CH193081A - Process for the preparation of a new monoazo dye. - Google Patents
Process for the preparation of a new monoazo dye.Info
- Publication number
- CH193081A CH193081A CH193081DA CH193081A CH 193081 A CH193081 A CH 193081A CH 193081D A CH193081D A CH 193081DA CH 193081 A CH193081 A CH 193081A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- dye
- new
- diazotized
- monoazo dye
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title 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 title description 2
- 239000000975 dye Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 239000000843 powder Substances 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
- 230000008878 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 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
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000009963 fulling Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellung eines neuen Nonoazofarbstoffes. Vorliegende Erfindung betrifft die Rer- stellung eines neuen Monoazofarbstoffes.
Gemäss der Erfindung wird der Farbstoff durch Kuppeln von diazotiertem m-Amino- benzol-sulfon-N-dodecylanilid, welches die Strukturformel
EMI0001.0009
hat, mit 1-(2' : 5'-dichlor-4'-sulfophenyl)-3- methyl-5-pyrazolon hergestellt.
Beispiel: 41,6 Teile fein verteiltes m-Aminobenzol- sulfon-N-dodec@=lanilid wird in Form einer Suspension in 400 Teilen Wasser und 25 Tei len 36%iger Salzsäure unter allmählicher Zugabe von 7 Teilen Natriumnitrit diazo- tiert. Die Suspension der entstandenen Di- azoverbindung wird. zu einer wässerigen Lö sung von 32,3 Teilen. 1-(2' :
5'-dichlor-4'- sulfo-phenyl)-3-methyl-5-pyrazolon,,die fort während durch Zugabe von Natriumkarbonat alkalisch gehalten wird (prüfen mit Lack mus), zugefügt. Nachdem die Kupplung sich vollzogen hat, wird die so erhaltene Kupp lungsmischung mit ungefähr 5 % Kochsalz (Gewicht für Volumen) ausgesalzen und der aus gefällte Farbstoff abfiltriert. Er kann als Paste aufbewahrt oder auf irgend eine passende Weise getrocknet werden.
Der neue Farbstoff bildet trocken ein orangefarbiges Pulver, welches in heissem Wasser oder kon zentrierter Schwefelsäure eine gelbe Lösung ergibt. Der neue Farbstoff färbt Wolle in grünlich-gelben Tönen von sehr guter Halt barkeit gegenüber Waschen und Walken.
Process for the preparation of a new nonoazo dye. The present invention relates to the preparation of a new monoazo dye.
According to the invention, the dye is obtained by coupling diazotized m-amino-benzene-sulfone-N-dodecylanilide, which has the structural formula
EMI0001.0009
made with 1- (2 ': 5'-dichloro-4'-sulfophenyl) -3-methyl-5-pyrazolone.
Example: 41.6 parts of finely divided m-aminobenzenesulfone-N-dodec® = lanilide is diazotized in the form of a suspension in 400 parts of water and 25 parts of 36% hydrochloric acid with the gradual addition of 7 parts of sodium nitrite. The suspension of the resulting diazo compound is. to an aqueous solution of 32.3 parts. 1- (2 ':
5'-dichloro-4'-sulfo-phenyl) -3-methyl-5-pyrazolone, which is kept alkaline by adding sodium carbonate (check with varnish), was added. After the coupling has taken place, the coupling mixture obtained in this way is salted out with approximately 5% common salt (weight for volume) and the dye which has precipitated out is filtered off. It can be stored as a paste or dried in any convenient way.
The new dye forms an orange powder when dry, which in hot water or concentrated sulfuric acid gives a yellow solution. The new dye dyes wool in greenish-yellow shades that are very durable to washing and fulling.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB193081X | 1935-11-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH193081A true CH193081A (en) | 1937-09-30 |
Family
ID=10127217
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH193081D CH193081A (en) | 1935-11-18 | 1936-10-26 | Process for the preparation of a new monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH193081A (en) |
-
1936
- 1936-10-26 CH CH193081D patent/CH193081A/en unknown
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