CH236996A - Process for the preparation of a new monoazo dye. - Google Patents
Process for the preparation of a new monoazo dye.Info
- Publication number
- CH236996A CH236996A CH236996DA CH236996A CH 236996 A CH236996 A CH 236996A CH 236996D A CH236996D A CH 236996DA CH 236996 A CH236996 A CH 236996A
- Authority
- CH
- Switzerland
- Prior art keywords
- new
- dye
- preparation
- reddish
- light
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 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 4
- 239000000975 dye Substances 0.000 claims description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- 238000004043 dyeing Methods 0.000 claims description 2
- 238000009963 fulling Methods 0.000 claims description 2
- 239000010446 mirabilite Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 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
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- FKNGBLJXFDHNES-UHFFFAOYSA-N n-(5-hydroxynaphthalen-2-yl)acetamide Chemical compound OC1=CC=CC2=CC(NC(=O)C)=CC=C21 FKNGBLJXFDHNES-UHFFFAOYSA-N 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellung eines neuen Monoazofarbstoifes. Gegenstand vorliegender Erfindung ist ein Verfahren zur Herstellung eines neuen Monoazofarbstoffes.
Erfindungsgemäss wird ein neuer Mono- azofarbstoff dadurch erhalten, dass man 2-N Athyl-N-chloracetylamino-4-aminotoluol di- azotiert und die erhaltene Diazoverbindung mit 2-Acetylamino-5-naphthol- 7 - sulfonsäure kuppelt.
Der neue Farbstoff bildet ein rotes Pul ver, welches in Wasser unter Bildung einer rötlichorangen Lösung und in konz. Schwe felsäure unter Bildung einer roten Lösung löslich ist. Der neue Farbstoff färbt Wolle aus einem Schwefelsäure und Glaubersalz enthaltenden Färbebad in hellen, rötlich- orangenen Farbtönen. Die erzielten Färbun gen zeichnen sich durch sehr gute Echtheits eigenschaften gegen starkes Waschen, Wal ken und gegen Lichteinwirkung aus.
Die Erfindung sei durch das nachstehende Beispiel erläutert, worin die Teile Gewichts teile bedeuten. <I>Beispiel:</I> 22,6 Teile 2-N-Äthyl-N-chloracetylamino- 4-aminotoluol werden in einem 650 Teile Wasser und 25 Teile 36%iger Salzsäure ent haltenden Gemisch gelöst und die erhaltene Lösung hierauf bei 5 bis 10 C mit 6,9 Tei len Natriumnitrit versetzt.
Die auf diese Weise erhaltene Lösung der Diazoverbindung wird unter Rühren in ein gekühltes Gemisch von 30,5 Teilen des Natriumsalzes der 2-Ace- tylamino - 5 - naphthol - 7 - sulf onsäure in 400 Teilen Wasser, dem 80 Teile Natriumchlo- rid und eine genügende Menge Natriumcar- bonat oder Natriumbicarbonat zugesetzt wurde, um das Kupplungsmedium alkalisch zu halten, eingetragen.
Der so erhaltene neue Farbstoff wird isoliert und getrocknet.
Wird die obige Kupplung in Gegenwart von überschüssigem Natriumacetat anstatt Natriumcarbonat bezw. Natriumbicarbonat durchgeführt, so erhält man den gleichen Farbstoff, der auf Wolle ebenfalls rötlich- orangene Farbtöne erzeugt.
Process for the preparation of a new monoazo dye. The present invention relates to a process for the preparation of a new monoazo dye.
According to the invention, a new monoazo dye is obtained by diazotizing 2-N-ethyl-N-chloroacetylamino-4-aminotoluene and coupling the diazo compound obtained with 2-acetylamino-5-naphthol-7-sulfonic acid.
The new dye forms a red powder, which in water to form a reddish-orange solution and in conc. Sulfuric acid is soluble to form a red solution. The new dye dyes wool from a dyebath containing sulfuric acid and Glauber's salt in light, reddish-orange shades. The dyeings achieved are characterized by very good fastness properties against heavy washing, fulling and exposure to light.
The invention is illustrated by the following example, in which the parts mean parts by weight. <I> Example: </I> 22.6 parts of 2-N-ethyl-N-chloroacetylamino-4-aminotoluene are dissolved in a mixture containing 650 parts of water and 25 parts of 36% hydrochloric acid, and the resulting solution is then 6.9 parts of sodium nitrite are added up to 10 ° C.
The solution of the diazo compound obtained in this way is poured into a cooled mixture of 30.5 parts of the sodium salt of 2-acetylamino - 5 - naphthol - 7 - sulfonic acid in 400 parts of water, 80 parts of sodium chloride and a Sufficient amount of sodium carbonate or sodium bicarbonate has been added to keep the coupling medium alkaline.
The new dye thus obtained is isolated and dried.
If the above coupling in the presence of excess sodium acetate instead of sodium carbonate or. If sodium bicarbonate is carried out, the same dye is obtained that also produces reddish-orange shades on wool.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB236996X | 1941-10-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH236996A true CH236996A (en) | 1945-03-31 |
Family
ID=10199845
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH236996D CH236996A (en) | 1941-10-08 | 1942-10-07 | Process for the preparation of a new monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH236996A (en) |
-
1942
- 1942-10-07 CH CH236996D patent/CH236996A/en unknown
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