CH306883A - 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
- CH306883A CH306883A CH306883DA CH306883A CH 306883 A CH306883 A CH 306883A CH 306883D A CH306883D A CH 306883DA CH 306883 A CH306883 A CH 306883A
- Authority
- CH
- Switzerland
- Prior art keywords
- cobalt
- dye
- azo dye
- containing azo
- atom
- 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 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- 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 description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 238000001465 metallisation Methods 0.000 claims description 4
- 238000003763 carbonization Methods 0.000 claims description 2
- 150000001868 cobalt Chemical class 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 239000004552 water soluble powder Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims 1
- 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
- 150000001869 cobalt compounds Chemical class 0.000 description 2
- 229940044175 cobalt sulfate Drugs 0.000 description 2
- 229910000361 cobalt sulfate Inorganic materials 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
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 229910021503 Cobalt(II) hydroxide Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229940011182 cobalt acetate Drugs 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
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 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
- C09B45/20—Monoazo compounds containing cobalt
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 301440. <B>Verfahren zur Herstellung eines</B> kobalthaltigen Azofarbstoffes. Es wurde gefunden, dass man zu einem neuen, wertvollen, kobalthaltigen Azofarbstoff gelangt, wenn man auf den Monoazofarbstoff der Formel
EMI0001.0007
kobaltabgebende Mittel derart einwirken lässt, dass ein kobalthaltiger Azofarbstoff entsteht, der zwei Monoazofarbstoffmoleküle an ein Kobaltatom komplex gebunden enthält.
Der neue Farbstoff bildet ein wasserlös liches Pulver, das Wolle aus neutralem bis essigsaurem Bade in olivgrauen Tönen färbt, welche sich durch gute Lichtechtheit und vor zügliche Wasch-, Walk- und Carbonisierecht- heit auszeichnen.
Der als Ausgangsstoff dienende, der oben stehenden Formel entsprechende Monoazo- farbstoff kann durch Kupplung des 1-Benzol- Sulfonylamino-7-oxynaphthalins mit nach an sich bekannten Methoden, z. B. mittels Salz säure und Natriumnitrit diazotiertem 4-iVleth- oxy-2-amino-l-oxybenzol hergestellt werden.
Die Behandlung mit den kobaltabgeben- den Mitteln 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 Metallisierung zweckmässig mit solchen kobalt- abgebenden Mitteln und nach solchen Metho den durch, welche erfahrungsgemäss komplexe Kobaltverbindungen dieser Zusammensetzung liefern.
Es empfiehlt sich im allgemeinen, auf ein Molekül eines Farbstoffes weniger als ein, mindestens aber ein halbes Atom Kobalt zu verwenden und/oder die Metallisierung in schwach saurem bis alkalischem Medium aus zuführen.
Als kobaltabgebende Mittel verwen det man zweckmässig komplexe Kobaltverbin- dungen aliphatischer Oxycarbonsäuren oder einfache Kobaltsalze wie Kobaltsulfat oder Kobaltaeetat, gegebenenfalls aueh frisch ge fälltes Kobalthydroxyd. <I>Beispiel:
</I> 44,9 Teile des aus diazotiertem 4-Methoxy- 2-amino-l-oxybenzol und 1-Benzolsulfonyl- amino-7-oxynaphthalin erhaltenen Farbstoffes werden in 2000 Teilen Wasser unter Zusatz von 8 Teilen NTatriumhydroxyd gelöst und auf 80 erwärmt. Zu der erhaltenen violetten Lö sung werden 100 Teile einer 80 warmen Lösung von Kobaltsulfat mit einem Kobalt gehalt von 3,25"/a gegeben. Nach halb- bis ein stündigem Rühren bei 80 ist die Metallisie- rung beendet. Durch Zusatz von Essigsäure
<B> Additional patent </B> to main patent no. 301440. <B> Process for the production of </B> an azo dye containing cobalt. It has been found that a new, valuable, cobalt-containing azo dye is obtained by using the monoazo dye of the formula
EMI0001.0007
lets cobalt donor act in such a way that a cobalt-containing azo dye is formed which contains two monoazo dye molecules bound to a cobalt atom in a complex.
The new dye forms a water-soluble powder that dyes wool from neutral to acetic acid baths in olive-gray tones, which are characterized by good lightfastness and excellent wash, milled and carbonization fastness.
The monoazo dye used as starting material and corresponding to the above formula can be prepared by coupling the 1-benzene-sulfonylamino-7-oxynaphthalene using methods known per se, eg. B. by means of hydrochloric acid and sodium nitrite diazotized 4-iVleth- oxy-2-amino-l-oxybenzene can be produced.
The treatment with the cobalt-releasing agents takes place according to the present process in such a way that a cobalt-containing dye is produced which contains less than one atom of cobalt in complex bond per molecule of dye. Accordingly, the metallization is expediently carried out with such cobalt-releasing agents and by such methods which, experience has shown, give complex cobalt compounds of this composition.
It is generally advisable to use less than one, but at least half an atom of cobalt for a molecule of a dye and / or perform the metallization in a weakly acidic to alkaline medium.
Complex cobalt compounds of aliphatic oxycarboxylic acids or simple cobalt salts such as cobalt sulfate or cobalt acetate, optionally also freshly precipitated cobalt hydroxide, are expediently used as cobalt releasing agents. <I> example:
</I> 44.9 parts of the dye obtained from diazotized 4-methoxy-2-amino-1-oxybenzene and 1-benzenesulfonyl-amino-7-oxynaphthalene are dissolved in 2000 parts of water with the addition of 8 parts of sodium hydroxide and heated to 80% . 100 parts of a warm solution of cobalt sulfate with a cobalt content of 3.25 "/ a are added to the violet solution obtained. The metallization is complete after half to one hour of stirring at 80. The addition of acetic acid
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH301440T | 1952-06-12 | ||
| CH306883T | 1952-06-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH306883A true CH306883A (en) | 1955-04-30 |
Family
ID=25734341
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH306883D CH306883A (en) | 1952-06-12 | 1952-06-12 | Process for the production of a cobalt-containing azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH306883A (en) |
-
1952
- 1952-06-12 CH CH306883D patent/CH306883A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH304604A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH306885A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH306884A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH304603A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH306886A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH306258A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH304605A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH308440A (en) | Process for the preparation of a metal-containing azo dye. | |
| CH305959A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH306259A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH304602A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH306252A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH311488A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH306260A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH308755A (en) | Process for the preparation of a metal-containing azo dye. | |
| CH308750A (en) | Process for the preparation of a metal-containing azo dye. | |
| CH301441A (en) | Process for the preparation of a metal-containing azo dye. | |
| CH306251A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH303521A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH307204A (en) | Process for the preparation of an azo dye. | |
| CH303536A (en) | Process for the preparation of a metal-containing azo dye. | |
| CH297840A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH306253A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH309777A (en) | Process for the production of a cobalt-containing azo dye. | |
| CH324123A (en) | Process for the production of a cobalt-containing azo dye |