CH232500A - 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
- CH232500A CH232500A CH232500DA CH232500A CH 232500 A CH232500 A CH 232500A CH 232500D A CH232500D A CH 232500DA CH 232500 A CH232500 A CH 232500A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- metal
- azo dye
- preparation
- parts
- Prior art date
Links
- 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
- 239000000987 azo dye Substances 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
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 11
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 claims description 6
- 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
- 239000007859 condensation product Substances 0.000 claims description 3
- -1 copper complex compound Chemical class 0.000 claims description 3
- NCBZRJODKRCREW-UHFFFAOYSA-N m-anisidine Chemical compound COC1=CC=CC(N)=C1 NCBZRJODKRCREW-UHFFFAOYSA-N 0.000 claims description 3
- 229950000244 sulfanilic acid Drugs 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 229920000742 Cotton Polymers 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
- 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 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 description 1
- 239000005749 Copper compound 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
- 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 -> <U>.</U> m-Anisidin und den Farbstoff Sulfanilsäure 2,5-Dimethoxyanilin mit 4,
4'-Dinitro- stilben-2,2'-disulfonsäure kondensiert und das Kondensationsprodukt in die Kupferkomplex verbindung überführt.
<I>Beispiel:</I> 28 Teile des Farbstoffes 4-Chlor-2-amino- 1-oxybenzol > m-Anisidin und 34 Teile des Farbstoffes Sulfanilsäure ->- 2,5-Di- methoxyanilin werden 15 bis 18 Stunden in der Siedehitze mit 43 Teilen 4,4'-Dinitro- stilben-2,2'-disulfonsäure in 400 Teilen Was ser und 80 Teilen Natronlauge 36 B6 kon densiert.
Nach dem Abkühlen wird bei ca. 30 mit Salzsäure neutralisiert, das Konden sationsprodukt vollends mit Kochsalz ausge fällt 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 Bordeaux, in konz. Schwe felsäure mit blauer Farbe und färbt Baum wolle @ in lichtechten violettstichig braunen Tönen.
Additional patent to main patent no. 217234. Process for the preparation of a metal-containing stilbene azo dye. The subject of 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-1-oxybenzene -> <U>. </U> m-anisidine and the dye Sulfanilic acid 2,5-dimethoxyaniline with 4,
4'-Dinitro-stilbene-2,2'-disulfonic 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 and 34 parts of the dye sulfanilic acid -> - 2,5-dimethoxyaniline are 15 to 18 hours in the boiling point with 43 parts of 4,4'-dinitro-stilbene-2,2'-disulfonic acid in 400 parts of water and 80 parts of sodium hydroxide 36 B6 condensed.
After cooling, the mixture is neutralized with hydrochloric acid at about 30, the condensation product is completely precipitated with sodium chloride 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 Bordeaux, in conc. Sulfuric acid with a blue color and dyes Baumwolle @ in lightfast violet-tinged brown tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH217234T | 1940-11-20 | ||
| CH232500T | 1940-11-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH232500A true CH232500A (en) | 1944-05-31 |
Family
ID=25725966
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH232500D CH232500A (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) | CH232500A (en) |
-
1940
- 1940-11-20 CH CH232500D patent/CH232500A/en unknown
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