CH232494A - 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
- CH232494A CH232494A CH232494DA CH232494A CH 232494 A CH232494 A CH 232494A CH 232494D A CH232494D A CH 232494DA CH 232494 A CH232494 A CH 232494A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- metal
- amino
- azo dye
- preparation
- Prior art date
Links
- 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-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 title claims description 3
- 239000000987 azo dye Substances 0.000 title claims description 3
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 title claims description 3
- 235000021286 stilbenes Nutrition 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 12
- NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 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 2
- 229920003043 Cellulose fiber Polymers 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- -1 copper complex compound Chemical class 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 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
- 239000005749 Copper compound Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 150000001880 copper compounds Chemical class 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001875 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
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium 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 vorliegenden Zusatzpatentes ist ein Verfahren zur Herstellung eines me tallhaltigen Stilbenazofarbstoffes, welches dadurch gekennzeichnet ist, dass man den Farbstoff 4-Chlor-2-amino-l-oxybenzol @ 2,5-Dimethoxyanilin und den Farbstoff 2 Amino-l-oxybenzol-4-sulfonsäure -<B>>-</B> 2,5- Dimethoxyanilin mit 4,4'-Dinitrostilben-2,
2'- disulfonsäure kondensiert und das Konden sationsprodukt mit kupferabgebenden Mitteln in die Kupferkomplexverbindung überführt. <I>Beispiel:</I> 16 Teile des Farbstoffes, hergestellt durch sehwach saure Kupplung von 4-Chlor-2- diazo-l-oxybenzol mit 2,5-Dimethoxyanilin, vorteilhaft in Gegenwart von ss,-Salz, und 35 Teile des Farbstoffes 2-Amino-l-oxyben- zol-4-sulfonsäure > 2,5-Dimethoxyanilin werden mit 47,4 Teilen 4,4'-dinitrostilben- 2,
2'-disulfonsaurem Natrium in 500 Teilen Wasser und 100 Teilen Natronlauge 36 B6 15 Stunden in der Siedehitze kondensiert, in üblicher Weise isoliert und in die Kupferver bindung übergeführt.
Diese 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. Kupfersulfat in 100 Teilen Wasser und 50 Teilen 25%igem Ammoniak zufliessen lässt und 12 Stunden auf 90 bis 95 erhitzt. Die metallisierte Verbindung wird in üblicher Weise durch Aussalzen isoliert und filtriert.
Die Kupferverbindung des Farbstoffes stellt getrocknet ein violettschwarzes Pulver dar; sie löst sich in Wasser mit schwärzlich rotbrauner, in konz. Schwefelsäure mit vio letter Farbe und färbt Zellulosefasern in lichtechten. bräunlichgrauen Tönen.
Additional patent to main patent no. 217234. Process for the production of a metal-containing stilbene azo dye. The subject of the present additional patent is a process for the production of a metal-containing stilbenazo dye, which is characterized in that the dye 4-chloro-2-amino-l-oxybenzene @ 2,5-dimethoxyaniline and the dye 2-amino-l-oxybenzene-4 -sulfonic acid - <B>> - </B> 2,5- dimethoxyaniline with 4,4'-dinitrostilbene-2,
2'-disulfonic acid is condensed and the condensation product is converted into the copper complex compound with copper-releasing agents. <I> Example: </I> 16 parts of the dye, prepared by the weakly acidic coupling of 4-chloro-2-diazo-1-oxybenzene with 2,5-dimethoxyaniline, advantageously in the presence of ss, salt, and 35 parts of the dye 2-amino-1-oxybenzene-4-sulfonic acid> 2,5-dimethoxyaniline with 47.4 parts of 4,4'-dinitrostilben-2,
Sodium 2'-disulfonic acid in 500 parts of water and 100 parts of sodium hydroxide solution 36 B6 condensed for 15 hours at the boiling point, isolated in the usual manner and converted into the copper compound.
This 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 is allowed to flow in and heated to 90 to 95 for 12 hours. The metallized compound is isolated in the usual manner by salting out and filtered.
The copper compound of the dye is a purple-black powder when dried; it dissolves in water with blackish reddish brown, in conc. Sulfuric acid with vio letter color and dyes cellulose fibers in lightfast. brownish gray tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH217234T | 1940-11-20 | ||
| CH232494T | 1940-11-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH232494A true CH232494A (en) | 1944-05-31 |
Family
ID=25725960
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH232494D CH232494A (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) | CH232494A (en) |
-
1940
- 1940-11-20 CH CH232494D patent/CH232494A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH232494A (en) | Process for the preparation of a metal-containing stilbene azo dye. | |
| CH232493A (en) | Process for the preparation of a metal-containing stilbene azo dye. | |
| CH232498A (en) | Process for the preparation of a metal-containing stilbene azo dye. | |
| CH232496A (en) | Process for the preparation of a metal-containing stilbene azo dye. | |
| CH232492A (en) | Process for the preparation of a metal-containing stilbene azo dye. | |
| CH232499A (en) | Process for the preparation of a metal-containing stilbene azo dye. | |
| CH252280A (en) | Process for the preparation of an azo dye. | |
| CH232501A (en) | Process for the preparation of a metal-containing stilbene azo dye. | |
| CH232495A (en) | Process for the preparation of a metal-containing stilbene azo dye. | |
| CH232502A (en) | Process for the preparation of a metal-containing stilbene azo dye. | |
| CH221189A (en) | Process for the preparation of a stilbene dye. | |
| CH232497A (en) | Process for the preparation of a metal-containing stilbene azo dye. | |
| CH232500A (en) | Process for the preparation of a metal-containing stilbene azo dye. | |
| CH221177A (en) | Process for the preparation of a stilbene dye. | |
| CH221195A (en) | Process for the preparation of a stilbene dye. | |
| CH221182A (en) | Process for the preparation of a stilbene dye. | |
| CH221190A (en) | Process for the preparation of a stilbene dye. | |
| CH221188A (en) | Process for the preparation of a stilbene dye. | |
| CH238449A (en) | Process for the production of a metallizable dye. | |
| CH221193A (en) | Process for the preparation of a stilbene dye. | |
| CH228823A (en) | Process for the preparation of a stilbene dye. | |
| CH228821A (en) | Process for the preparation of a stilbene dye. | |
| CH211007A (en) | Process for the preparation of an azo dye. | |
| CH221185A (en) | Process for the preparation of a stilbene dye. | |
| CH221181A (en) | Process for the preparation of a stilbene dye. |