CH280736A - Process for the production of a copper-containing trisazo dye. - Google Patents
Process for the production of a copper-containing trisazo dye.Info
- Publication number
- CH280736A CH280736A CH280736DA CH280736A CH 280736 A CH280736 A CH 280736A CH 280736D A CH280736D A CH 280736DA CH 280736 A CH280736 A CH 280736A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- disulfonic acid
- dioxy
- mole
- acid
- Prior art date
Links
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims description 6
- 229910052802 copper Inorganic materials 0.000 title claims description 6
- 239000010949 copper Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000002253 acid Substances 0.000 claims description 11
- 239000000975 dye Substances 0.000 claims description 10
- JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical group C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- GOLXRNDWAUTYKT-UHFFFAOYSA-N 3-(1H-indol-3-yl)propanoic acid Chemical compound C1=CC=C2C(CCC(=O)O)=CNC2=C1 GOLXRNDWAUTYKT-UHFFFAOYSA-N 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- -1 copper complex compound Chemical class 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellung eines kupferhaltigen Trisazofarbatoffes. Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung eines kupferhal tigen Trisazofarbstoffes, welches darin besteht, dass man 1 11o1 5,5'-Dioxy-2,2'-dinaphthyl- amin-7,7'-disulfonsäure, 1 1Iol tetrazotiertes 3,3'-Dimethoxy-4,4'-diaminodiphenyl, 1 Mol 1- Oxynaphthalin-3,
6-disulfonsäure und 1 Mol diazotierte 4-Nitro-2-amino-l-ox3,benzol-6-sul- fonsäure derart aufeinander einwirken lässt, dass das 3,3'-Dinietlioxy-4,4'-tetrazodiphenyl einerseits in 2-Stellung der 1-Oxynaphthalin- 3,6-disulfonsäure und anderseits in 6-Stellung der 5,5'-Dioxy-2,2'-dinaphthylamin-7,
7'-disul- fonsäure lind die 4-Nitro-2-diazo-l-oxybenzol-6- sulfonsäure in 6'-Stellung der 5,5'-Dioxy-2,2'- dinaplit.hylamin-7,7'-disulfonsäure eingreifen, und den erhaltenen Trisazofarbstoff mit einem kupferabgebenden Mittel behandelt.
Beispiel: 21,4 Teile 3,3'-Dimethoxy-4,4'-cliainino- diphenyl werden wie üblich tetrazotiert und die Tetrazoverbindung hierauf unter Eisküh lung mit 30,4 Teilen 1-Oxynaphtlialin-3,6-di- sulfonsäure in Gegenwart von Soda ver einigt.. Nach erfolgter Bildung der Zwi- sehenverbind'ung wird diese in sodaalkalischein Mittel mit 46,1 Teilen 5,5'-Dioxy-2,2'-dinaph- thylamin-7,7'-disulfonsäure gekuppelt.
Der entstandene Disazofarbstoff wird filtriert, unter Zusatz von Soda und Wasser gelöst und in Gegenwart von 5 bis 10 Vol.II/o Pyridin- basengemisch mit der in üblicher Weise her gestellten Diazoverbindung von 23,4 Teilen 4-Nitro-2-amino-l-oxybenzol-6-sulfonsäure ver einigt.
Der isolierte Trisazofarbstoff wird mit Kupferoxy dammoniaklösung auf bekannte Weise in die Kupferkomplexverbindtmg über geführt. Der neue Farbstoff färbt Baumwolle und Fasern aus regenerierter Cellulose in lebhaft blauen Tönen von sehr guter Lieht- und Waschechtheit.
Process for the production of a copper-containing trisazo carbate. The present invention relates to a process for the preparation of a kupferhal term trisazo dye, which consists of 1 11o1 5,5'-dioxy-2,2'-dinaphthylamine-7,7'-disulfonic acid, 1 1Iol tetrazotized 3,3 '-Dimethoxy-4,4'-diaminodiphenyl, 1 mole of 1-oxynaphthalene-3,
6-disulfonic acid and 1 mole of diazotized 4-nitro-2-amino-1-ox3, benzene-6-sulfonic acid can act on one another in such a way that the 3,3'-dinietlioxy-4,4'-tetrazodiphenyl on the one hand in 2- Position of 1-oxynaphthalene-3,6-disulfonic acid and, on the other hand, in 6-position of 5,5'-dioxy-2,2'-dinaphthylamine-7,
7'-disulfonic acid and the 4-nitro-2-diazo-1-oxybenzene-6-sulfonic acid in the 6'-position of the 5,5'-dioxy-2,2'-dinaplit.hylamine-7,7'- intervene disulfonic acid, and treated the obtained trisazo dye with a copper donor.
Example: 21.4 parts of 3,3'-dimethoxy-4,4'-cliainino-diphenyl are tetrazotized as usual and the tetrazo compound is then mixed with 30.4 parts of 1-oxynaphthalene-3,6-disulfonic acid in the presence of ice-cooling united by soda. After the intermediate compound has formed, it is coupled in an alkaline soda agent with 46.1 parts of 5,5'-dioxy-2,2'-dinaphthylamine-7,7'-disulfonic acid.
The resulting disazo dye is filtered, dissolved with the addition of soda and water and in the presence of 5 to 10 Vol.II / o pyridine base mixture with the diazo compound of 23.4 parts of 4-nitro-2-amino-l prepared in the usual way -oxybenzene-6-sulfonic acid united ver.
The isolated trisazo dye is converted into the copper complex compound in a known manner using copper oxy ammonia solution. The new dye dyes cotton and fibers made from regenerated cellulose in lively blue tones with very good light and wash fastness.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH277659T | 1949-08-15 | ||
| CH280736T | 1949-08-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH280736A true CH280736A (en) | 1952-01-31 |
Family
ID=25731780
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH280736D CH280736A (en) | 1949-08-15 | 1949-08-15 | Process for the production of a copper-containing trisazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH280736A (en) |
-
1949
- 1949-08-15 CH CH280736D patent/CH280736A/en unknown
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