CH180274A - Process for preparing a coloring reaction product obtained from a trisazo dye. - Google Patents
Process for preparing a coloring reaction product obtained from a trisazo dye.Info
- Publication number
- CH180274A CH180274A CH180274DA CH180274A CH 180274 A CH180274 A CH 180274A CH 180274D A CH180274D A CH 180274DA CH 180274 A CH180274 A CH 180274A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo
- sulfonic acid
- product obtained
- reaction product
- dye
- Prior art date
Links
- 239000007795 chemical reaction product Substances 0.000 title claims description 3
- 238000004040 coloring Methods 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 239000010985 leather Substances 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 229910001385 heavy metal Inorganic materials 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 239000007800 oxidant agent Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 3
- 235000005985 organic acids Nutrition 0.000 claims 1
- 239000000975 dye Substances 0.000 description 10
- 239000000243 solution Substances 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000012670 alkaline solution Substances 0.000 description 2
- XJQRCFRVWZHIPN-UHFFFAOYSA-N 3-amino-4-chlorobenzenesulfonic acid Chemical compound NC1=CC(S(O)(=O)=O)=CC=C1Cl XJQRCFRVWZHIPN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000000991 leather dye 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
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Darstellung eines aus einem Trisazofarbstoff erhaltenen, färbenden Reaktionsproduktes. Es wurde gefunden, dass ein wertvoller. I)rauner Farbstoff von noch unbekannter Konstitution entsteht, wenn man die Ver bindung 4-Nitro-4'-aminodiphenylamin-2- s i il f onsäure-azo -1- aminonaphthalin - 6/ 7 - sul- fonsäure (technisches Gemisch) - azo - 1,
3 ilioxybenzol-azo-l-amino-2-chlorbenzol-ä-sul- fonsäure bei Gegenwart von wässrigem Ammoniak und einem Schwermetall mit Oxydationsmitteln, vorzugsweise mit Luft. behandelt. Der neue Farbstoff stellt ein schwärzliches Pulver dar, das sich in Was ser mit gelbbrauner und in konzentrierter Schwefelsäure mit blauer Farbe löst. Im Gegensatz zum Ausgangsfarbstoff färbt er Wolle und Seide kaum mehr an, dagegen erzeugt er auf Leder ein schönes, sattes Braun, dessen Farbton von dem Grade der Oxydation abhängig ist.
Diese Lederfärbun gen sind ausgezeichnet durch hervorragende Echtheit gegen Licht und alkalischen Fett- liquor, sowie organische und anorganische Säuren.
<I>Beispiel:</I> 31 Teile 4-Nitro-4'-aminodiphenylamiu- 2-sulfonsäure werden: in üblicher Weise dia- zotiert und mit 23 Teilen 1-Aminonaph- thalin-6/7-sulfonsäure (technisches Gemisch) in essigsaurer Lösung gekuppelt. Der aus geschiedene und abfiltrierte Monoazofarb- stoff wird mit.
Natronlauge gelöst, in be kannter Weise indirekt diazotiert und in sodaalkalischer Lösung in der Kälte mit 1.1 Teilen 1,3-Dioxybenzol vereinigt. Wenn die Bildung des Disazofarbstoffes beendigt ist, wird er in sodaalkalischer Lösung mit der Diazoverbindung aus 20,7 Teilen 1-Amino- 2-chlorbenzol-5-sulfonsKure in den Trisazo- farbstoff übergeführt.
Der durch Ansäuern und Aussalzen abgeschiedene Farbstoff, oder gegebenenfalls die Reaktionslösung selbst, wird mit soviel Ammoniak versetzt, dass deutlich ammoniakalische Reaktion vorhan den ist und diese auch bei der weiteren Be handlung bestehen bleibt. Mittels einer kupfernen Dampfschlange heizt man auf <B>90'</B> C auf und leitet bei dieser Temperatur während 15 Stunden einen schwachen Luft strom durch die Lösung. Der Farbstoff wird in der Wärme aus der angesäuerten Lösung ausgesalzen und stellt nach dem Trocknen ein schwärzliches Pulver dar. Chromgegerb tes und vegetabilisch gegerbtes Leder wird in tief dunkelbraunen Tönen gefärbt.
Die alkalische Umwandlung des hier beschriebe nen Trisazofarbstoffes führt zu einer we sentlichen Verbesserung der Säure- und Alkaliechtheit. Die vorher nur mittelmässige Echtheit gegen alkalischen Fettliquor darf nach der Behandlung als sehr gut bezeichnet werden. Die Färbungen weisen erhöhte Lichtechtheit und eine Verschiebung und Vertiefung des Farbtons von rötlichbraun nach dunkelbraun auf.
Process for preparing a coloring reaction product obtained from a trisazo dye. It was found to be a valuable one. I) Whispered dye of as yet unknown constitution is formed when the compound 4-nitro-4'-aminodiphenylamine-2- si il f onic acid azo -1-aminonaphthalene - 6/7 - sulphonic acid (technical mixture) - azo - 1,
3 ilioxybenzene-azo-1-amino-2-chlorobenzene-a-sulphonic acid in the presence of aqueous ammonia and a heavy metal with oxidizing agents, preferably with air. treated. The new dye is a blackish powder that dissolves in water with a yellow-brown color and in concentrated sulfuric acid with a blue color. In contrast to the original dye, it hardly stains wool and silk, but on leather it produces a beautiful, rich brown, the color of which depends on the degree of oxidation.
These leather dyes are distinguished by their excellent fastness to light and alkaline fatty liquor, as well as organic and inorganic acids.
<I> Example: </I> 31 parts of 4-nitro-4'-aminodiphenylami- 2-sulfonic acid are: diazotized in the usual way and with 23 parts of 1-aminonaphthalene-6/7 sulfonic acid (technical mixture) coupled in acetic acid solution. The monoazo dye separated and filtered off is with.
Sodium hydroxide solution dissolved, indirectly diazotized in a known manner and combined in a soda-alkaline solution in the cold with 1.1 parts of 1,3-dioxybenzene. When the formation of the disazo dye is complete, it is converted into the trisazo dye in a soda-alkaline solution with the diazo compound from 20.7 parts of 1-amino-2-chlorobenzene-5-sulfonic acid.
The dyestuff separated by acidification and salting out, or, if appropriate, the reaction solution itself, is mixed with enough ammonia that a clear ammoniacal reaction is present and this also persists during further treatment. A copper steam coil is used to heat to <B> 90 '</B> C and at this temperature, a gentle stream of air is passed through the solution for 15 hours. The dyestuff is salted out from the acidified solution in the heat and after drying it is a blackish powder. Chrome-tanned and vegetable-tanned leather is dyed in deep dark brown tones.
The alkaline conversion of the trisazo dye described here leads to a substantial improvement in the acid and alkali fastness. The previously only mediocre fastness to alkaline fatty liquor can be described as very good after the treatment. The dyeings show increased lightfastness and a shift and deepening of the hue from reddish brown to dark brown.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE180274X | 1933-09-15 | ||
| CH177582T | 1935-06-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH180274A true CH180274A (en) | 1935-10-15 |
Family
ID=25720008
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH180274D CH180274A (en) | 1933-09-15 | 1934-08-21 | Process for preparing a coloring reaction product obtained from a trisazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH180274A (en) |
-
1934
- 1934-08-21 CH CH180274D patent/CH180274A/en unknown
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