CH232497A - Process for the preparation of a metal-containing stilbene azo dye. - Google Patents
Process for the preparation of a metal-containing stilbene azo dye.Info
- Publication number
- CH232497A CH232497A CH232497DA CH232497A CH 232497 A CH232497 A CH 232497A CH 232497D A CH232497D A CH 232497DA CH 232497 A CH232497 A CH 232497A
- Authority
- CH
- Switzerland
- Prior art keywords
- metal
- dye
- azo dye
- parts
- preparation
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 5
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 title claims description 4
- 239000002184 metal Substances 0.000 title claims description 4
- 229910052751 metal Inorganic materials 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 title claims description 4
- 235000021286 stilbenes Nutrition 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 8
- 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
- UETHPMGVZHBAFB-OWOJBTEDSA-N 4,4'-dinitro-trans-stilbene-2,2'-disulfonic acid Chemical compound OS(=O)(=O)C1=CC([N+]([O-])=O)=CC=C1\C=C\C1=CC=C([N+]([O-])=O)C=C1S(O)(=O)=O UETHPMGVZHBAFB-OWOJBTEDSA-N 0.000 claims description 3
- 239000007859 condensation product Substances 0.000 claims description 3
- -1 copper complex compound Chemical class 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 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
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000005749 Copper compound Substances 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000001880 copper compounds Chemical class 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
- 239000000203 mixture Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 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
- C09B56/00—Azo dyes containing other chromophoric systems
- C09B56/04—Stilbene-azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 217234. Verfahren zur Herstellung eines metallhaltigen Stilbenazofarbstoffes. Gegenstand des vorliegenden Zusatzpaten tes ist ein Verfahren zur Herstellung eines metallhaltigen Stilbenazofarbstoffes, welches dadurch gekennzeichnet ist, dass man den Farbstoff 4-Chlor-2-amino-l-oxybenzol @- m-Anisidin mit 4,4'-Dinitrostilben-2,2'-disul- fonsäure kondensiert und das Kondensations produkt in die Kupferkomplexverbindung überführt.
<I>Beispiel:</I> 28 Teile des Farbstoffes 4-Chlor-2-amino- 1-oxybenzol #- m-Anisidin werden 15 bis 18 Stunden in der Siedehitze mit 43 Teilen 4,4'-Dinitrostilben-2,2'-disulfonsäure in 900 Teilen Wasser und 200 Teilen Natronlauge S6 B6 kondensiert. Nach dem Abkühlen wird bei ca. 30 mit Salzsäure neutralisiert, das Kondensationsprodukt vollends mit Kochsalz ausgefällt und filtriert.
Die Kupferverbindung des Farbstoffes wird zum Beispiel erhalten, indem man den obigen Farbstoff in 2000 Teilen Wasser und 15 Teilen Ammoniak 25 %ig löst, bei 80 bis 90 eine Lösung von 25 Teilen krist. Kupfer sulfat in. 100 Teilen Wasser und 50 Teilen 25 %igem Ammoniak zufliessen lässt und 12 Stunden auf 90 bis 95 erhitzt. Die metalli sierte Verbindung wird in üblicher Weise durch Aussalzen isoliert und filtriert.
Die getrocknete Kupferkomplexverbin- dung stellt ein dunkles Pulver dar, sie löst sich in Wasser mit rötlichbrauner, in konz. Schwefelsäure mit blauer Farbe und färbt Baumwolle in lichtechten braunen Tönen.
Das Mischungsverhältnis der Komponen ten kann man auch so wählen, dass auf 28 Teile des Azofarbstoffes 21,5 Teile Dinitro- stilbendisulfonsäure kommen.
Additional patent to main patent no. 217234. Process for the production of a metal-containing stilbene azo dye. The present additional patent is a process for the production of a metal-containing stilbene azo dye, which is characterized in that the dye 4-chloro-2-amino-l-oxybenzene @ - m-anisidine with 4,4'-dinitrostilbene-2,2 '-disulphonic acid is condensed and the condensation product is converted into the copper complex compound.
<I> Example: </I> 28 parts of the dye 4-chloro-2-amino-1-oxybenzene # - m-anisidine are mixed with 43 parts of 4,4'-dinitrostilbene-2,2 for 15 to 18 hours at the boiling point '-disulfonic acid condensed in 900 parts of water and 200 parts of sodium hydroxide solution S6 B6. After cooling, the mixture is neutralized with hydrochloric acid at approx. 30, the condensation product is completely precipitated with common salt and filtered.
The copper compound of the dye is obtained, for example, by dissolving the above dye in 2000 parts of water and 15 parts of 25% ammonia, a solution of 25 parts of crystalline at 80 to 90. Copper sulfate in. 100 parts of water and 50 parts of 25% ammonia can flow in and heated to 90 to 95 hours. The metallized compound is isolated in the usual manner by salting out and filtered.
The dried copper complex compound is a dark powder, it dissolves in water with a reddish brown, in conc. Sulfuric acid with a blue color and dyes cotton in lightfast brown tones.
The mixing ratio of the components can also be chosen so that there are 21.5 parts of dinitro stilbene disulfonic acid for every 28 parts of the azo dye.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH232497T | 1940-11-20 | ||
| CH217234T | 1940-11-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH232497A true CH232497A (en) | 1944-05-31 |
Family
ID=25725963
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH232497D CH232497A (en) | 1940-11-20 | 1940-11-20 | Process for the preparation of a metal-containing stilbene azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH232497A (en) |
-
1940
- 1940-11-20 CH CH232497D patent/CH232497A/en unknown
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