CH309426A - Process for the preparation of a metal-containing azo dye. - Google Patents
Process for the preparation of a metal-containing azo dye.Info
- Publication number
- CH309426A CH309426A CH309426DA CH309426A CH 309426 A CH309426 A CH 309426A CH 309426D A CH309426D A CH 309426DA CH 309426 A CH309426 A CH 309426A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- cobalt
- parts
- metal
- azo dye
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 239000002184 metal Substances 0.000 title claims description 3
- 229910052751 metal Inorganic materials 0.000 title claims description 3
- 238000000034 method Methods 0.000 title description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 11
- 229910017052 cobalt Inorganic materials 0.000 claims description 7
- 239000010941 cobalt Substances 0.000 claims description 7
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 7
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000001989 diazonium salts Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000004927 clay Substances 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
- 238000001816 cooling Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 238000009963 fulling Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000005406 washing Methods 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
- C09B45/16—Monoazo compounds containing chromium
-
- 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
-
- 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
verfahren zur Herstellung eines metallhaltigen Azofarbstoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines metallhal tigen Azofarbstoffes. Das Verfahren ist da durch gekennzeichnet, dass man einen Farb stoff der Formel
EMI0001.0006
mit kobaltabgebenden Mitteln unter solchen Bedingungen behandelt, dass auf zwei Parb- stoffmoleküle mindestens ein Atom Kobalt komplex gebunden. wird.
Der erhaltene neue kobalthaltige Parb- Stoff stellt ein dunkelweinrotes Pulver dar, das Wolle aus neutralem oder schwach saurem Bade in blaustiehig roten Tönen von hervor ragender Licht- und sehr guter Wasch- und Walkeehtheit färbt.
<I>Beispiel:</I> 37,1 Teile 2-Amino-l-phenol-4-sulfäthyl- anilid-4'-sulfamid werden in 130 Teilen hei ssem Wasser mit 15 Volumteilen 10n-Natron- lauge gelöst, mit 6,9 Teilen Natriumnitrit (als 33o/oige Lösung) versetzt und nach Erkalten unter Rühren bei 5-10 in eine Lösung von 35 Teilen konz. Salzsäure in 200 Teilen Was ser getropft. Dabei scheidet sich die lehm gelbe Diazoniumverbindung als feinkristalli ner Niederschlag aus. Durch Zugabe von Na-.
triumbikarbonat stellt man auf kongoneutrale Reaktion und giesst. die Anschlämmung der Diazoniumverbindung bei 2-5 in eine Lö sung von 14,4 Teilen 2-Oxy-naphthalin, 11 Volumteilen 10n-Natronlauge und 12 Teilen wasserfreier Soda in 500 Teilen Wasser. Nach etwa 4 Stunden ist die Farbstoffbildung be endet.
Man erwärmt auf 40 und fällt den Farbstoff durch Zugabe von Kochsalz aus, filtriert ihn ab, schlämmt ihn in 700 Teilen Wasser von 80 an, gibt 60 Teile Kobaltace- tatlösung (entsprechend 3,54 Teilen Co) zu, erhitzt während 3 Stunden auf 80 , stellt durch Zugabe von Natriiunkarbonat alkalisch und erhitzt noch weitere 3 Stunden auf 80 . Danach gibt man Kochsalz zu, bis der kobalt- haltige Farbstoff ausfällt, worauf man fil triert und trocknet.
Der neue Farbstoff, ein dunkelweinrotes Pulver, färbt Wolle aus neu tralem oder sehwach saurem Bade in blau stichig roten Tönen von hervorragender Licht- und sehr guter Wasch- und Walkechtheit.
process for the production of a metal-containing azo dye. The present patent is a process for the preparation of a metallhal term azo dye. The process is characterized by the fact that a dye of the formula
EMI0001.0006
Treated with cobalt-releasing agents under such conditions that at least one atom of cobalt is bound in a complex manner for two parbo- lum molecules. becomes.
The new cobalt-containing Parb fabric obtained is a dark wine-red powder that dyes wool from a neutral or weakly acidic bath in bluish red shades of excellent lightness and very good wash and fulling resistance.
<I> Example: </I> 37.1 parts of 2-amino-1-phenol-4-sulfethyl anilide-4'-sulfamide are dissolved in 130 parts of hot water with 15 parts by volume of 10N sodium hydroxide solution, with 6 , 9 parts of sodium nitrite (as a 33% solution) are added and, after cooling, with stirring at 5-10 in a solution of 35 parts of conc. Hydrochloric acid in 200 parts of water was dripped. The clay yellow diazonium compound separates out as a fine crystalline precipitate. By adding Na-.
Trium bicarbonate is set to a Congo-neutral reaction and poured. the suspension of the diazonium compound at 2-5 in a solution of 14.4 parts of 2-oxynaphthalene, 11 parts by volume of 10N sodium hydroxide solution and 12 parts of anhydrous soda in 500 parts of water. After about 4 hours, dye formation is over.
The mixture is heated to 40 and the dye is precipitated by adding sodium chloride, filtered off, suspended in 700 parts of water at 80, 60 parts of cobalt acetate solution (corresponding to 3.54 parts of Co) are added, and the mixture is heated to 80 for 3 hours , makes alkaline by adding sodium carbonate and heating to 80 for a further 3 hours. Table salt is then added until the cobalt-containing dye precipitates, after which it is filtered and dried.
The new dye, a dark wine-red powder, dyes wool from neutral or weakly acidic bath in blue, pungent red shades of excellent lightfastness and very good fastness to washing and boiling.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH309426T | 1952-04-07 | ||
| CH306995T | 1955-05-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH309426A true CH309426A (en) | 1955-08-31 |
Family
ID=25735238
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH309426D CH309426A (en) | 1952-04-07 | 1952-04-07 | Process for the preparation of a metal-containing azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH309426A (en) |
-
1952
- 1952-04-07 CH CH309426D patent/CH309426A/en unknown
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