GB700229A - Process for the preparation of polyazodyestuffs - Google Patents
Process for the preparation of polyazodyestuffsInfo
- Publication number
- GB700229A GB700229A GB28410/51A GB2841051A GB700229A GB 700229 A GB700229 A GB 700229A GB 28410/51 A GB28410/51 A GB 28410/51A GB 2841051 A GB2841051 A GB 2841051A GB 700229 A GB700229 A GB 700229A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- dihydroxynaphthalene
- sulphonic acid
- anthranilic
- sulphonic
- 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
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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/18—Monoazo compounds containing copper
-
- 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/22—Monoazo compounds containing other metals
-
- 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/24—Disazo or polyazo compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Metallized dyes are obtained by coppering under demethylating conditions polyazo dyes of the formula <FORM:0700229/IV (c)/1> where one A is the residue <FORM:0700229/IV (c)/2> and the other is an o-carboxyaryl or o-methoxyaryl radical which may be further substituted (including by arylazo radicals); R is the residue of an o-coupling mono- or di-hydroxynaphthalene mono-, di -or tri-sulphonic acid or of an amino-, alkylamino-, alkylamino, arylamino- or acylaminonaphthol-mono- or di-sulphonic acid; the dyes may be partially coppered before the introduction of the second A-N=N- radical into the naphthalene nucleus. The starting materials are made by coupling diazotized A-NH2 twice in either order with 1 : 6-dihydroxynaphthalene-3-sulphonic acid or with J acid and replacing the amino group by hydroxyl. Coppering may be effected with a copper tetrammine complex in alkaline solution, or with in the melt with copper salts and alkali salts of aliphatic monocarboxylic acids. The products dye cotton and regenerated cellulose in blue to grey tints. Examples show the coppering of dyestuffs prepared as follows: (1) 1-naphthol-3 : 8-disulphonic acid \sMdianisidine--> 1 : 6-dihydroxynaphthalene 3-sulphonic acid \sM 4-sulpho-anthranilic acid; (2) 1-naphthol-3 : 8-disulphonic acid \sM dianisidine --> copper complex of dyestuff 1 : 6-dihydroxynaphthalene 3-sulphonic acid\sM (a) anthranilic acid or (b) 5-nitro-anthranilic acid; (3) 1-naphthol-3- : 6-disulphonic acid \sM dianisidine --> copper complex of dyestuff 1 : 6-dihydroxynaphthalene - 3 - sulphonic acid \sM4-sulphoanthranilic acid; (4) 1-naphthol-3 : 6 : 8 - trisulphonic acid \sM dianisidine --> copper complex of the dyestuff 1 : 6-dihydroxynaphthalene-3-sulphonic acid\sM(a) anthranilic acid, or (b) 5-nitro-anthranilic acid; (5) 5-nitro-2-aminoanisole-4-sulphonic acid-->1 : 6-dihidroxynaphthalene-3-sulphonic acid\sMdianisidine-->chromotropic acid; (6) 5-aminosalicylic acid-->cresidine-->1 : 6-dihydnaphthalene-3-sulphonic acid \sM dianisidine --> 1-naphthol-3 : 6 : 8-trisulphonic acid. The dianisidine couples in the 5-position of the 1 : 6-dihydroxynaphthalene-3-sulphonic acid in (4) (a) and in the 2-position in the other cases. The second coupling to this acid takes place in the presence of pyridine and ammonia. A list is given of further dyestuffs prepared showing 5-sulpho-anthranilic acid, 5-chloro-anthranilic acid and 5-nitro-4-sulpho-anthranilic acid as alternative components A and methylamino-, ethylamino-, propylamino, anilino-, acetylamino-, benzoylamino- and phenoxyacetylamino-anilinonaphtholsulphonic acids as R. Other suitable components are listed.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH700229X | 1950-12-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB700229A true GB700229A (en) | 1953-11-25 |
Family
ID=4529970
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB28410/51A Expired GB700229A (en) | 1950-12-07 | 1951-12-04 | Process for the preparation of polyazodyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB700229A (en) |
-
1951
- 1951-12-04 GB GB28410/51A patent/GB700229A/en not_active Expired
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB700229A (en) | Process for the preparation of polyazodyestuffs | |
US2476261A (en) | Process for the manufacture of asymmetrical polyazo-dyestuffs | |
GB883550A (en) | New triazine disazo dyestuffs and their manufacture and use | |
GB286717A (en) | Process for the manufacture of substantive azo dyestuffs | |
GB730547A (en) | Process for the preparation of polyazo dyestuffs | |
GB695534A (en) | Process for the preparation of polyazo dyestuffs | |
GB754562A (en) | Grey trisazo dyestuffs | |
GB673696A (en) | Process for the preparation of copper-containing trisazo dyestuffs | |
GB644883A (en) | Manufacture of meta iliferous azo-dyestuffs | |
GB674707A (en) | Manufacture of disazo dyestuffs containing copper | |
GB809279A (en) | Improvements in or relating to copper-containing polyazo dyestuffs | |
GB615210A (en) | Manufacture of disazo-dyestuffs containing copper in complex union | |
GB700713A (en) | Process for the preparation of dis- and polyazo dyestuffs | |
GB589536A (en) | Manufacture of tetrakisazo-dyestuffs capable of being metallised | |
US2047910A (en) | Mordant-dyeing monoazo dye and its production | |
GB778233A (en) | New tetrakisazo-dyestuffs and process for making them | |
GB587348A (en) | Manufacture of disazo-dyestuffs | |
GB608115A (en) | Manufacture of disazo-dyestuffs containing copper in complex union | |
GB579063A (en) | Manufacture of tris-and tetra-kisazo dyestuffs yielding dyeings capable of being coppered | |
GB592764A (en) | Process for the preparation of new trisazo dyestuffs | |
GB744930A (en) | A new copper-containing disazo dyestuff | |
GB700701A (en) | Metallized dyes for cotton | |
GB703133A (en) | Process for the preparation of polyazo dyestuffs | |
GB578537A (en) | Process for the preparation of metallisable polyazo dyestuffs | |
GB609301A (en) | Manufacture of disazo-dyestuffs |