GB810745A - Improvements relating to metal complexes of dyestuffs of the benzene-monoazo-hydroxynaphthazole series, and their use - Google Patents
Improvements relating to metal complexes of dyestuffs of the benzene-monoazo-hydroxynaphthazole series, and their useInfo
- Publication number
- GB810745A GB810745A GB19400/56A GB1940056A GB810745A GB 810745 A GB810745 A GB 810745A GB 19400/56 A GB19400/56 A GB 19400/56A GB 1940056 A GB1940056 A GB 1940056A GB 810745 A GB810745 A GB 810745A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dyestuffs
- alkyl
- components
- nitro
- hydroxynaphtho
- 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
- 229910052751 metal Inorganic materials 0.000 title abstract 2
- 239000002184 metal Substances 0.000 title abstract 2
- 239000000975 dye Substances 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- FUOSTELFLYZQCW-UHFFFAOYSA-N 1,2-oxazol-3-one Chemical compound OC=1C=CON=1 FUOSTELFLYZQCW-UHFFFAOYSA-N 0.000 abstract 1
- XQISPVJWRLHHLT-UHFFFAOYSA-N 1-hydroxycyclohexa-2,4-diene-1-carboxylic acid Chemical compound OC(=O)C1(O)CC=CC=C1 XQISPVJWRLHHLT-UHFFFAOYSA-N 0.000 abstract 1
- BCHZYSDSSJRLMF-UHFFFAOYSA-N 1H-imidazole 3H-1,3-oxazole-2-thione Chemical class SC=1OC=CN1.N1C=NC=C1 BCHZYSDSSJRLMF-UHFFFAOYSA-N 0.000 abstract 1
- KUCWUAFNGCMZDB-UHFFFAOYSA-N 2-amino-3-nitrophenol Chemical class NC1=C(O)C=CC=C1[N+]([O-])=O KUCWUAFNGCMZDB-UHFFFAOYSA-N 0.000 abstract 1
- ALGIYXGLGIECNT-UHFFFAOYSA-N 3h-benzo[e]indole Chemical compound C1=CC=C2C(C=CN3)=C3C=CC2=C1 ALGIYXGLGIECNT-UHFFFAOYSA-N 0.000 abstract 1
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 abstract 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 abstract 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical class CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 abstract 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 abstract 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 abstract 1
- SQOGKEMZXNYTNN-UHFFFAOYSA-N chloro(chloromethylsulfonyl)methane Chemical class ClCS(=O)(=O)CCl SQOGKEMZXNYTNN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052804 chromium Inorganic materials 0.000 abstract 1
- 239000011651 chromium Substances 0.000 abstract 1
- 150000001868 cobalt Chemical class 0.000 abstract 1
- 230000009918 complex formation Effects 0.000 abstract 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- JLXZMLLNPNOODV-UHFFFAOYSA-N imidazol-4-one Chemical compound O=C1C=NC=N1 JLXZMLLNPNOODV-UHFFFAOYSA-N 0.000 abstract 1
- 238000001465 metallisation Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229920001184 polypeptide Polymers 0.000 abstract 1
- 102000004196 processed proteins & peptides Human genes 0.000 abstract 1
- 108090000765 processed proteins & peptides Proteins 0.000 abstract 1
- 230000003381 solubilizing effect Effects 0.000 abstract 1
- -1 sulphonamido Chemical group 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises chromium and cobalt complexes of dyestuffs of formula <FORM:0810745/IV (c)/1> where A is a benzenic residue which does not contain further water solubilizing groups which dissociate acid in neutral water apart from those taking part in the complex formation, X is O or S, Y is O or NH, and Z is OH or COOH in o-position to the azo group. They are made in conventional fashion by metallizing the dyestuff made from appropriate aniline and naphthazole components. Metallization is effected so that there is at least one atom of metal per two mols. of dyestuff. Indicated as coupling components are: 71 - hydroxynaphtho - 11,21 : 4,5 - oxazolone, 71 - hydroxynaphtho - 11,21 : 4,5 imidazolone and the corresponding imidazole- and oxazole-thion derivatives. The 2-amino-1 carboxybenzene and 1-hydroxy benzene carboxylic acid components may contain e.g. halogen, alkyl, alkoxy, nitro, acylamino, alkyl- and arylsulphonyl, acyl, sulphonamido, and sulphon-N-aryl - N - aryl - alkyl, alkyl, hydroxyalkyl and dialkyl - amido groups. Phenolic diazo components are preferred. The dyestuffs dye natural and synthetic polypeptide fibres in grey to blue shades. In examples illustrative of the preparation of the dyestuffs and their use in dyeing processes the coupling components used are chosen from those specified above the diazo components being 2-aminophenol-4-ethyl and chloromethyl sulphones, phenylamide, sulphonmethyl- and dimethylamides and 5-sulphonmethylamide and 4-chloro-5-nitro- and 5-chloro-and nitro-2-aminophenols. Reference has been directed by the Comptroller to Specifications 637,404 and 736,034.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH810745X | 1955-06-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB810745A true GB810745A (en) | 1959-03-25 |
Family
ID=4538487
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB19400/56A Expired GB810745A (en) | 1955-06-23 | 1956-06-22 | Improvements relating to metal complexes of dyestuffs of the benzene-monoazo-hydroxynaphthazole series, and their use |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB810745A (en) |
-
1956
- 1956-06-22 GB GB19400/56A patent/GB810745A/en not_active Expired
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