CH180267A - 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
- CH180267A CH180267A CH180267DA CH180267A CH 180267 A CH180267 A CH 180267A CH 180267D A CH180267D A CH 180267DA CH 180267 A CH180267 A CH 180267A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo
- dye
- product obtained
- reaction product
- yellow
- 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
- 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
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 claims 1
- 101100495769 Caenorhabditis elegans che-1 gene Proteins 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 235000005985 organic acids Nutrition 0.000 claims 1
- 239000000975 dye Substances 0.000 description 9
- 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
- 239000002253 acid Substances 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 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
- 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
- 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
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Darstellung eines aus einem Trisazofarbstoff erhaltenen, färbenden Reaktionsproduktes. E5 wurde gefunden, da.ss ein wertvoller, brauner Farbstoff von noch unbekannter Konstitution entsteht; wenn man die Verbin- dung l -AniinonaphthaIin-4-sulfonsäure-azo- 1.-arniiioiiaphtlialin-6;
i-sulföiisäure (techn.(,'e- misch) - azo - 1,3-dioxybenzol-azo-4-nitro-l- aminobenzol bei Gegenwart von wässerigem Ammoniak und einem Schwermetall mit Oxydationsmitteln, vorzugsweise mit Luft behandelt. Der neue Farbstoff stellt ein seliwäi-zliclies Pulver dar, das sich in Wasser mit gelbbrauner und in konzentrierter Schwe felsäure mit gelbgrüner Farbe löst.
Im Ge gensatz zum Ausgangsfarbstoff färbt er \'olle und Seide kaum mehr an, dagegen er zeugt er auf Leder ein schönes, sattes Braun, dessen Farbton von dem Grade der Oxyda tion abhängig ist. Diese Lederfärbungen sind ausgezeichnet durch hervorragende Echtheit gegen Licht und alkalischen Fettliquor, so wie organische und anorganische Säuren. <I>Beispiel:</I> 22,3 Teile 1- Amiuonaphtlialin-4-sulfon- säure werden in üblicher Weise diazotiert und mit ? 3 Teilen 1-Aminonaphthalin-6%7- sulfonsäure in essigsaurer Lösung gekuppelt.
Der ausgeschiedene und a.bfiltrierte Monoazo- farbstoff wird mit Natronlauge gelöst, in be kannter Weise indirekt diazotiert und in sodaalkalischer Lösung, in der Kälte mit 11 Teilen 1;3-Dioxybenzol'vereinigt. Wenn die Bildunb des Disazofarbstoffes beendigt ist, wird er in sodaalkaliseher Lösung mit der Diazoverbindung aus 13;8 Teilen 4-Nitro-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 während 15 Stunden einen schwachen Luftstrom durch die Lö sung.
Der Farbstoff wird in der Wärme aus der angesäuerten Lösung ausbesalzen und stellt nach dem Trocknen ein schwärzliches Pulver dar. Chromgegerbtes und vegetabi lisch gegerbtes Leder wird in tief dunkel braunen Tönen gefärbt. Die alkalische Um wandlung des hier beschriebenen Trisazo- farbstoffes führt zu einer wesentlichen Ver besserung der Säure- und Alkaliechtheit. Die vorher nur mittelmässige Echtheit gegen alka lischen Fettliquor darf nach der
Behandlung als sehr gut bezeichnet werden. Die Färbun gen 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. E5 has been found to produce a valuable brown dye of as yet unknown constitution; if one uses the compound l-aminonaphthaIine-4-sulfonic acid-azo-1.-arniiioiiaphthaline-6;
i-sulfoic acid (techn. (, 'e- misch) - azo - 1,3-dioxybenzene-azo-4-nitro-l-aminobenzene treated with oxidizing agents, preferably with air, in the presence of aqueous ammonia and a heavy metal. The new dye is a seliwäi-zliclies powder that dissolves in water with a yellow-brown color and in concentrated sulfuric acid with a yellow-green color.
In contrast to the original dye, it hardly stains wool and silk, but it produces a beautiful, rich 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> 22.3 parts of 1- Amiuonaphthlialin-4-sulfonic acid are diazotized in the usual way and with? 3 parts of 1-aminonaphthalene-6% 7-sulfonic acid coupled in acetic acid solution.
The precipitated and filtered monoazo dye is dissolved with sodium hydroxide solution, indirectly diazotized in a known manner and combined in a soda-alkaline solution with 11 parts of 1,3-dioxybenzene 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 13.8 parts of 4-nitro-l-aminobenzene.
The dye deposited by acidification and salting out, or, if appropriate, the reaction solution itself, is mixed with enough ammonia that a clearly 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 gentle stream of air is passed through the solution for 15 hours.
The dyestuff is salted out in the heat from the acidified solution 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 significant improvement in acid and alkali fastness. The previously only mediocre authenticity against alkaline fatty liquor is now allowed after the
Treatment can be described as very good. The dyeings have 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 |
|---|---|---|---|
| DE180267X | 1933-09-15 | ||
| CH177582T | 1935-06-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH180267A true CH180267A (en) | 1935-10-15 |
Family
ID=25720001
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH180267D CH180267A (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) | CH180267A (en) |
-
1934
- 1934-08-21 CH CH180267D patent/CH180267A/en unknown
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