09B29/3621—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 a pyridine ring
    • C09B29/3626—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 a pyridine ring from a pyridine ring containing one or more hydroxyl groups (or = O)
    • C09B29/363—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 a pyridine ring from a pyridine ring containing one or more hydroxyl groups (or = O) from diazotized amino carbocyclic rings
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—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
    • D06P1/38—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 reactive dyes
    • D06P1/382—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 reactive dyes reactive group directly attached to heterocyclic group
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D06P3/66—Natural or regenerated cellulose using reactive dyes
    • D06P3/663—Natural or regenerated cellulose using reactive dyes reactive group directly attached to heterocyclic group

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

본 발명은 셀루로오즈계 섬유를 밝은 황색으로 염색하기에 적합한 하기 일반식(Ⅰ)로 표시되는 신규의 반응성 황색염료에 관한 것이다.The present invention relates to a novel reactive yellow dye represented by the following general formula (I), which is suitable for dyeing cellulose fibers in light yellow.

식중, R1은 수소원자 또는 설폰기이고, R2및 R4는 각각 수소원자, 메틸기, 에틸기, 메톡시기, 에톡시기 또는 디메톡시기이고, R3은 수소원자, 시안기, 아미노기, 카르복실기, 카바모일기, -NHCH2SO3H 또는-CONHCH2SO3H이다.Wherein R 1 is a hydrogen atom or a sulfone group, R 2 and R 4 are each a hydrogen atom, a methyl group, an ethyl group, a methoxy group, an ethoxy group or a dimethoxy group, R 3 is a hydrogen atom, a cyan group, an amino group, a carboxyl group, Carbamoyl group, -NHCH 2 SO 3 H or -CONHCH 2 SO 3 H.

Description

신규의 반응성 황색염료, 그의 제조방법 및 그의 염색방법Novel reactive yellow dyes, preparation method thereof and dyeing method thereof

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (9)

하기 일반식(Ⅰ)로 표시되는 신규의 반응성 황색염료New reactive yellow dye represented by the following general formula (I) 식중 R1은 수소원자 또는 설폰기이고, R2및 R4는 각각 수소원자, 메틸기, 에틸기, 메톡시기, 에톡시기 또는 디메톡시기이고, R3은 수소원자, 시안기, 아미노기, 카르복실기, 카바모일기, -NHCH2SO3H 또는-CONHCH2SO3H이다.Wherein R 1 is a hydrogen atom or a sulfone group, R 2 and R 4 are each a hydrogen atom, a methyl group, an ethyl group, a methoxy group, an ethoxy group or a dimethoxy group, and R 3 is a hydrogen atom, a cyan group, an amino group, a carboxyl group or a carba Moiety group, -NHCH 2 SO 3 H or -CONHCH 2 SO 3 H. 제1항에 있어서, 유리산 형태와 금속염의 형태인 일반식(Ⅰ)의 화합물.The compound of formula (I) according to claim 1, which is in the form of a free acid form and a metal salt. 제2항에 있어서, R1이 수소원자이고, R2및 R4는 각각 메틸 또는 에틸기이고, R3가 시안기, -NHCH2SO3H 또는-CONHCH2SO3H인 일반식(Ⅰ)의 화합물.The general formula (I) according to claim 2, wherein R 1 is a hydrogen atom, R 2 and R 4 are each a methyl or ethyl group, and R 3 is a cyan group, -NHCH 2 SO 3 H or -CONHCH 2 SO 3 H. Of compounds. 다음 제1내지 제3공정을 포함함을 특징으로 하는 하기 일반식(Ⅰ)로 표시되는 반응성 황색염료의 제조방법.A method for producing a reactive yellow dye represented by the following general formula (I), comprising the following first to third processes. 제1공정 : 하기 일반식(Ⅱ)의 화합물과 하기 일반식(Ⅲ)의 화합물을 축합반응시켜 일반식(Ⅳ)의 축합반응물을 얻는 공정.First step: condensation reaction of a compound of formula (II) with a compound of formula (III) to obtain a condensation reactant of formula (IV). 제2공정 : 상기 일반식(Ⅳ)의 화합물에 농염산과 아질산나트륨을 가하여 디아조화시켜 디아조액을 만드는 공정.Second step: A step of diazotizing by adding concentrated hydrochloric acid and sodium nitrite to the compound of the general formula (IV) to make a diazo solution. 제3공정 : 하기 일반식(Ⅴ)의 피리돈 화합물을 NaHSO3와 포르말린 혼합 수용액과 반응시킨 다음 상기 디아조액과 커플링시켜 하기 일반식(Ⅰ)의 염료 화합물을 얻는 공정.Third Step: A step of reacting a pyridone compound of formula (V) with a mixed aqueous solution of NaHSO 3 and formalin followed by coupling with a diazo solution to obtain a dye compound of formula (I). 상기식에서, R1은 수소원자 또는 설폰기이고, R2및 R4는 각각 수소원자, 메틸기, 에틸기, 메톡시기, 에톡시기 또는 디메톡시기이고, R3은 수소원자, 시안기, 아미노기, 카르복실기, 카바모일기, -NHCH2SO3H 또는-CONHCH2SO3H이다.Wherein R 1 is a hydrogen atom or a sulfone group, R 2 and R 4 are each a hydrogen atom, a methyl group, an ethyl group, a methoxy group, an ethoxy group or a dimethoxy group, and R 3 is a hydrogen atom, a cyan group, an amino group, or a carboxyl group , Carbamoyl group, -NHCH 2 SO 3 H or -CONHCH 2 SO 3 H. 제4항에 있어서, 유리산 형태와 금속염 형태인 일반식(Ⅰ)의 화합물을 제조하는 방법.The process of claim 4, wherein the compound of formula (I) is in free acid form and in metal salt form. 제4항에 있어서, R1이 수소원자이고, R2및 R4는 각각 메틸 또는 에틸기이고, R3가 시안기, -NHCH2SO3H 또는-CONHCH2SO3H인 일반식(Ⅰ)의 화합물의 제조방법.The general formula (I) according to claim 4, wherein R 1 is a hydrogen atom, R 2 and R 4 are each a methyl or ethyl group, and R 3 is a cyan group, -NHCH 2 SO 3 H or -CONHCH 2 SO 3 H. Process for the preparation of the compound. 제1,2또는 3항에 정의된 일반식(Ⅰ)의 반응성 황색염료를 중성무기염 및 물과 혼합하여 셀루로오즈계 섬유직물에 침지시킨후 산결합제로 고착시킴을 특징으로 하는 셀루로오즈계 섬유직물의 염색방법.Cellulose characterized in that the reactive yellow dye of formula (I) as defined in claim 1, 2 or 3 is mixed with neutral inorganic salts and water, immersed in cellulose fiber fabrics and then fixed with an acid binder. Dyeing method of textile fabric. 제7항에 있어서, 중성무기염이 염화나트륨 또는 황산나트륨임을 특징으로 하는 염색방법.8. The dyeing method according to claim 7, wherein the neutral inorganic salt is sodium chloride or sodium sulfate. 제7항에 있어서, 산결합제가 탄산나트륨 또는 수산화나트륨임을 특징으로 하는 염색방법.8. The method of claim 7, wherein the acid binder is sodium carbonate or sodium hydroxide. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019930016432A 1993-08-24 1993-08-24 Novel reactive yellow dyes, preparation method thereof and dyeing method thereof KR960006556B1 (en)

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