CH238792A - Process for the preparation of a new monoazo dye. - Google Patents
Process for the preparation of a new monoazo dye.Info
- Publication number
- CH238792A CH238792A CH238792DA CH238792A CH 238792 A CH238792 A CH 238792A CH 238792D A CH238792D A CH 238792DA CH 238792 A CH238792 A CH 238792A
- Authority
- CH
- Switzerland
- Prior art keywords
- new
- dye
- parts
- light
- preparation
- Prior art date
Links
- 238000000034 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 claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances 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 5
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- 238000009963 fulling Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000010446 mirabilite Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- RCTGMCJBQGBLKT-PAMTUDGESA-N scarlet red Chemical compound CC1=CC=CC=C1\N=N\C(C=C1C)=CC=C1\N=N\C1=C(O)C=CC2=CC=CC=C12 RCTGMCJBQGBLKT-PAMTUDGESA-N 0.000 claims description 2
- 229960005369 scarlet red Drugs 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
- 210000002268 wool Anatomy 0.000 claims description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- HVLTVQQUQIMRAL-UHFFFAOYSA-N 3-chloro-n'-phenylpropanehydrazide Chemical compound ClCCC(=O)NNC1=CC=CC=C1 HVLTVQQUQIMRAL-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000011780 sodium chloride Substances 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
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 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 Honoazofarbstoffes. Gegenstand vorliegender Erfindung ist ein Verfahren zur Herstellung eines neuen Kono- azofarbstoffes.
Erfindungsgemäss wird der neue Monoazo- farbstoff dadurch erhalten, dass man 4-N-Cyclo- hexyl-N-,3-chlorpropionylaminoanilin diazo- tiert und die erhaltene Diazoverbindung mit 2- Acetylamino-5-naphthol-7-sulfonsäure kuppelt.
Der neue Farbstoff bildet ein scharlach rotes Pulver, welches in Wasser unter Bildung einer orangenen Lösung und in konzentrierter Schwefelsäure unter Bildung einer gelblich roten Lösung löslich ist. Der neue Farbstoff färbt Wolle aus einem Schwefelsäure und Glaubersalz enthaltenden Färbebad in hellen, rötlichorangenen Farbtönen, wobei die erziel ten Färbungen sich durch gute Echtheits eigenschaften gegen starkes Waschen, Walken und gegen Lichteinwirkung auszeichnen.
Die Erfindung sei durch das nachstehende Beispiel erläutert, worin die Teile Gewichts teile bedeuten. <I>Beispiel:</I> 28,05 Teile 4-N-Cyclohexyl-N-/3-chlorpro- pionylaminoanilin werden unter Erwärmen in 150 Teilen Wasser und 35 Teilen 36 %iger Salzsäure gelöst und die erhaltene Lösung mit weiteren 150 Teilen Wasser verdünnt.
Alsdann bewirkt man bei 20-25 0 C durch Zugabe von 7 Teilen Natriumnitrit die Diazo- tierüng. Die auf diese Weise erhaltene Lö sung der Diazoverbindung wird, nötigenfalls nach dem Filtrieren, auf 10-121 C gekühlt und allmählich unter Rühren in ein ähnlich gekühltes Gemisch von 30,3 Teilen des Na triumsalzes der 2-Acetylamino-5-naphthol-7- sulfonsäure, 400 Teilen Wasser und 45 Teilen kristallisiertes Na iriumacetat eingetragen.
Man rührt weiter während ca. 3 Stunden, worauf die Kupplung beendet ist. Alsdann setzt man 50 Teile Natriumchlorid zu und filtriert den neuen Farbstoff, welcher schliesslich mit 5 %- iger Kochsalzlösung gewaschen und getrocknet wird.
Process for the production of a new honoazo dye. The present invention relates to a process for the preparation of a new konazo dye.
According to the invention, the new monoazo dye is obtained by diazotating 4-N-cyclohexyl-N-, 3-chloropropionylaminoaniline and coupling the diazo compound obtained with 2-acetylamino-5-naphthol-7-sulfonic acid.
The new dye forms a scarlet red powder which is soluble in water to form an orange solution and in concentrated sulfuric acid to form a yellowish 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 being characterized by 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> 28.05 parts of 4-N-cyclohexyl-N- / 3-chloropropionylaminoaniline are dissolved with heating in 150 parts of water and 35 parts of 36% hydrochloric acid and the resulting solution with a further 150 parts Water diluted.
Then at 20-25 ° C. by adding 7 parts of sodium nitrite, the diazotization is effected. The solution of the diazo compound obtained in this way is, if necessary after filtering, cooled to 10-121 ° C. and gradually poured into a similarly cooled mixture of 30.3 parts of the sodium salt of 2-acetylamino-5-naphthol-7- sulfonic acid, 400 parts of water and 45 parts of crystallized sodium acetate entered.
The mixture is stirred for a further 3 hours, after which the coupling has ended. 50 parts of sodium chloride are then added and the new dye is filtered off, which is finally washed with 5% sodium chloride solution and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB238792X | 1941-10-08 | ||
| CH236996T | 1942-10-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH238792A true CH238792A (en) | 1945-08-15 |
Family
ID=25728213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH238792D CH238792A (en) | 1941-10-08 | 1942-10-07 | Process for the preparation of a new monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH238792A (en) |
-
1942
- 1942-10-07 CH CH238792D patent/CH238792A/en unknown
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