KR940000528A - 섬유-반응성 포르마잔 염료의 제조방법 및 아미노페놀 - Google Patents
섬유-반응성 포르마잔 염료의 제조방법 및 아미노페놀 Download PDFInfo
- Publication number
- KR940000528A KR940000528A KR1019930010606A KR930010606A KR940000528A KR 940000528 A KR940000528 A KR 940000528A KR 1019930010606 A KR1019930010606 A KR 1019930010606A KR 930010606 A KR930010606 A KR 930010606A KR 940000528 A KR940000528 A KR 940000528A
- Authority
- KR
- South Korea
- Prior art keywords
- amino
- substituted
- alkyl
- phenyl
- aminophenol
- Prior art date
Links
- BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 title claims abstract 4
- VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 title claims abstract 3
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 title claims 3
- 238000004519 manufacturing process Methods 0.000 title 1
- -1 hydrazone compound Chemical class 0.000 claims abstract 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 3
- 229910052802 copper Inorganic materials 0.000 claims 3
- 239000010949 copper Substances 0.000 claims 3
- 238000005859 coupling reaction Methods 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 230000008878 coupling Effects 0.000 claims 2
- 238000010168 coupling process Methods 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical group 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 150000004678 hydrides Chemical class 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 150000002815 nickel Chemical class 0.000 claims 1
- 229910052759 nickel Inorganic materials 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
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
- 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
- C09B62/04—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 a triazine ring
- C09B62/046—Specific dyes not provided for in group C09B62/06 - C09B62/10
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
- C07C233/42—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
- C07C233/43—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of a saturated carbon skeleton
-
- 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
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/4401—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system
- C09B62/4403—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system the heterocyclic system being a triazine ring
- C09B62/4407—Formazane dyes
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
본 발명은 섬유-반웅성 포르마잔 염료에 관한 것이다.
상기 염료는 보호적으로 포르밀화된 히드록시패 닐렌디아민을 디 아조화시키고, 히드라존 화합물과 커플링시키고, 금속화시키고, 보호기를 제거하고, 할로트리아진과 반옹시킨후, 임의적으로 아민 또는 히드록시 화합물과 반응시킴으로써, 신극의 아미노팰놀 증간생성물을 경유하여 제조된다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (4)
- (a)단계 1로서 할기 일반식(Ir)의 아미노페놀을 터아조화시키고. 하기 일방시(I(I)의 커플릴 성분과 커플링 시키고, 커플링 반응전. 도중 또는 훈에 구리 또는 니켈염을 첨가하고. (b)단계 2로서 산 또는 염기촉매하에 하기 일반식 (7)의 합성 포르마잔 화합물을 가수분해신키고, (c)단계 3으로서 합성 아미노화합물을 하기일반식 (Va) 또는 (Vb)의 할로트리아진과 반옹시괴는 것으로 이루어지는 유리산의 헝태로 굻기일반식(I)에 따르는 섬유-반응성 포르마잔 염료률 제고하기 위한 방법:상기식에서 cat7는 1당량의 양이온이고, n은 1또는 2이고, X는 산소, 또는 CO-0또는 S02-0의 라디칼이고, Me는 구리 또는 니켈이고, Y는 할로겐이고, 고리 A,5및 C는 추가의 치환기로 치환될수 있고, z는 n=1인 경우, 할로진, C1-C4-알콕시, 아미노, 모노(C1-C4-알킬)아미노, 디(C1-C4-알킬)아미노, 치환된 C2-C4-알킬아미노 또는 페닐- 또는 N-(C1-C4-알킬) -N-페닐-아미노 (여기에서, 페닐기는 각각의 경우에 치환될 수 있음)이거나, 또는 n=2일 경우, 하기일반식(1)의 라디칼띠고, Z1는 C1-C4-알콕시, 아미노, 모노(C1-C4-알킬)-아미노, 디C1-C4-알킬)아미노, 치환된 C2-C4-알킬아미노, 페닐-또는 N-(C1-C4-알킬)-N-페닐-아미노(여기에서, 페닐기는 각각의 경우에 치환될 수 있음), 또는 하기일반식 (2)의 라디칼이다 :상기식에서, L은 C2-C6-알킬렌, 또는 비치환 또는 히드록시술포닐-치환된 페닐렌이고, Y는 상기 정의된 바와같다.
- 제1항에 있어서, 일반시(I)에서 고리 A,B및 C중 2개가 각각 히드록시 술포닐에 의해 치환됨을 특징으로 하는 방법.
- 제1항에 있어서, Me가 구리임을 특징으로 하는 방법.
- 하기일반식(7)의 아미노페놀 :상기식에서 고리 C는 치환될 수 있다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP4219421.0 | 1992-06-13 | ||
DE4219421A DE4219421A1 (de) | 1992-06-13 | 1992-06-13 | Verfahren zur Herstellung von faserreaktiven Formazanfarbstoffen sowie Aminophenole |
Publications (1)
Publication Number | Publication Date |
---|---|
KR940000528A true KR940000528A (ko) | 1994-01-03 |
Family
ID=6460966
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019930010606A KR940000528A (ko) | 1992-06-13 | 1993-06-11 | 섬유-반응성 포르마잔 염료의 제조방법 및 아미노페놀 |
Country Status (6)
Country | Link |
---|---|
US (2) | US5410027A (ko) |
EP (1) | EP0574799B1 (ko) |
JP (1) | JPH0693197A (ko) |
KR (1) | KR940000528A (ko) |
DE (2) | DE4219421A1 (ko) |
TW (1) | TW260696B (ko) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4219421A1 (de) * | 1992-06-13 | 1993-12-16 | Basf Ag | Verfahren zur Herstellung von faserreaktiven Formazanfarbstoffen sowie Aminophenole |
DE4221543C1 (ko) * | 1992-07-01 | 1993-08-26 | Basf Ag, 6700 Ludwigshafen, De | |
JP3809974B2 (ja) * | 1997-02-28 | 2006-08-16 | 日本化薬株式会社 | ホルマザン化合物及びこれを用いるセルロース系繊維の染色方法 |
KR100510236B1 (ko) * | 2002-06-11 | 2005-08-26 | (주)경인양행 | 금속착염 포르마잔의 청색 염료 혼합물 |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3202650A (en) * | 1962-05-03 | 1965-08-24 | Sandoz Ltd | Metal-containing reactive azo dyes |
US648580A (en) * | 1899-11-29 | 1900-05-01 | Auguste Behal | Process of making ethereal salts of formic acid. |
US2647815A (en) * | 1951-05-03 | 1953-08-04 | Gen Aniline & Film Corp | Alkyl diformyl phenylenediamines |
US2953423A (en) * | 1957-01-29 | 1960-09-20 | Gen Aniline & Film Corp | Solubilization of dissociable ionic structures |
US3627749A (en) * | 1963-07-10 | 1971-12-14 | Geigy Ag J R | Mono-and disazo dyestuffs containing triazinylureylene groups |
GB1398601A (en) * | 1972-08-31 | 1975-06-25 | Ici Ltd | Reactive formazan dyestuffs |
JPS6018357B2 (ja) * | 1979-06-20 | 1985-05-09 | 住友化学工業株式会社 | セルロ−ズ系繊維の染色法 |
JPS5915451A (ja) * | 1982-07-19 | 1984-01-26 | Sumitomo Chem Co Ltd | 金属ホルマザン化合物、その製造法およびそれを用いる繊維材料の染色方法 |
US5155269A (en) * | 1984-01-30 | 1992-10-13 | Mallinckrodt | Purification of p-aminophenol compositions and direct conversion to N-acetyl-p-aminophenol |
DE3607825A1 (de) * | 1985-03-16 | 1986-09-18 | Sandoz-Patent-GmbH, 7850 Lörrach | Reaktive formazanverbindungen |
DE3705789A1 (de) * | 1987-02-24 | 1988-09-01 | Hoechst Ag | Kupferkomplex-formazan-verbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbstoffe |
DE3737536A1 (de) * | 1987-11-05 | 1989-05-18 | Basf Ag | Kupfer-formazanreaktivfarbstoffe und ihre verwendung |
FR2638453B1 (fr) * | 1988-10-28 | 1991-06-07 | Oreal | Ortho-aminophenols 5-substitues, procede pour les preparer et leur utilisation pour la teinture d'oxydation des fibres keratiniques |
DE3903455A1 (de) * | 1989-02-06 | 1990-08-09 | Hoechst Ag | Kupferkomplex-formazanverbindungen, verfahren zu ihrer herstellung und ihre verwendung als farbstoffe |
EP0415884A1 (de) * | 1989-08-28 | 1991-03-06 | Ciba-Geigy Ag | Verfahren zur Herstellung von aromatischen Aminen |
DE4142132C1 (ko) * | 1991-12-20 | 1993-05-27 | Cassella Ag, 6000 Frankfurt, De | |
DE4219421A1 (de) * | 1992-06-13 | 1993-12-16 | Basf Ag | Verfahren zur Herstellung von faserreaktiven Formazanfarbstoffen sowie Aminophenole |
-
1992
- 1992-06-13 DE DE4219421A patent/DE4219421A1/de not_active Withdrawn
-
1993
- 1993-06-08 DE DE59307367T patent/DE59307367D1/de not_active Expired - Lifetime
- 1993-06-08 EP EP93109173A patent/EP0574799B1/de not_active Expired - Lifetime
- 1993-06-08 JP JP5137491A patent/JPH0693197A/ja not_active Withdrawn
- 1993-06-09 TW TW082104569A patent/TW260696B/zh active
- 1993-06-11 US US08/074,608 patent/US5410027A/en not_active Expired - Fee Related
- 1993-06-11 KR KR1019930010606A patent/KR940000528A/ko not_active Application Discontinuation
-
1994
- 1994-10-31 US US08/332,095 patent/US5536876A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
EP0574799A2 (de) | 1993-12-22 |
US5410027A (en) | 1995-04-25 |
TW260696B (ko) | 1995-10-21 |
US5536876A (en) | 1996-07-16 |
DE59307367D1 (de) | 1997-10-23 |
EP0574799B1 (de) | 1997-09-17 |
EP0574799A3 (en) | 1994-05-11 |
DE4219421A1 (de) | 1993-12-16 |
JPH0693197A (ja) | 1994-04-05 |
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