CH180270A - 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
- CH180270A CH180270A CH180270DA CH180270A CH 180270 A CH180270 A CH 180270A CH 180270D A CH180270D A CH 180270DA CH 180270 A CH180270 A CH 180270A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo
- dye
- product obtained
- reaction product
- nitro
- 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 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 238000000034 method 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
- 229910001385 heavy metal Inorganic materials 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 239000007800 oxidant agent Substances 0.000 claims description 2
- 238000002360 preparation method Methods 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
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000000975 dye Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 6
- 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
- LOCWBQIWHWIRGN-UHFFFAOYSA-N 2-chloro-4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1Cl LOCWBQIWHWIRGN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-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
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001049 brown dye Substances 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
- 230000020477 pH reduction Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Terfahren zur Darstellung eines aus einem Trisazofarbstoff erhaltenen, färbenden Reaktionsproduktes. Es wurde gefunden, dass ein wertvoller, brauner Farbstoff von noch unbekannter lionstitution entsteht, wenn man die Ver- hindurrg 4-Nitro-4'-aminodiphenylamin-2-sul- fonsäure-azo-1-arninonaphthalin- 6/7 -sulfon- säure (technisches Gemisch)-azo-1,
3-diogyben- zol-azo-2-chlor-4-nitro-l-aminobenzol bei Ge genwart von wässerigem Ammoniak und einem Schwermetall mit Oxydationsmitteln, vorzugsweise mit Luft, behandelt. Der neue Farbstoff stellt ein schwärzliches Pulver dar, das sich in Wasser mit brauner und in kon zentrierter Schwefelsäure mit blauer Farbe löst. Im Gegensatz zum Ausgangsfarbstoff färbt er \'dolle und Seide kaum mehr an, da gegen erzeugt er auf Leder ein schönes, sat- ieBraun, dessen Farbton von dem Grade der Oxydation abhängig ist.
Diese Leder färbungen sind ausgezeichnet durch hervor ragende Echtheit gegen Licht und alkali- sehen Fettliquor, sowie organische und anor ganische Säuren. <I>Beispiel:</I> 31 Teile 4-Nitro-4'-aminodiphenylamin-2- sulfonsäure werden in üblicher Weise diazo- ti.ert und mit 23 Teilen 1-Aminonaphthalin- 6J7-sulfonsäure (technisches Gemisch) in essig saurer Lösung gekuppelt.
Der ausgeschie dene abfiltrierte Monoazofarbstoff wird mit Natronlauge gelöst, in bekannter Weise in direkt diazotiert und in sodaalkalischer Lö sung in der Kälte mit 11 Teilen 1,3-Dioxy- benzol vereinigt.
Wenn die Bildung des Dis azofarbstoffes beendigt ist, wird er in soda- a.lkalischer Lösung mit der Diazoverbin- dung aus 17,3 Teilen 4-Nitro-2-chlor-l- aminobenzol in den Trisazofarbstoff über geführt.
Der durch Ansäuern und Aussalzen abgeschiedene Farbstoff, oder gegebenenfalls die Reaktionslösung selbst, wird mit soviel Ammoniak versetzt, dass deutlich ammo- niakalische Reaktion vorhanden ist und diese auch bei der weiteren Behandlung bestehen bleibt. Mittelst einer kupfernen Dampf- schlange heizt man auf 90 C auf und leitet bei dieser Temperatur einen schwachen Luft strom durch .die Lösung, bis eine Vertiefung des Farbtones nicht mehr eintritt. Der Farbstoff wird in der Wärme aus der an gesäuerten Lösung ausgesalzen und stellt nach dem Trocknen ein schwärzliches Pul ver dar.
Chromgegerbtes und vegetabilisch gegerbtes Leder wird in tief dunkelbraunen Tönen gefärbt. Die alkalische Umwand lung des hier beschriebenen Trisazofarbstof- fes führt' zu einer wesentlichen 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 eine vorzügliche Lichtechtheit und eine Vertiefung des Farbtones nach dunkel braun auf.
A method for the preparation of a coloring reaction product obtained from a trisazo dye. It has been found that a valuable, brown dye of as yet unknown lionstitution is formed if the prevention 4-nitro-4'-aminodiphenylamine-2-sulphonic acid-azo-1-arninonaphthalene-6/7 -sulphonic acid is used (technical mixture) -azo-1,
3-diogybenzene-azo-2-chloro-4-nitro-1-aminobenzene in the presence of aqueous ammonia and a heavy metal with oxidizing agents, preferably with air. The new dye is a blackish powder that dissolves in water with a brown color and in concentrated sulfuric acid with a blue color. In contrast to the original dye, it hardly stains dolle and silk any more, on the other hand it produces a beautiful, satiny brown on leather, 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'-aminodiphenylamine-2-sulfonic acid are diazotized in the usual way and acidic with 23 parts of 1-aminonaphthalene-6J7-sulfonic acid (technical mixture) in acetic acid Solution coupled.
The monoazo dye which has been filtered off is dissolved with sodium hydroxide solution, diazotized directly in a known manner and combined with 11 parts of 1,3-dioxybenzene in an alkaline soda solution in the cold.
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 of 17.3 parts of 4-nitro-2-chloro-l-aminobenzene.
The dye deposited 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 up to 90 C and at this temperature a weak stream of air is passed through the solution until the color tone no longer deepens. The dyestuff is salted out in the heat from the acidified solution and, after drying, turns into a blackish powder.
Chrome-tanned and vegetable-tanned leather is colored 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 have excellent lightfastness and a deepening of the shade towards dark brown.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE180270X | 1933-09-15 | ||
| CH177582T | 1935-06-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH180270A true CH180270A (en) | 1935-10-15 |
Family
ID=25720004
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH180270D CH180270A (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) | CH180270A (en) |
-
1934
- 1934-08-21 CH CH180270D patent/CH180270A/en unknown
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