CH228372A - Process for the preparation of a substantive copper-containing disazo dye. - Google Patents
Process for the preparation of a substantive copper-containing disazo dye.Info
- Publication number
- CH228372A CH228372A CH228372DA CH228372A CH 228372 A CH228372 A CH 228372A CH 228372D A CH228372D A CH 228372DA CH 228372 A CH228372 A CH 228372A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- dye
- mole
- preparation
- substantive
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 7
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims description 6
- 229910052802 copper Inorganic materials 0.000 title claims description 6
- 239000010949 copper Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 8
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 229910021529 ammonia Inorganic materials 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 3
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 3
- 229920003043 Cellulose fiber Polymers 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 5
- 235000002639 sodium chloride Nutrition 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 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
- 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 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 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
- 239000012065 filter cake Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000047 product 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
- C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
- C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 223777. Verfahren zur Darstellung eines substantiven kupferhaltigen Disazofarbstoffes. Gegenstand des vorliegenden Zusatz patentes ist ein Verfahren zur Darstellung eines subs:
t.antiven kupferhaltigen Disazofarb- stoffes, dadurch gekennzeichnet, dass man je 1 Mol diazotierter 2-Amin.obenzoesäure und 0 - Chlor - 2 - amino -1- oxybenzol -4- sulf onsäure mit einem Mol eines Kondensationsproduktes aus 2 Mol 2-Amino-5-ogynaphthalin-7-sulfon- säure,
1 Mo.l Ammoniak und 1 Mol Cyanur- chlorid kuppelt und den erhaltenen Disazo- farbs:toff mit kupferabgebenden Mitteln be handelt.
Beispiel: 137 Teile 2-Aminobenzoesäure werden in üblicher Weise diazotiert und zu einer Lö sung von 570 Teilen des tertiären Kondensa tionsproduktes aus 2 Mol 2-Amino-5-oxy- naphthalin-7-.sulfo@nsäure, 1 Mol Ammoniak und 1 Mol Cyanurchlorid in 7000 Teilen Wasser und 200 Teilen Soda gegeben.
Nach beendigter Kupplung wird der Farbstoff mit Kochsalz ausgefällt, filtriert und mit 10 000 Teilen Wasser. und 200 Teilen Soda wieder angeschlämmt. Es werden nun bei 5 223,,5 Teile diazotierte 6-Chlor-2-amino-l-,oxy- benzol-4-sulfonsäure zufliessen gelassen und nach beendigter Kupplung der Disazofarb- stoff mit Kochsalz ausgefällt und filtriert.
Der feuchte Filterkuchen wird in 20 000 Teilen Wasser bei 80 gelöst und mit einer Lösung von 500 Teilen krist. Kupfersulfat in 2000 Teilen Wasser und 1000 Teilen. 25 % igem Ammoniak versetzt. Es wird 3-4 Stunden bei 80-90 gerührt, mit Kochsalz ausgefällt und filtriert.
Der Farbstoff stellt ein schwärzlich violettes Pulver -dar, das sich in Wasser mit roter Farbe löst und Zellulosefasern in ;sehr lichtechten blaustichigen Rottönen färbt.
Die Kupferurig kann auch nach dem im Hauptpatent erwähnten Verfahren vorgenom men werden, .ebenso isst eine Isolierung des Mono- und des Disazofarbstoffies nicht un bedingt erforderlich, hat aber den Vorteil, dass dadurch etwas reinere Produkte erhalten werden.
Additional patent to main patent No. 223777. Process for the preparation of a substantive copper-containing disazo dye. The subject of the present additional patent is a method for representing a subs:
t.antiven copper-containing disazo dyes, characterized in that 1 mole of diazotized 2-aminobenzoic acid and 0-chloro-2-amino-1-oxybenzene-4-sulfonic acid are mixed with one mole of a condensation product of 2 moles of 2-amino -5-ogynaphthalene-7-sulfonic acid,
1 mole of ammonia and 1 mole of cyanuric chloride are coupled and the disazo dye obtained is treated with copper-releasing agents.
Example: 137 parts of 2-aminobenzoic acid are diazotized in the usual way and to a solution of 570 parts of the tertiary condensation product of 2 moles of 2-amino-5-oxynaphthalene-7-.sulfonic acid, 1 mole of ammonia and 1 mole Cyanuric chloride in 7000 parts of water and 200 parts of soda.
After coupling is complete, the dye is precipitated with sodium chloride, filtered and washed with 10,000 parts of water. and 200 parts of soda slurried again. Diazotized 6-chloro-2-amino-1-, oxybenzene-4-sulfonic acid are now allowed to flow in at 5,223.5 parts and, when the coupling is complete, the disazo dye is precipitated with sodium chloride and filtered.
The moist filter cake is dissolved in 20,000 parts of water at 80 and a solution of 500 parts of crystalline. Copper sulfate in 2000 parts of water and 1000 parts. 25% ammonia added. It is stirred for 3-4 hours at 80-90, precipitated with common salt and filtered.
The dye is a blackish purple powder that dissolves in water with a red color and dyes cellulose fibers in very lightfast bluish red tones.
The copper acid can also be carried out according to the process mentioned in the main patent, and isolation of the mono- and disazo dyes is not absolutely necessary, but has the advantage that somewhat purer products are obtained.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH223777T | 1941-09-19 | ||
| CH228372T | 1941-09-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH228372A true CH228372A (en) | 1943-08-15 |
Family
ID=25726746
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH228372D CH228372A (en) | 1941-09-19 | 1941-09-19 | Process for the preparation of a substantive copper-containing disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH228372A (en) |
-
1941
- 1941-09-19 CH CH228372D patent/CH228372A/en unknown
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