CH313114A - Process for the preparation of a copper-containing polyazo dye of the stilbene series - Google Patents
Process for the preparation of a copper-containing polyazo dye of the stilbene seriesInfo
- Publication number
- CH313114A CH313114A CH313114DA CH313114A CH 313114 A CH313114 A CH 313114A CH 313114D A CH313114D A CH 313114DA CH 313114 A CH313114 A CH 313114A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- polyazo dye
- dye
- parts
- stilbene series
- Prior art date
Links
- -1 polyazo Polymers 0.000 title claims description 14
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims description 13
- 229910052802 copper Inorganic materials 0.000 title claims description 13
- 239000010949 copper Substances 0.000 title claims description 13
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000004699 copper complex Chemical group 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines kupferhaltigen Polyazofarbstoffes der Stilbenreihe Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines kupfer haltigen Polyazofarbstoffes der Stilbenreihe, welches darin besteht., da.ss man 1 Mol 1,3- Dioxybenzol mit der Diazoverbindung aus 1 Mol des Aminotrisazokörpers der Zusam mensetzung
EMI0001.0013
vereinigt,
auf das Kupplungsprodukt 1 Mol diazotierte 2-Amino-l-oxybenzol-4-sulfonsäure einwirken lässt, und den erhaltenen Polyazo- farbstoff derart mit kupferabgebenden Mit teln behandelt, dass unter Aufspaltung der 31ethoxygruppe ein kupferhaltiger Polyazo- farbstoff entsteht, welcher auf ein Farbstoff molekül zwei Atome Kupfer komplex gebun den enthält.
Der neue, kupferhaltige Polyazofarbstoff 4 der Stilbenreihe ist ein schwarzes Pulver, wel ches sich in Wasser mit dunkelbrauner Farbe löst und Chromvelourleder in schwarzbraunen, schleifechten Tönen färbt.
Im nachfolgenden Beispiel bedeuten die Teile Gewichtsteile, und die Prozente sind in Gewiehtsprozenten angegeben. Beispiel 7S).1 Teile der Aminotrisazoverbindung der Formel
EMI0001.0031
werden in Form des N atriumsalzes in 1000 Teilen Wasser gelöst und durch Zugabe einer Lösung von 7 Teilen Natriumuitrit in 20 Tei len Wasser und 30,
'Teilen 30prozentiger Salz- säure bei 1-5 diazotiert. Die Diazosuspension lässt man zu einer eisgekühlten Lösung aus 11 'Teilen 1,3'-Dioxybenzol, 40 Teilen Natrium- carbonat und 200 Teilen Wasser fliessen.
Hierauf versetzt man die Kuppliuigslösmig mit weiteren 40 Teilen Natriumearbonat und gibt ihr hierauf die Diazoverbindung aiLs 18,9 Teilen ?-Amino-l-oxybenzol-4-sulfonsäure zu. Nach beendigter Kupplung wird der er haltene Polyazofarbstoff durch Zusatz von Natriumchlorid aus der Lösung ausgefällt und abfiltriert.
Zur Überführung des Polyazofarbstoffes in eine Kupferkomplexverbindung, welche auf ein Parbstoffmolekül zwei Atome Kupfer komplex gebunden enthält, wird dieser in 2'500 Teilen heissem Wasser gelöst und nach Zusatz von 100 Teilen 25prozent.iger Ammo- niali:lösumg und nach Zugabe einer Lösung von 50 Teilen kristallisiertem Kupfersulfat *,n \?00 Teilen Wasser während 9 Stunden bei 90 bis 95 gerührt.
Der entstandene kupfer haltige Polyazofarbstoff wird mittels Na triumchlorid aus der Lösung abgeschieden, abfiltriert und getrocknet. Er stellt ein schwarzes Pulver dar, welches sich in Wasser mit. dunkelbrauner Farbe löst und Chrom velourleder in schwarzbraunen, schleifechten Tönen färbt.
Process for the preparation of a copper-containing polyazo dye of the stilbene series The subject of the present patent is a process for the preparation of a copper-containing polyazo dye of the stilbene series, which consists in that 1 mol of 1,3-dioxybenzene is mixed with the diazo compound from 1 mol of the aminotrisazo body of the compound composition
EMI0001.0013
united,
lets act on the coupling product 1 mole of diazotized 2-amino-l-oxybenzene-4-sulfonic acid, and treated the resulting polyazo dye with copper-releasing agents that with splitting of the 31ethoxy group, a copper-containing polyazo dye is formed, which on a dye molecule contains two atoms of copper in a complex bond.
The new, copper-containing polyazo dye 4 of the stilbene series is a black powder which dissolves in water with a dark brown color and dyes chrome suede in black-brown, abrasion-resistant tones.
In the following example, the parts are parts by weight and the percentages are percentages by weight. Example 7S). 1 parts of the aminotrisazo compound of the formula
EMI0001.0031
are dissolved in the form of the sodium salt in 1000 parts of water and by adding a solution of 7 parts of sodium peritrite in 20 parts of water and 30,
Parts of 30 percent hydrochloric acid are diazotized at 1-5. The diazo suspension is allowed to flow into an ice-cooled solution of 11 parts of 1,3'-dioxybenzene, 40 parts of sodium carbonate and 200 parts of water.
The coupling solution is then mixed with a further 40 parts of sodium carbonate and the diazo compound is then added as 18.9 parts of α-amino-1-oxybenzene-4-sulfonic acid. After the coupling has ended, the polyazo dye obtained is precipitated from the solution by adding sodium chloride and filtered off.
To convert the polyazo dye into a copper complex compound, which contains two atoms of copper complex bonded to a paraffin molecule, it is dissolved in 2,500 parts of hot water and, after adding 100 parts of 25% ammonia: solution and after adding a solution of 50% Parts of crystallized copper sulfate *, n \? 00 parts of water for 9 hours at 90 to 95.
The resulting copper-containing polyazo dye is precipitated from the solution using sodium chloride, filtered off and dried. It is a black powder that dissolves in water. dark brown color dissolves and dyes chrome suede in black-brown, sand-resistant tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH312189T | 1952-12-24 | ||
| CH313114T | 1952-12-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH313114A true CH313114A (en) | 1956-03-15 |
Family
ID=25735893
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH313114D CH313114A (en) | 1952-12-24 | 1952-12-24 | Process for the preparation of a copper-containing polyazo dye of the stilbene series |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH313114A (en) |
-
1952
- 1952-12-24 CH CH313114D patent/CH313114A/en unknown
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