CH197177A - Process for the preparation of a black disazo dye. - Google Patents
Process for the preparation of a black disazo dye.Info
- Publication number
- CH197177A CH197177A CH197177DA CH197177A CH 197177 A CH197177 A CH 197177A CH 197177D A CH197177D A CH 197177DA CH 197177 A CH197177 A CH 197177A
- Authority
- CH
- Switzerland
- Prior art keywords
- black
- dye
- preparation
- diazotized
- acid
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 4
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 claims description 3
- 229910000906 Bronze Inorganic materials 0.000 claims description 3
- 239000010974 bronze Substances 0.000 claims description 3
- 239000003086 colorant Substances 0.000 claims description 3
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- 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 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000006193 diazotization reaction Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000012670 alkaline solution 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
- 239000000203 mixture Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Darstellung eines schwarzen Disazofarbstoffes. Es wurde gefunden, dass man einen neuen, wertvollen schwarzen Disazofarbstoff erhält, wenn man diazotierte 4-Amino-3'-methyldi- phenylamin-2-suHonsäure mit a-Naphthyl- amin kuppelt, den Monoazofarbstoff wieder diazotiert und mit 2,4-Naphtholsulfonsäure vereinigt.
Der neue Farbstoff, ein schwarzes Pul ver, löst sich in Wasser mit stumpf grün blauer, in konzentrierter Schwefelsäure mit stumpf grünstichig grauer Farbe und färbt Wolle und Seide in schönen grünlich schwar zen Tönen, die auch in tiefen Färbungen nicht bronzieren.
Beispiel: 27,8 kg 4-Amino-3'-methyldiphenylamin- 2-sulfonsäure werden wie üblich diazotiert, mit einer kalten, salzsauren Aufschlämmung von 14,3 kg a-Naphthylamin vereinigt und mit Natriumacetatlösung die 1VIineralsäure langsam abgestumpft.
Nach beendeter Kupp lung wird der ausgeschiedene Farbstoff ab filtriert, mit der nötigen Menge Natronlauge ins Natronsalz übergeführt, mit 6,9 kg Nitrit versetzt und durch langsames Eingiessen in verdünnte Salzsäure und Eis bei 0 weiter diazotiert. Nach beendeter Diazotierung wird mit einer sodaalkalischen Lösung von 2 Naphthol-4-sulfonsäure gekuppelt und nach mehrstündigem Rühren der neue Farbstoff wie üblich aufgearbeitet.
Der neue Farbstoff, ein schwarzes Pulver, löst sich in Wasser mit stumpf grünblauer, in konzentrierter Schwefelsäure mit stumpf grünstichig grauer Farbe und färbt Wolle und Seide in schönen grünlich schwarzen Tönen, die auch in tiefen Färbungen nicht bronzieren.
Process for the preparation of a black disazo dye. It has been found that a new, valuable black disazo dye is obtained if diazotized 4-amino-3'-methyldiphenylamine-2-suHonic acid is coupled with a-naphthylamine, the monoazo dye is diazotized again and with 2,4-naphtholsulfonic acid united.
The new dye, a black powder, dissolves in water with a dull green-blue color and in concentrated sulfuric acid with a dull green-tinged gray color and dyes wool and silk in beautiful greenish-black tones that do not bronze even in deep colors.
Example: 27.8 kg of 4-amino-3'-methyldiphenylamine-2-sulfonic acid are diazotized as usual, combined with a cold hydrochloric acid suspension of 14.3 kg of a-naphthylamine and the 1VIineral acid slowly blunted with sodium acetate solution.
After coupling has ended, the precipitated dye is filtered off, converted into the sodium salt with the necessary amount of sodium hydroxide solution, 6.9 kg of nitrite are added and the diazotization is continued at 0 by slowly pouring it into dilute hydrochloric acid and ice. When the diazotization is complete, the mixture is coupled with a soda-alkaline solution of 2-naphthol-4-sulfonic acid and, after stirring for several hours, the new dye is worked up as usual.
The new dye, a black powder, dissolves in water with a dull green-blue color, in concentrated sulfuric acid with a dull green-tinged gray color and dyes wool and silk in beautiful greenish-black tones that do not bronze even in deep colors.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE197177X | 1936-04-29 | ||
| CH194189T | 1937-01-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH197177A true CH197177A (en) | 1938-04-15 |
Family
ID=25722639
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH197177D CH197177A (en) | 1936-04-29 | 1937-01-05 | Process for the preparation of a black disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH197177A (en) |
-
1937
- 1937-01-05 CH CH197177D patent/CH197177A/en unknown
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