CH190320A - Process for the preparation of a new monoazo dye. - Google Patents
Process for the preparation of a new monoazo dye.Info
- Publication number
- CH190320A CH190320A CH190320DA CH190320A CH 190320 A CH190320 A CH 190320A CH 190320D A CH190320D A CH 190320DA CH 190320 A CH190320 A CH 190320A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- new
- monoazo dye
- parts
- dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 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 title claims description 4
- 239000000975 dye Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- KLPPPIIIEMUEGP-UHFFFAOYSA-N 4-dodecylaniline Chemical compound CCCCCCCCCCCCC1=CC=C(N)C=C1 KLPPPIIIEMUEGP-UHFFFAOYSA-N 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
- 239000000243 solution Substances 0.000 description 3
- 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
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- ORKQJTBYQZITLA-UHFFFAOYSA-N 4-octylaniline Chemical compound CCCCCCCCC1=CC=C(N)C=C1 ORKQJTBYQZITLA-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000012267 brine 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellung eines neuen 3üonoazofarbstoffes. Vorliegende Erfindung bezieht sich auf ein Verfahren zur Herstellung eines neuen Monoazofarbstof fes.
Der neue Monoazofarbstoff löst sich in warmem Wasser mit gelblich-roter Farbe und in konzentrierter Schwefelsäure mit bläulich-roter Farbe. Er färbt Wolle aus einem neutralen oder sauren Bad in rötlich orange Tönen von guter Wasch- und Walk- echtheit.
Gemäss der Erfindung wird p-Dodecyl- anilin diazotiert und mit 1-Naphthol-3 : 6- disulfosäure gekuppelt.
<I>Beispiel:</I> 26,1 Teile p-Dodecylanilin (hergestellt nach dem von Beran für p-Octylanilin an gewandten Verfahren, Ber. der deutschen ehem. Ges., 1885, 18, 132) werden in 15 Mi nuten bei gewöhnlicher Temperatur mit 250 Teilen Salzsäure <B>(36%)</B> und 300 Teilen Wasser umgerührt, worauf das Gemisch auf 50 C erwärmt wird, bis .eine homogene Paste sich bildet und genügend Eis zugesetzt wird,
um das Ganze auf 5 C abzukühlen. Bei dieser Temperatur wird das Amin durch langsamen Zusatz von 69 Teilen einer zehn prozentigen wässerigen Lösung von Natrinm- nitrit diazotiert, wobei eine blasse, grünlich gelbe Lösung erhalten wird.
Wenn die Di- azotierung vollendet ist, lässt man die Diazo- lösung in eine Lösung von 34,8 Teilen des Natriumsalzes von 1-Naphthol-3:
6-disulfo- säure und 21 Teilen Natriumkarbonat in 350 Teilen Wasser einfliessen. Die Kupplung ist rasch beendet und wenn vollständig, werden 30 Teile Kochsalz zugesetzt, und der Farb stoff wird abfiltriert, mit fünfprozentiger Salzlösung gewaschen und getrocknet.
Process for the preparation of a new 3üonoazo dye. The present invention relates to a process for the preparation of a new monoazo dye.
The new monoazo dye dissolves in warm water with a yellowish-red color and in concentrated sulfuric acid with a bluish-red color. It dyes wool from a neutral or acidic bath in reddish orange tones with good wash and milled fastness.
According to the invention, p-dodecylaniline is diazotized and coupled with 1-naphthol-3: 6-disulfonic acid.
<I> Example: </I> 26.1 parts of p-dodecylaniline (produced according to the method used by Beran for p-octylaniline, Ber. Der Deutschen former Ges., 1885, 18, 132) are utes in 15 minutes stirred at normal temperature with 250 parts of hydrochloric acid <B> (36%) </B> and 300 parts of water, whereupon the mixture is heated to 50 C until a homogeneous paste forms and enough ice is added,
to cool the whole thing down to 5 C. At this temperature, the amine is diazotized by the slow addition of 69 parts of a ten percent aqueous solution of sodium mnitrite, a pale, greenish yellow solution being obtained.
When the diazotization is complete, the diazo solution is immersed in a solution of 34.8 parts of the sodium salt of 1-naphthol-3:
Pour 6-disulfonic acid and 21 parts of sodium carbonate into 350 parts of water. The coupling is completed quickly and when complete, 30 parts of sodium chloride are added and the dye is filtered off, washed with five percent brine and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB190320X | 1934-06-28 | ||
| CH184012T | 1935-06-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH190320A true CH190320A (en) | 1937-04-15 |
Family
ID=25720957
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH190320D CH190320A (en) | 1934-06-28 | 1935-06-28 | Process for the preparation of a new monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH190320A (en) |
-
1935
- 1935-06-28 CH CH190320D patent/CH190320A/en unknown
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