CH247716A - Process for the preparation of a new monoazo dye. - Google Patents
Process for the preparation of a new monoazo dye.Info
- Publication number
- CH247716A CH247716A CH247716DA CH247716A CH 247716 A CH247716 A CH 247716A CH 247716D A CH247716D A CH 247716DA CH 247716 A CH247716 A CH 247716A
- Authority
- CH
- Switzerland
- Prior art keywords
- light
- preparation
- new
- monoazo dye
- dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 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 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 3
- 239000000975 dye Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 238000011282 treatment Methods 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 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
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical compound [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- YCTAOQGPWNTYJE-UHFFFAOYSA-N 3-amino-5-chloro-2-hydroxybenzenesulfonic acid Chemical compound NC1=CC(Cl)=CC(S(O)(=O)=O)=C1O YCTAOQGPWNTYJE-UHFFFAOYSA-N 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 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
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines neuen Monoazofarbstoffes. Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Herstellung eines neuen Monoazofarbstoffes, welches darin besteht, dass diazotierte 4-Chlor-2-aminophenol-6-sul- fonsäure mit 1-Phenyl-5-pyrazolon-3-carboxy- o-toluidid gekuppelt wird.
Der neue Farbstoff ist ein dunkelblaues Pulver, welches sich in Wasser unter Bildung einer orangebraunen Lösung und in konz. Schwefelsäure unter Bildung einer rötlich- orangenen Lösung löst. Er färbt Wolle nach dem Chromatverfahren in hellen Bordeaux tönen von hervorragender Echtheitseigen schaft gegen Nassbehandlung und Licht.
Beispiel: 5,86 Teile 1-Phenyl-5-pyrazolon-3-earb- oxy-o-toluidid werden in einer warmen Lö sung, bestehend aus 1 Teil Natriumhydroxyd in 100 Teilen Wasser, gelöst.
Die erhaltene Lösung wird auf 10 C gekühlt und mit 8 Teilen Natriumcarbonatversetzt. Nachdem dieses letztere sieh gelöst hat, lässt man inner halb 10 Minuten eine Diazolösung, welche dadurch erhalten wurde, dass 4,47 Teile 4- Chlor-2-aminophenol-6-sulfonsäure mit 60 Teilen Wasser und 5 Teilen 35%iger Salz säure verrührt und hierauf mit 1,4 Teilen Natriumnitrit, gelöst in 10 Teilen Wasser, versetzt werden, in die Pyrazolonlösung ein fliessen.
Das Gemisch wird über Nacht ge rührt und der Farbstoff durch Filtrieren isoliert und bei 50 C getrocknet. Derselbe färbt Wolle nach dem Chromatverfahren in hellen Bordeauxtönen unter guter Erschöp fung des Färbebades. Die erzeugten Färbun gen zeichnen sich durch eine hervorragende Echtheit gegen Nassbehandlungen und Licht aus.
Process for the preparation of a new monoazo dye. The present invention relates to a process for the preparation of a new monoazo dye which consists in coupling diazotized 4-chloro-2-aminophenol-6-sulphonic acid with 1-phenyl-5-pyrazolone-3-carboxy-o-toluidide .
The new dye is a dark blue powder that dissolves in water to form an orange-brown solution and in conc. Sulfuric acid dissolves to form a reddish-orange solution. It dyes wool using the chromate process in light Bordeaux tones with excellent fastness properties against wet treatment and light.
Example: 5.86 parts of 1-phenyl-5-pyrazolone-3-earb- oxy-o-toluidide are dissolved in a warm solution consisting of 1 part of sodium hydroxide in 100 parts of water.
The resulting solution is cooled to 10 ° C. and 8 parts of sodium carbonate are added. After the latter has dissolved, a diazo solution is left within 10 minutes, which was obtained by stirring 4.47 parts of 4-chloro-2-aminophenol-6-sulfonic acid with 60 parts of water and 5 parts of 35% strength hydrochloric acid and then 1.4 parts of sodium nitrite dissolved in 10 parts of water are added and flow into the pyrazolone solution.
The mixture is stirred overnight and the dye is isolated by filtration and dried at 50.degree. The same dyes wool by the chromate process in light Bordeaux tones with good exhaustion of the dyebath. The dyeings produced are characterized by excellent fastness to wet treatments and light.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB247716X | 1945-01-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH247716A true CH247716A (en) | 1947-03-31 |
Family
ID=10217005
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH247716D CH247716A (en) | 1945-01-05 | 1946-01-05 | Process for the preparation of a new monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH247716A (en) |
-
1946
- 1946-01-05 CH CH247716D patent/CH247716A/en unknown
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