GB1520423A - Cationic azo dyestuffs - Google Patents
Cationic azo dyestuffsInfo
- Publication number
- GB1520423A GB1520423A GB48202/74A GB4820274A GB1520423A GB 1520423 A GB1520423 A GB 1520423A GB 48202/74 A GB48202/74 A GB 48202/74A GB 4820274 A GB4820274 A GB 4820274A GB 1520423 A GB1520423 A GB 1520423A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- diazotised
- dyeing
- amine
- coupled
- 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.)
- Expired
Links
- 150000001412 amines Chemical class 0.000 abstract 2
- 239000000987 azo dye Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 230000008878 coupling Effects 0.000 abstract 2
- 238000010168 coupling process Methods 0.000 abstract 2
- 238000005859 coupling reaction Methods 0.000 abstract 2
- 239000012954 diazonium Substances 0.000 abstract 2
- 150000001989 diazonium salts Chemical class 0.000 abstract 2
- 238000004043 dyeing Methods 0.000 abstract 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- KYPOHTVBFVELTG-UHFFFAOYSA-N but-2-enedinitrile Chemical group N#CC=CC#N KYPOHTVBFVELTG-UHFFFAOYSA-N 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- -1 sulpho Chemical class 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
- C09B44/00—Azo dyes containing onium groups
- C09B44/02—Azo dyes containing onium groups containing ammonium groups not directly attached to an azo group
- C09B44/04—Azo dyes containing onium groups containing ammonium groups not directly attached to an azo group from coupling components containing amino as the only directing group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5407—Acyclic saturated phosphonium compounds
-
- 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
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
-
- 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
-
- 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/04—Disazo dyes from a coupling component "C" containing a directive amino group
-
- 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/04—Disazo dyes from a coupling component "C" containing a directive amino group
- C09B31/041—Disazo dyes from a coupling component "C" containing a directive amino group containing acid groups, e.g. -CO2H, -SO3H, -PO3H2, -OSO3H, -OPO2H2; Salts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Coloring (AREA)
Abstract
Novel azo dyes are free from sulpho and carboxyl groups. They correspond to the formula <IMAGE> in which D, R<1>, R<2>, R<3>, Q, X, Y and n have the meanings given in Patent Claim 1. The azo dyes of formula I are prepared by a process wherein 1a) an amine of formula D-NH2 is diazotised and 1b) the resulting diazonium salt is coupled, in an acid medium, with an appropriate coupling component, or 2a) an amine of formula D-NH2 is diazotised, 2b) the resulting diazonium salt is coupled with an appropriate coupling component in which, however, the group -Q<(+)>1 DIVIDED nX<n-> is replaced by R<4> and 2c) the resulting compound is reacted with a tertiary heterocyclic base to give a compound of formula I, wherein Q has the meaning given in Patent Claim 7. R<4> in this context has the meaning given in Patent Claim 7. The new dyes are suitable for dyeing or printing polymers and copolymers of acrylonitrile and dicyanoethylene and also for dyeing or printing acid-modified polyesters and polyamides.
Priority Applications (15)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB48202/74A GB1520423A (en) | 1974-11-07 | 1974-11-07 | Cationic azo dyestuffs |
ZA00756625A ZA756625B (en) | 1974-11-07 | 1975-10-21 | Azo dyestuffs |
IT28679/75A IT1043649B (en) | 1974-11-07 | 1975-10-24 | ACOIC DYES |
AU86001/75A AU494175B2 (en) | 1974-11-07 | 1975-10-24 | Azo dyestuffs |
BE161426A BE835071A (en) | 1974-11-07 | 1975-10-30 | AZOIC COLORANTS |
NL7512716A NL7512716A (en) | 1974-11-07 | 1975-10-30 | PROCESS FOR THE PREPARATION OF WATER-SOLUBLE AZO COLORING AGENTS, PROCESS FOR COLORING SYNTHETIC POLYMER MATERIALS AND MATERIALS COLORED ACCORDING TO THIS PROCESS. |
DE19752548879 DE2548879A1 (en) | 1974-11-07 | 1975-10-31 | AZO DYES |
AR261025A AR206734A1 (en) | 1974-11-07 | 1975-10-31 | QUATERNARY SALTS OF 2- (2-HALO-4- (4-NITROPHENYLAZO) -PHENYLAMINE) ETHYL AS NEW AZOIC COLORS AND PROCEDURE FOR THEIR PREPARATION |
FR7534003A FR2290472A1 (en) | 1974-11-07 | 1975-11-06 | AZOIC COLORANTS |
BR7507331*A BR7507331A (en) | 1974-11-07 | 1975-11-06 | AZOIC DYES AND ITS MANUFACTURING PROCESS |
CH1436875A CH625265A5 (en) | 1974-11-07 | 1975-11-06 | Process for the preparation of novel water-soluble azo dyes |
CA239,267A CA1065309A (en) | 1974-11-07 | 1975-11-06 | Azo dyestuffs |
ES442415A ES442415A1 (en) | 1974-11-07 | 1975-11-07 | Cationic azo dyestuffs |
JP50133919A JPS5173026A (en) | 1974-11-07 | 1975-11-07 | Surupponsanki oyobi karubonsankiofukumanaiazosenryonoseiho |
ES445519A ES445519A1 (en) | 1974-11-07 | 1976-02-25 | Cationic azo dyestuffs |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB48202/74A GB1520423A (en) | 1974-11-07 | 1974-11-07 | Cationic azo dyestuffs |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1520423A true GB1520423A (en) | 1978-08-09 |
Family
ID=10447745
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB48202/74A Expired GB1520423A (en) | 1974-11-07 | 1974-11-07 | Cationic azo dyestuffs |
Country Status (13)
Country | Link |
---|---|
JP (1) | JPS5173026A (en) |
AR (1) | AR206734A1 (en) |
BE (1) | BE835071A (en) |
BR (1) | BR7507331A (en) |
CA (1) | CA1065309A (en) |
CH (1) | CH625265A5 (en) |
DE (1) | DE2548879A1 (en) |
ES (2) | ES442415A1 (en) |
FR (1) | FR2290472A1 (en) |
GB (1) | GB1520423A (en) |
IT (1) | IT1043649B (en) |
NL (1) | NL7512716A (en) |
ZA (1) | ZA756625B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5223626A (en) * | 1988-11-21 | 1993-06-29 | Ciba-Geigy Corporation | Preparation of cationic alkylenediamine dye intermediates |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1554870A (en) * | 1976-01-27 | 1979-10-31 | Ici Ltd | Mixtures of cationic dyestuffs containing cyclammonium groups |
GB1591040A (en) * | 1977-05-03 | 1981-06-10 | Ici Ltd | Azo dyestuffs |
DE3433545A1 (en) * | 1984-09-13 | 1986-03-20 | Bayer Ag, 5090 Leverkusen | BASIC DIOXAZINE DYES |
-
1974
- 1974-11-07 GB GB48202/74A patent/GB1520423A/en not_active Expired
-
1975
- 1975-10-21 ZA ZA00756625A patent/ZA756625B/en unknown
- 1975-10-24 IT IT28679/75A patent/IT1043649B/en active
- 1975-10-30 BE BE161426A patent/BE835071A/en unknown
- 1975-10-30 NL NL7512716A patent/NL7512716A/en not_active Application Discontinuation
- 1975-10-31 AR AR261025A patent/AR206734A1/en active
- 1975-10-31 DE DE19752548879 patent/DE2548879A1/en not_active Withdrawn
- 1975-11-06 FR FR7534003A patent/FR2290472A1/en active Granted
- 1975-11-06 CH CH1436875A patent/CH625265A5/en not_active IP Right Cessation
- 1975-11-06 CA CA239,267A patent/CA1065309A/en not_active Expired
- 1975-11-06 BR BR7507331*A patent/BR7507331A/en unknown
- 1975-11-07 JP JP50133919A patent/JPS5173026A/en active Pending
- 1975-11-07 ES ES442415A patent/ES442415A1/en not_active Expired
-
1976
- 1976-02-25 ES ES445519A patent/ES445519A1/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5223626A (en) * | 1988-11-21 | 1993-06-29 | Ciba-Geigy Corporation | Preparation of cationic alkylenediamine dye intermediates |
Also Published As
Publication number | Publication date |
---|---|
ES445519A1 (en) | 1977-06-16 |
FR2290472B1 (en) | 1980-03-07 |
ZA756625B (en) | 1976-09-29 |
AU8600175A (en) | 1977-04-28 |
CH625265A5 (en) | 1981-09-15 |
AR206734A1 (en) | 1976-08-13 |
DE2548879A1 (en) | 1976-05-13 |
NL7512716A (en) | 1976-05-11 |
IT1043649B (en) | 1980-02-29 |
CA1065309A (en) | 1979-10-30 |
BE835071A (en) | 1976-04-30 |
JPS5173026A (en) | 1976-06-24 |
FR2290472A1 (en) | 1976-06-04 |
BR7507331A (en) | 1976-08-03 |
ES442415A1 (en) | 1977-04-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |