GB927128A - A process for the manufacture of metallo-complex formazane-dyestuffs - Google Patents
A process for the manufacture of metallo-complex formazane-dyestuffsInfo
- Publication number
- GB927128A GB927128A GB3002559A GB3002559A GB927128A GB 927128 A GB927128 A GB 927128A GB 3002559 A GB3002559 A GB 3002559A GB 3002559 A GB3002559 A GB 3002559A GB 927128 A GB927128 A GB 927128A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- sulphonic acid
- aminophenol
- hydroxy
- substituted
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- ULUIMLJNTCECJU-UHFFFAOYSA-N 3-amino-4-hydroxybenzenesulfonate;hydron Chemical compound NC1=CC(S(O)(=O)=O)=CC=C1O ULUIMLJNTCECJU-UHFFFAOYSA-N 0.000 abstract 2
- ZIPJXJGTIGXUSE-UHFFFAOYSA-N 6-diazocyclohexa-2,4-dien-1-ol Chemical compound OC1C=CC=CC1=[N+]=[N-] ZIPJXJGTIGXUSE-UHFFFAOYSA-N 0.000 abstract 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 229960001413 acetanilide Drugs 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 150000001844 chromium Chemical class 0.000 abstract 2
- 229910017052 cobalt Inorganic materials 0.000 abstract 2
- 239000010941 cobalt Substances 0.000 abstract 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 2
- 229910052802 copper Inorganic materials 0.000 abstract 2
- 239000010949 copper Substances 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
- 239000000975 dye Substances 0.000 abstract 2
- 239000000243 solution Substances 0.000 abstract 2
- 229940124530 sulfonamide Drugs 0.000 abstract 2
- 210000002268 wool Anatomy 0.000 abstract 2
- JVNKYYGQNQJOEN-UHFFFAOYSA-N 2-diazo-1h-naphthalen-1-ol Chemical class C1=CC=C2C(O)C(=[N+]=[N-])C=CC2=C1 JVNKYYGQNQJOEN-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 239000001913 cellulose Substances 0.000 abstract 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 239000012266 salt solution Substances 0.000 abstract 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 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
- C09B50/00—Formazane dyes; Tetrazolium dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Abstract
Copper, cobalt or chromium complexes of o:o-dihydroxy-formazane dyes of the formula <FORM:0927128/IV(a)/1> where R1 is an aromatic residue substituted by a hydroxyl group ortho to the azo linkage and which may be further substituted, R2 is a substituted or unsubstituted aromatic residue and R3 is phenyl or naphthyl having a hydroxyl group ortho to the nitrogen atom and which may be further substituted, are made by coupling an o-diazophenol or o-diazonaphthol or an ether thereof with a compound of the formula R1-N=N-CH2CONH-R2 in an aqueous alkali-metal hydroxide solution, the product then being boiled with an aqueous copper, cobalt or chromium salt solution. Specified diazo-phenols or diazonaphthols are those derived from 2-aminophenol-4-sulphonamide 2-aminophenol-4-sulphonic acid and 3:31-dimethoxy-4:41-diaminodiphenyl and 1:2-diazonaphthol-4-sulphonic acid. Coupling components are the compound of the formula <FORM:0927128/IV(a)/2> and compounds of this formula carrying a sulphonamide or sulphonic acid group para to the hydroxy group. Wool, cellulose and polyamide fibres are dyed by the above metallized and unmetallized dyes and dyeings from the latter may be subsequently metallized. In examples, wool dyed by (2) 2-aminophenol-4-sulphonic acid --> 2-hydroxy-benzeneazo-omega-acetanilide and by (3) 3:31-dimethoxy-4:41-diaminodiphenyl --> 2-hydroxy-5-sulphophenyl-azo-omega-acetanilide is boiled with copper sulphate solution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3002559A GB927128A (en) | 1959-09-03 | 1959-09-03 | A process for the manufacture of metallo-complex formazane-dyestuffs |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3002559A GB927128A (en) | 1959-09-03 | 1959-09-03 | A process for the manufacture of metallo-complex formazane-dyestuffs |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB927128A true GB927128A (en) | 1963-05-29 |
Family
ID=10301050
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3002559A Expired GB927128A (en) | 1959-09-03 | 1959-09-03 | A process for the manufacture of metallo-complex formazane-dyestuffs |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB927128A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4758658A (en) * | 1985-10-07 | 1988-07-19 | Imperial Chemical Industries Plc | Water-soluble formazan dye |
-
1959
- 1959-09-03 GB GB3002559A patent/GB927128A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4758658A (en) * | 1985-10-07 | 1988-07-19 | Imperial Chemical Industries Plc | Water-soluble formazan dye |
| US4772323A (en) * | 1985-10-07 | 1988-09-20 | Canon Kabushiki Kaisha | Ink comprising at least one water soluble-formazan dye, free from cellulose-reactive groups |
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