CH304286A - Process for the production of a cobalt-containing azo dye. - Google Patents
Process for the production of a cobalt-containing azo dye.Info
- Publication number
- CH304286A CH304286A CH304286DA CH304286A CH 304286 A CH304286 A CH 304286A CH 304286D A CH304286D A CH 304286DA CH 304286 A CH304286 A CH 304286A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- cobalt
- dye
- azo dye
- containing azo
- Prior art date
Links
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 title claims description 20
- 229910017052 cobalt Inorganic materials 0.000 title claims description 18
- 239000010941 cobalt Substances 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 9
- 239000000987 azo dye Substances 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 11
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 3
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 claims description 2
- 150000001868 cobalt Chemical class 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KTVIXTQDYHMGHF-UHFFFAOYSA-L cobalt(2+) sulfate Chemical compound [Co+2].[O-]S([O-])(=O)=O KTVIXTQDYHMGHF-UHFFFAOYSA-L 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
- 229910021503 Cobalt(II) hydroxide Inorganic materials 0.000 description 1
- 229940011182 cobalt acetate Drugs 0.000 description 1
- 150000001869 cobalt compounds Chemical class 0.000 description 1
- 229940044175 cobalt sulfate Drugs 0.000 description 1
- 229910000361 cobalt sulfate Inorganic materials 0.000 description 1
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 1
- ASKVAEGIVYSGNY-UHFFFAOYSA-L cobalt(ii) hydroxide Chemical compound [OH-].[OH-].[Co+2] ASKVAEGIVYSGNY-UHFFFAOYSA-L 0.000 description 1
- 230000009918 complex formation Effects 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000001465 metallisation Methods 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Description
Verfahren zur Herstellung eines kobalthaltigen Azofarbstoffes. Es wurde gefunden, dass man zrt einem. reuen, wertvollen, kobalthaltien Azofarbstoff gelmigt, wenn man auf den llonoazofarbstoff der Formel
EMI0001.0011
kobaltabgebende Mittel derart einwirken lä.sst, (1a1, eiri kobalthaltiger Azofarbstoff entsteht,
der zwei hlonoazofarbstoffmolelLüle an ein Kobaltatom komplex gebunden enthält.
Der neue kobalthaltige Farbstoff stellt ein wasserlösliches braunes Pulver dar, welches sieh in Schwefelsäure mit orangegelber, in Na- triumearbonatlösung mit gelbbrauner Farbe löst und Wolle aus schwach alkalischem, neu tralem oder schwach saurem Bade in vollen goldrelben Tönen von guten. Eehtheiten färbt.
Der als Ausgangsstoff dienende, der oben- Stehenden Formel entsprechende llonoazo- rarbstoff kann durch Kupplung von Aeet- essi",sä.ur@e-o-ehloranilid mit. nach an sich be kannten Methoden, z. B. mittels Salzsäure und Natriumnitrit diazotiertem 2-Amino-l-oxc- l)erizol.-4-sulfonsäure-ss'-oxyäthylamid herge stellt werden.
Die Behandlung mit. den. kobaltabgeben- @leri llitielri erfolgt gemäss vorliegendem Ver- fahren in der Weise, dass ein kobalthaltiger Farbstoff entsteht, der pro Molekül Farbstoff weniger als ein Atom Kobalt in komplexer Bindung enthält. Demgemäss führt man die 1-Tetallisierung zweckmässig mit solchen ko- baltabgebenden Mitteln und nach solchen Me thoden durch, welche erfahrungsgemäss kom plexe Kobaltverbindungen dieser Zusammen setzung liefern.
Es empfiehlt sich im allge meinen, auf ein Molekül eines Farbstoffes weniger als ein, mindestens aber 1/2 Atom Kobalt zu verwenden und/oder die Metallisie- rung in schwach saurem bis alkalischem Me dium auszuführen.
Als kobaltabgebende Mittel verwendet man zweckmässig Kobaltsalze wie Kobaltsulfat oder Kobaltacetat, gegebenen \alls auch frisch gefälltes Kobalthydroxyd. <I>Beispiel:
</I> 4,55 Teile des Farbstoffes aus diazotier- tem ?-Amino-1.-oxybenzol-l--sulfonsäure-ss-oxy- äthylamid und Acetessigsäur e - o - ehloranilid werden in 300 Teilen -\V asser und 2,6 Teilen 30 % iger N atriulnhydroxy dlösung gelöst:
Die auf etwa 80 erwärmte Lösung wird mit. 30 Teilen einer Kobaltsulfatlösung mit einem Kobaltgeha.lt von 1,18% versetzt und 30 Mi- nuten bei 80 bis 85 gerührt. Nach dieser Zeit ist die Komplexbildung beendet. Man filtriert heiss und dampft das Filtrat im Vakuum ein.
Process for the production of a cobalt-containing azo dye. It has been found that one is one. repentant, valuable, cobalt-containing azo dye calmed down when you refer to the llonoazo dye of the formula
EMI0001.0011
lets cobalt-releasing agents act in this way, (1a1, an azo dye containing cobalt is formed,
which contains two hlonoazo dye molecules bound to a cobalt atom in a complex.
The new cobalt-containing dye is a water-soluble brown powder which dissolves in sulfuric acid with an orange-yellow color, in sodium carbonate solution with a yellow-brown color, and wool from weakly alkaline, neutral or weakly acidic baths in full golden yellow shades of good. Colors.
The ionoazoric material used as the starting material and corresponding to the above formula can be prepared by coupling aeetessi ", sä.ur @ eo-ehloranilid with methods known per se, for example 2-diazotized 2-D with hydrochloric acid and sodium nitrite. Amino-l-oxc- l) erizol.-4-sulfonic acid-ss'-oxyäthylamid herge provides.
Treatment with. the. According to the present method, cobalt-donating @leri llitielri takes place in such a way that a cobalt-containing dye is produced which contains less than one atom of cobalt in a complex bond per molecule of dye. Accordingly, the 1-tetallization is expediently carried out with such cobalt-releasing agents and by methods which, experience has shown, give complex cobalt compounds of this composition.
It is generally advisable to use less than one, but at least 1/2 atom of cobalt on a molecule of a dye and / or perform the metallization in a weakly acidic to alkaline medium.
Cobalt salts such as cobalt sulphate or cobalt acetate, and if necessary freshly precipitated cobalt hydroxide, are expediently used as cobalt-releasing agents. <I> example:
</I> 4.55 parts of the dye from diazotized? -Amino-1.-oxybenzene-l-sulfonic acid-s-oxy-ethylamide and acetoacetic acid e-o-ehloranilide are in 300 parts - \ V ater and 2 , 6 parts of 30% strength sodium hydroxide solution dissolved:
The solution heated to about 80 is with. 30 parts of a cobalt sulfate solution with a cobalt content of 1.18% are added and the mixture is stirred at 80 to 85 minutes for 30 minutes. After this time, the complex formation is complete. It is filtered hot and the filtrate is evaporated in vacuo.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH304286T | 1951-08-14 | ||
| CH301811T | 1951-08-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH304286A true CH304286A (en) | 1954-12-31 |
Family
ID=25734431
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH304286D CH304286A (en) | 1951-08-14 | 1951-08-14 | Process for the production of a cobalt-containing azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH304286A (en) |
-
1951
- 1951-08-14 CH CH304286D patent/CH304286A/en unknown
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