CH303909A - Process for the preparation of a copper-containing disazo dye. - Google Patents
Process for the preparation of a copper-containing disazo dye.Info
- Publication number
- CH303909A CH303909A CH303909DA CH303909A CH 303909 A CH303909 A CH 303909A CH 303909D A CH303909D A CH 303909DA CH 303909 A CH303909 A CH 303909A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- acid
- disazo dye
- compound
- oxy
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 10
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims description 8
- 229910052802 copper Inorganic materials 0.000 title claims description 8
- 239000010949 copper Substances 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 4
- 150000008049 diazo compounds Chemical class 0.000 claims description 4
- -1 disazo compound Chemical class 0.000 claims description 4
- 239000000835 fiber Substances 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000001879 copper Chemical class 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000009958 sewing Methods 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910052796 boron Inorganic materials 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
- 239000001530 fumaric acid Substances 0.000 description 1
- 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 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Description
<B>Verfahren zur Herstellung eines kupferhaltigen</B> Disazofarbstoffes. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines kupfer haltigen Disazofarbstoffes, welches darin be steht, dass man 0,8 Mol der Diazoverbindung aus 2-Amino-1.-oxy-6-chlorbenzol-4-sulfonsäure, 0,2 Mol der Diazoverbindung aus 2-Amino-l- oxybenzol-4,
6-disulfonsäure und 1 Mol der Di- azoverbindung aus 2-Aminobenzol-l-earbon- säure mit 1 Mol Fumarsäure-di- [ 5-oxy-7-sulfo- naphthyl- (2) ] -amid kuppelt und die erhaltene Disazoverbindung mit einem kupferabgeben den Mittel behandelt.
Im nachfolgenden Beispiel bedeuten die Teile Gewichtsteile, und die Prozente sind in Gewichtsprozenten angegeben.
<I>Beispiel:</I> 18 Teile 2-Amino-l-oxy-6-chlorbenzol-4-sul- fonsäure werden zusammen mit 5,4 Teilen 2- Amino-l-oxybenzol-4,6-disulfonsäure auf übli che Weise diazotiert. Man giesst die Diazo- lösung langsam zu einer Lösung von 55,8 Tei len Fumarsäure-di- [5-oxy-7-sulfonaphthyl- (2)]-amid und 30 Teilen Natriumearbonat in 1200 Teilen Wasser. Nach etwa 24 Stunden ist die Kupplung zum Monoazofarbstoff be endigt.
Anschliessend werden der Masse 100 Teile einer 20%igen Natriumearbonatlösung und bei 8-10 eine Diazolösung aus 13,7 Tei len 2-Aminobenzol-l-carbonsäure zugesetzt.
Nach Beendigung der zweiten Kupplung wird Glas entstandene Gemisch von Disazofarbstof- Pen aus der Lösung ausgesalzt und abfiltriert. Zur Überführung in die Kupferkomplex verbindung löst man 94,8 Teile des so erhal tenen Disazofarbstoffes bei 80-85 in 1500 Teilen Wasser und setzt der Lösung 60 Teile kristallisiertes Natriumacetat zu.
Darauf lässt man ihr allmählich 250 Teile einer 20 % igen Lösung aus kristallisiertem Kupfersulfat zu laufen und hält die Masse noch 2 Stunden bei 80-85 . Anschliessend wird sie durch Zusatz von Natriumcarbonat alkalisch gestellt, der Farbstoff daraus ausgesalzt, abfiltriert und getrocknet.
Der neue kupferhaltige Disazofarbstoff ist ein dunkles Pulver, welches Baumwolle und Fasern aus regenerierter Cellulose in bor deauxroten Tönen von sehr guter Licht- und guter Waschechtheit färbt. Durch Nachbehan deln auf der Faser mit Kupfersalzen in Ge genwart eines Polyalkylenpolyamins werden die Nassechtheitseigenschaften der Färbungen noch verbessert.
<B> Process for the production of a copper-containing </B> disazo dye. The present patent is a process for the preparation of a copper-containing disazo dye, which is be that 0.8 mol of the diazo compound from 2-amino-1.-oxy-6-chlorobenzene-4-sulfonic acid, 0.2 mol of Diazo compound from 2-amino-l-oxybenzene-4,
6-disulfonic acid and 1 mol of the di-azo compound from 2-aminobenzene-1-earbon acid with 1 mol of fumaric acid-di- [5-oxy-7-sulfonaphthyl- (2)] -amide and the disazo compound obtained with it a copper donation treated the agent.
In the example below, parts are parts by weight and percentages are percentages by weight.
<I> Example: </I> 18 parts of 2-amino-1-oxy-6-chlorobenzene-4-sulphonic acid are used together with 5.4 parts of 2-amino-1-oxybenzene-4,6-disulphonic acid diazotized in a way. The diazo solution is slowly poured into a solution of 55.8 parts of fumaric acid di- [5-oxy-7-sulfonaphthyl- (2)] amide and 30 parts of sodium carbonate in 1200 parts of water. After about 24 hours, the coupling to the monoazo dye is complete.
Then 100 parts of a 20% sodium carbonate solution and, at 8-10, a diazo solution of 13.7 parts of 2-aminobenzene-1-carboxylic acid are added to the mass.
After the second coupling has ended, the mixture of disazo dye pen formed is salted out of the solution and filtered off. To convert into the copper complex compound, dissolve 94.8 parts of the disazo dye obtained in this way at 80-85 in 1500 parts of water and add 60 parts of crystallized sodium acetate to the solution.
Then you let it gradually run 250 parts of a 20% solution of crystallized copper sulfate and keep the mass for 2 hours at 80-85. It is then made alkaline by adding sodium carbonate, the dye is salted out from it, filtered off and dried.
The new copper-containing disazo dye is a dark powder which dyes cotton and fibers from regenerated cellulose in boron red shades of very good lightfastness and good washfastness. After treating the fiber with copper salts in the presence of a polyalkylene polyamine, the wet fastness properties of the dyeings are further improved.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH301446T | 1952-01-17 | ||
| CH303909T | 1952-01-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH303909A true CH303909A (en) | 1954-12-15 |
Family
ID=25734394
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH303909D CH303909A (en) | 1952-01-17 | 1952-01-17 | Process for the preparation of a copper-containing disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH303909A (en) |
-
1952
- 1952-01-17 CH CH303909D patent/CH303909A/en unknown
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