CH275080A - Process for the preparation of a stilbene dye. - Google Patents
Process for the preparation of a stilbene dye.Info
- Publication number
- CH275080A CH275080A CH275080DA CH275080A CH 275080 A CH275080 A CH 275080A CH 275080D A CH275080D A CH 275080DA CH 275080 A CH275080 A CH 275080A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- preparation
- copper
- new
- 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
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation 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 10
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 5
- 229910052802 copper Inorganic materials 0.000 claims description 5
- 239000010949 copper Substances 0.000 claims description 5
- 229920000742 Cotton Polymers 0.000 claims description 3
- 239000000987 azo dye Substances 0.000 claims description 3
- 230000008878 coupling Effects 0.000 claims description 3
- 238000010168 coupling process Methods 0.000 claims description 3
- 238000005859 coupling reaction Methods 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- -1 1-amino-4-methylacetylamino-2-methoxybenzene Chemical compound 0.000 claims description 2
- 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
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- 239000004922 lacquer Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NMHBLLHIFXOFCJ-UHFFFAOYSA-N [N+](=O)([O-])C(=C(C1=C(C(=CC=C1)S(=O)(=O)O)S(=O)(=O)O)[N+](=O)[O-])C1=CC=CC=C1.[Na] Chemical compound [N+](=O)([O-])C(=C(C1=C(C(=CC=C1)S(=O)(=O)O)S(=O)(=O)O)[N+](=O)[O-])C1=CC=CC=C1.[Na] NMHBLLHIFXOFCJ-UHFFFAOYSA-N 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002966 varnish 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
<B>Zusatzpatent</B> zum Hauptpatent Nr. 272569. Verfahren zur Darstellung eines Stilbenfarbstoffes. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Darstellung eines neuen Stilbenfarbstoffes, welches dadurch gekenn zeichnet ist, dass man 4,4'-Dinitrostilben-2,
2'- disulfonsäure mit dem durch Kuppeln von diazotiertem 1-Amino-4-methylacetylamino-2- niethoxybenzol auf 2-Naphthol-4-sulfonsäure hergestellten Azofarbstoff kondensiert und das Kondensationsprodukt mit kupferabge benden Mitteln in den Kupferlack überführt.
Der neue Farbstoff stellt getrocknet ein dunkles Pulver dar, das sich in konzentrier ter Schwefelsäure mit blauer Farbe löst. Er färbt auf Baumwolle ein Grau von guten Echtheitseigenschaften. <I>Beispiel:</I> 45,1 Teile des Azofarbstoffes, hergestellt durch Kuppeln von diazotiertem 1-Amino-4- methylacetylamino-2-methoxybenzol auf 2- Naphthol-4-sulfonsäure in alkalischer Lösung, werden mit 47,4 Teilen dinitrostilbendisulfon- saurem Natrium in 600 Teilen Natronlauge von 61/o bei Siedetemperatur kondensiert.
Durch Abstumpfen der Natronlauge mit Salz säure und Zusatz von Salz wird der Farb stoff gefällt und dann abfiltriert.
Der Filterkuchen wird in 1500 Teilen Wasser bei 900 gelöst und mit einer ammonia- kalischeu Kupfersulfatlösung versetzt, die aus 25 Teilen kristallisiertem Kupfersulfat, 100 Teilen Wasser und 80 Teilen 25 o/oigem Am- nioniak hergestellt wurde. Man erhitzt die Mischung während zehn Stunden auf 85 bis 900, salzt dann den Kupferlack aus und fil triert.
Der neue Farbstoff stellt getrocknet ein dunkles Pulver dar, das sich in konzentrier ter Schwefelsäure mit blauer Farbe löst. Er färbt auf Baumwolle ein Grau von guten Echtheitseigenschaften.
<B> Additional patent </B> to main patent no. 272569. Process for the preparation of a stilbene dye. The subject of the present patent is a process for the preparation of a new stilbene dye, which is characterized in that 4,4'-dinitrostilbene-2,
2'-disulfonic acid is condensed with the azo dye produced by coupling diazotized 1-amino-4-methylacetylamino-2-niethoxybenzene to 2-naphthol-4-sulfonic acid and the condensation product is converted into the copper lacquer with copper-releasing agents.
When dried, the new dye is a dark powder that dissolves in concentrated sulfuric acid with a blue color. It dyes cotton a gray with good fastness properties. <I> Example: </I> 45.1 parts of the azo dye, prepared by coupling diazotized 1-amino-4-methylacetylamino-2-methoxybenzene to 2-naphthol-4-sulfonic acid in alkaline solution, are mixed with 47.4 parts sodium dinitrostilben disulfonic acid condensed in 600 parts of 61 / o sodium hydroxide solution at the boiling point.
The dye is precipitated by blunting the caustic soda with hydrochloric acid and adding salt and then filtered off.
The filter cake is dissolved in 1500 parts of water at 900 and mixed with an ammoniacal copper sulphate solution which was prepared from 25 parts of crystallized copper sulphate, 100 parts of water and 80 parts of 25% ammonia. The mixture is heated to 85 to 900 for ten hours, then the copper varnish is salted out and filtered.
When dried, the new dye is a dark powder that dissolves in concentrated sulfuric acid with a blue color. It dyes cotton a gray with good fastness properties.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH272569T | 1944-01-10 | ||
| CH275080T | 1944-01-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH275080A true CH275080A (en) | 1951-04-30 |
Family
ID=25731373
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH275080D CH275080A (en) | 1944-01-10 | 1944-01-10 | Process for the preparation of a stilbene dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH275080A (en) |
-
1944
- 1944-01-10 CH CH275080D patent/CH275080A/en unknown
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