CH340298A - Process for the preparation of a polyazo dye - Google Patents
Process for the preparation of a polyazo dyeInfo
- Publication number
- CH340298A CH340298A CH340298DA CH340298A CH 340298 A CH340298 A CH 340298A CH 340298D A CH340298D A CH 340298DA CH 340298 A CH340298 A CH 340298A
- Authority
- CH
- Switzerland
- Prior art keywords
- polyazo dye
- parts
- copper
- mole
- dye
- Prior art date
Links
- -1 polyazo Polymers 0.000 title claims description 14
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 12
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 7
- 229910052802 copper Inorganic materials 0.000 claims description 7
- 239000010949 copper Substances 0.000 claims description 7
- 229920000742 Cotton Polymers 0.000 claims description 3
- 239000000835 fiber Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 239000004627 regenerated cellulose Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 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 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003086 colorant Substances 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
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 235000010288 sodium nitrite Nutrition 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
- C09B45/48—Preparation from other complex metal compounds of azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Polyazofarbstoffes Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines Polyazofarbstoffes, welches darin besteht, dass man 1 Mol tetrazotiertes 3,3'-Dimethoxy-4,4'-diamino-1,1'-diphenyl einerseits mit 1 Mol der Kupferkomplexverbindung aus dem Monoazokörper der Zusammensetzung
EMI0001.0010
und anderseits mit 1 Mol 1-(3'-Chlor)
-phenyl-3-me- thyl-5-pyrazolon kuppelt und den erhaltenen Poly- azofarbstoff unter Aufspaltung der Methoxygruppen mit einem kupferabgebenden Mittel behandelt.
Der neue, kupferhaltige Polyazofarbstoff ist eine dunkle, wasserlösliche Substanz, die Fasern aus Baumwolle und aus regenerierter Cellulose in sehr echten; violettgrauen Tönen färbt.
Im nachfolgenden Beispiel bedeuten die Teile Gewichtsteile und die Prozente Gewichtsprozente. <I>Beispiel</I> 24,4 Teile 3,3'-Dimethoxy-4,4'-diamino-1,1'- diphenyl werden in 350 Teilen Wasser und 56 Teilen 30%iger Salzsäure bei 0 mit 13,
8 Teilen Natrium- nitrit tetrazotiert. Die Tetrazoverbindung wird bei 5 mit einer Lösung von 84 Teilen der kupferhaltigen Monoazoverbindung der Zusammensetzung
EMI0001.0033
und 22 Teilen 30%iger Natronlauge in 600 Teilen Wasser versetzt.
Nach Zugabe einer konzentrierten wässerigen Lösung von 50 Teilen kalzinierter Soda zur Reaktionslösung fällt daraus die Zwischenverbin dung aus. Ohne diese zu isolieren, wird hierauf der Reaktionslösung bei einer Temperatur von 5 eine Lösung von 22,9 Teilen 1-(3'-Chlor)-phenyl-3-me- thyl-5-pyrazolon in 16 Teilen 30 % iger Natronlauge und 250 Teilen Wasser zugegeben.
Sobald die Kupp lung zum Polyazofarbstoff beendet ist, wird die Re- aktionslösung mit 80 Teilen Diäthanolamin, 50 Tei len Kupfervitriol und<B>100</B> Teilen einer 25 o/oigen Ammoniaklösung versetzt und der Polyazofarbstoff während einiger Stunden bei 95 behandelt. Durch Aussalzen wird der kupferhaltige Polyazofarbstoff isoliert. Er stellt eine dunkle, wasserlösliche Substanz dar, die Fasern aus Baumwolle und regenerierter Cellulose in sehr echten, violettgrauen Tönen färbt.
Process for the production of a polyazo dye The present patent relates to a process for the production of a polyazo dye, which consists in mixing 1 mol of tetrazotized 3,3'-dimethoxy-4,4'-diamino-1,1'-diphenyl on the one hand with 1 mol the copper complex compound from the monoazo body of the composition
EMI0001.0010
and on the other hand with 1 mole of 1- (3'-chlorine)
-phenyl-3-methyl-5-pyrazolone coupled and treated the resulting polyazo dye with splitting of the methoxy groups with a copper donor.
The new, copper-containing polyazo dye is a dark, water-soluble substance, the fibers from cotton and from regenerated cellulose in very real; colors purple-gray tones.
In the following example, the parts are parts by weight and the percentages are percentages by weight. <I> Example </I> 24.4 parts of 3,3'-dimethoxy-4,4'-diamino-1,1'-diphenyl in 350 parts of water and 56 parts of 30% hydrochloric acid at 0 with 13,
8 parts of sodium nitrite tetrazotized. The tetrazo compound is at 5 with a solution of 84 parts of the copper-containing monoazo compound of the composition
EMI0001.0033
and 22 parts of 30% sodium hydroxide solution in 600 parts of water.
After adding a concentrated aqueous solution of 50 parts of calcined soda to the reaction solution, the intermediate compound precipitates therefrom. Without isolating this, the reaction solution then becomes a solution of 22.9 parts of 1- (3'-chloro) -phenyl-3-methyl-5-pyrazolone in 16 parts of 30% strength sodium hydroxide solution and 250 at a temperature of 5 Parts of water are added.
As soon as the coupling to the polyazo dye has ended, 80 parts of diethanolamine, 50 parts of copper vitriol and 100 parts of a 25% ammonia solution are added to the reaction solution, and the polyazo dye is treated at 95 for a few hours. The copper-containing polyazo dye is isolated by salting out. It is a dark, water-soluble substance that dyes fibers made of cotton and regenerated cellulose in very real, purple-gray tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH292412T | 1951-01-19 | ||
| CH340298T | 1956-02-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH340298A true CH340298A (en) | 1959-08-15 |
Family
ID=25733245
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH340298D CH340298A (en) | 1951-01-19 | 1956-02-15 | Process for the preparation of a polyazo dye |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH340298A (en) |
-
1956
- 1956-02-15 CH CH340298D patent/CH340298A/en unknown
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