CH340290A - Process for the preparation of a polyazo dye - Google Patents
Process for the preparation of a polyazo dyeInfo
- Publication number
- CH340290A CH340290A CH340290DA CH340290A CH 340290 A CH340290 A CH 340290A CH 340290D A CH340290D A CH 340290DA CH 340290 A CH340290 A CH 340290A
- Authority
- CH
- Switzerland
- Prior art keywords
- polyazo dye
- copper
- parts
- mol
- water
- Prior art date
Links
- -1 polyazo Polymers 0.000 title claims description 14
- 238000000034 method Methods 0.000 title claims description 6
- 239000000975 dye Substances 0.000 claims description 13
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 6
- 229910052802 copper Inorganic materials 0.000 claims description 6
- 239000010949 copper Substances 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000004627 regenerated cellulose Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- 239000000835 fiber Substances 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
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005185 salting out Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 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
- 230000001335 demethylating effect Effects 0.000 description 1
- 230000017858 demethylation Effects 0.000 description 1
- 238000010520 demethylation reaction Methods 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 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
Zusatzpatent zum Hauptpatent Nr. 292412 Verfahren zur Herstellung eines Polyazofarbstoffes Gegenstand des vorliegenden Patentes ist ein Ver fahren zur Herstellung eines Polyazofarbstoffes, wel ches darin besteht, dass man 1 Mol tetrazotiertes 3,3'-Dimethoxy-4,4'-diamino-1,1'-diphenyl einerseits mit 1 Mol 1-Oxynaphthalin-4,
7-disulfonsäure und anderseits mit 1 Mol der Kupferkomplexverbindung aus dem Monoazokörper der Zusammensetzung
EMI0001.0011
kuppelt und den erhaltenen Polyazofarbstoff unter Aufspaltung der Methoxygruppen mit kupferabgeben den Mitteln behandelt.
Der neue, kupferhaltige Polyazofarbstoff ist eine dunkle, wasserlösliche Substanz, welche Baumwolle und Fasern aus regenerierter Cellulose in echten, blaugrauen Tönen färbt.
Im nachfolgenden Beispiel bedeuten die Teile Gewichtsteile und die Prozente Gewichtsprozente. 24,4 Teile 3,3'-Dimethoxy-4,4'-diamino-1,1'-di- phenyl werden bei 0 in 350 Teilen Wasser und 56 Teilen konzentrierter Salzsäure mit einer konzen trierten Lösung von 13,8 Teilen Natriumnitrit tetra- zotiert. Die Tetrazoverbindung wird bei 5 mit einer Lösung von 31,9 Teilen 1-Oxynaphthalin-4,7-di- sulfonsäure in 200 Teilen Wasser versetzt.
Hierauf gibt man zur Reaktionslösung noch 42 Teile kalzi- nierte Soda als konzentrierte Lösung zu, wodurch die Zwischenverbindung ausfällt. Ohne diese zu iso lieren, werden der Reaktionslösung 74 Teile der kupferhaltigen Monoazoverbindung der Zusammen- setzun;
z in 600 Teilen Wasser und 24 Teilen 30o/oiger Natron lauge zugegeben und anschliessend 150 Teile eines technischen Pyridinbasengemisches. Wenn die Kupp lung beendet ist, wird der Polyazofarbstoff durch Aussalzen isoliert.
Zur entmethylierenden Kupferung wird der Poly- azofarbstoff in 3000 Teilen Wasser und 100 Teilen Diäthanolamin bei einer Temperatur von 95 so lang mit einer ammoniakalischen Lösung von 50 Teilen Kupfersulfat behandelt, bis die Entmethylierung und die Kupferung beendet sind. Hierauf wird der kupfer haltige Polyazofarbstoff durch Aussalzen isoliert.
Er stellt eine dunkle, wasserlösliche Substanz dar, wel che Baumwolle und regenerierte Cellulose in echten, blaugrauen Tönen färbt.
Additional patent to the main patent No. 292412 Process for the production of a polyazo dye The subject of the present patent is a process for the production of a polyazo dye, wel Ches is that 1 mol of tetrazotized 3,3'-dimethoxy-4,4'-diamino-1, 1'-diphenyl on the one hand with 1 mol of 1-oxynaphthalene-4,
7-disulfonic acid and on the other hand with 1 mole of the copper complex compound from the monoazo body of the composition
EMI0001.0011
couples and treated the polyazo dye obtained with splitting of the methoxy groups with copper-releasing agents.
The new, copper-containing polyazo dye is a dark, water-soluble substance that dyes cotton and fibers made from regenerated cellulose in real, blue-gray tones.
In the following example, the parts are parts by weight and the percentages are percentages by weight. 24.4 parts of 3,3'-dimethoxy-4,4'-diamino-1,1'-diphenyl are tetra at 0 in 350 parts of water and 56 parts of concentrated hydrochloric acid with a concentrated solution of 13.8 parts of sodium nitrite - quoted. A solution of 31.9 parts of 1-oxynaphthalene-4,7-disulfonic acid in 200 parts of water is added to the tetrazo compound at 5.
42 parts of calcined soda as a concentrated solution are then added to the reaction solution, causing the intermediate compound to precipitate. Without isolating these, 74 parts of the copper-containing monoazo compound of the composition are added to the reaction solution;
z in 600 parts of water and 24 parts of 30% sodium hydroxide solution and then 150 parts of a technical pyridine base mixture. When the coupling is complete, the polyazo dye is isolated by salting out.
For demethylating coppering, the polyazo dye is treated in 3000 parts of water and 100 parts of diethanolamine at a temperature of 95 with an ammoniacal solution of 50 parts of copper sulfate until demethylation and coppering are complete. The copper-containing polyazo dye is then isolated by salting out.
It is a dark, water-soluble substance that dyes cotton and regenerated cellulose in real, blue-gray tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH292412T | 1951-01-19 | ||
| CH340290T | 1956-02-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH340290A true CH340290A (en) | 1959-08-15 |
Family
ID=25733237
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH340290D CH340290A (en) | 1951-01-19 | 1956-02-15 | Process for the preparation of a polyazo dye |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH340290A (en) |
-
1956
- 1956-02-15 CH CH340290D patent/CH340290A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH340291A (en) | Process for the preparation of a polyazo dye | |
| CH340288A (en) | Process for the preparation of a polyazo dye | |
| CH340292A (en) | Process for the preparation of a polyazo dye | |
| CH340289A (en) | Process for the preparation of a polyazo dye | |
| CH340293A (en) | Process for the preparation of a polyazo dye | |
| CH340294A (en) | Process for the preparation of a polyazo dye | |
| DE658841C (en) | Process for the production of azo dyes | |
| CH340298A (en) | Process for the preparation of a polyazo dye | |
| CH340297A (en) | Process for the preparation of a polyazo dye | |
| CH297246A (en) | Process for the preparation of a polyazo dye. | |
| CH340296A (en) | Process for the preparation of a polyazo dye | |
| CH340295A (en) | Process for the preparation of a polyazo dye | |
| CH148005A (en) | Process for the preparation of a disazo dye. | |
| CH211004A (en) | Process for the preparation of an azo dye. | |
| CH308464A (en) | Process for the preparation of a nickel-containing disazo dye. | |
| CH289590A (en) | Process for the preparation of a polyazo dye. | |
| CH144485A (en) | Process for the preparation of a disazo dye. | |
| CH280734A (en) | Process for the production of a copper-containing trisazo dye. | |
| CH292412A (en) | Process for the preparation of a polyazo dye. | |
| CH289688A (en) | Process for the production of a copper-containing trisazo dye. | |
| CH311036A (en) | Process for the production of a copper-containing polyazo dye. | |
| CH311035A (en) | Process for the production of a copper-containing polyazo dye. | |
| CH252278A (en) | Process for the preparation of an azo dye. | |
| CH340299A (en) | Process for the preparation of a polyazo dye | |
| CH211007A (en) | Process for the preparation of an azo dye. |