CH242996A - Process for the preparation of a polyazo dye. - Google Patents
Process for the preparation of a polyazo dye.Info
- Publication number
- CH242996A CH242996A CH242996DA CH242996A CH 242996 A CH242996 A CH 242996A CH 242996D A CH242996D A CH 242996DA CH 242996 A CH242996 A CH 242996A
- Authority
- CH
- Switzerland
- Prior art keywords
- acid
- dye
- mol
- amino
- aminooxynaphthalenesulfonic
- Prior art date
Links
- -1 polyazo Polymers 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 10
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 8
- FCZNYKVABFECER-UHFFFAOYSA-N 2-aminooxynaphthalene-1-sulfonic acid Chemical group C1=CC=CC2=C(S(O)(=O)=O)C(ON)=CC=C21 FCZNYKVABFECER-UHFFFAOYSA-N 0.000 claims description 4
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 229910000365 copper sulfate Inorganic materials 0.000 claims description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 125000002344 aminooxy group Chemical group [H]N([H])O[*] 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Polyazofarbstoffes. Es wurde gefunden, dass man einen neuen Polyazofarbstoff erhält, wenn man 1 Mol diazotiertes 1-_Amino - \) - oxy - 5 - nitrobenzol, 1 Mol 2-Amino-5-oxynaphthalin-7-sulfon- säure, 1 Mol Cy anurchlorid, 1 Mal 4-Amino- 4'-oxy-1,
1'-azobenzol-3'-carbonsäure und 1 Mal Anilin derart aufeinander einwirken lässt, dass die Diazoverbindung in 6-Stellung der Aminooxynaphthalinsulfonsäure eingreift und die . drei Halogenatome des Cyanur- ehlorids sieh jeweils mit der Aminogruppe der Aminooxynaphthalinsulfonsäure, der Aminooxy azobenzolcarbonsäure und des Ani lins umsetzen.
Der neue Farbstoff stellt ein dunkel braunes Pulver dar, das aus einem Färbe bade, welches mit Kupfersulfat und wein saurem Natrium versetzt wurde, Baumwolle in rotbraunen Tönen von guter Licht- und )Vaschechtheit anfärbt.
Beispiel: Teilen 30 % iger Salzsäure gelöst. Die Lösung wird auf 10 gekühlt und mit<B>6,9</B> Teilen Na triumnitrit in \?5 Teilen Wasser dianotiert. Inzwischen werden 66,4 Teile des auf be kannte Weise dargestellten ternären Konden sationsproduktes aus je 1 lIol Cyanurchlorid, - Amino - 5 - oxynaphthalin - 7 - sulfonsäure, 4-Amino-4'-oxy-1,1'-azobenzol-3'-earbonsäure und Anilin in 1600 Teilen Wasser und 30 Teilen Natriumcarbonat bei 50 gelöst.
Die Lösung wird mit Eis auf 10 gehiihlt und mit der Diazoniumlösung versetzt. Man rührt die Kupplung so lange, bis sich keine Diazonium- verbindung mehr nachweisen lässt. Dann er wärmt man auf 80 , salzt den gebildeten Farbstoff aus, filtriert und trocknet.
Process for the preparation of a polyazo dye. It has been found that a new polyazo dye is obtained if 1 mol of diazotized 1-amino - \) - oxy - 5 - nitrobenzene, 1 mol of 2-amino-5-oxynaphthalene-7-sulfonic acid, 1 mol of cyanuric chloride, 1 time 4-amino-4'-oxy-1,
1'-azobenzene-3'-carboxylic acid and 1 time aniline can act on one another in such a way that the diazo compound intervenes in the 6-position of the aminooxynaphthalenesulfonic acid and the. three halogen atoms of the cyanuric chloride react with the amino group of the aminooxynaphthalenesulfonic acid, the aminooxy azobenzolecarboxylic acid and the aniline.
The new dye is a dark brown powder that bathes from a dye that has been mixed with copper sulfate and acidic sodium, and dyes cotton in red-brown shades of good light and) fastness to light.
Example: parts of 30% hydrochloric acid dissolved. The solution is cooled to 10 and dianotized with <B> 6.9 </B> parts of sodium nitrite in 5 parts of water. In the meantime, 66.4 parts of the ternary condensation product prepared in a known manner are made from 1 liter each of cyanuric chloride, - amino - 5 - oxynaphthalene - 7 - sulfonic acid, 4-amino-4'-oxy-1,1'-azobenzene-3 ' -earboxylic acid and aniline dissolved in 1600 parts of water and 30 parts of sodium carbonate at 50.
The solution is cooled to 10 with ice and the diazonium solution is added. The coupling is stirred until the diazonium compound can no longer be detected. Then it is warmed to 80, the dye formed is salted out, filtered and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH242996T | 1944-08-09 | ||
| CH240225T | 1944-08-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH242996A true CH242996A (en) | 1946-06-15 |
Family
ID=25728497
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH242996D CH242996A (en) | 1944-08-09 | 1944-08-09 | Process for the preparation of a polyazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH242996A (en) |
-
1944
- 1944-08-09 CH CH242996D patent/CH242996A/en unknown
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