CH194455A - Process for the preparation of a monoazo dye. - Google Patents
Process for the preparation of a monoazo dye.Info
- Publication number
- CH194455A CH194455A CH194455DA CH194455A CH 194455 A CH194455 A CH 194455A CH 194455D A CH194455D A CH 194455DA CH 194455 A CH194455 A CH 194455A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- monoazo dye
- dye
- preparation
- monoazo
- Prior art date
Links
- 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 7
- 238000000034 method Methods 0.000 title claims description 5
- 239000003929 acidic solution Substances 0.000 claims description 3
- 239000000835 fiber Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 7
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-nitroaniline Chemical compound NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- ZYSOYLBBCYWEMB-UHFFFAOYSA-N 7-aminonaphthalen-1-ol Chemical compound C1=CC=C(O)C2=CC(N)=CC=C21 ZYSOYLBBCYWEMB-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Monoazofarbstoffes. Es wurde gefunden, dass: man zu neuen Monoazofarbstoffen gelangt, wenn man in an sich bekannter Weise auf<B>1.</B> 7-Amino- naphthol in saurer Lösung Diazoverbindun- gen einwirken lässt, die frei von was:
serlös- lichmachenden Gruppen sind. Diese in ver dünnten Alkalien. löslichen Monoazoverbin- dungen besitzen überraschenderweise. eine gute Affinität zur Baumwollfaser. Diese nicht vorausztxsehend-e Eigenschaft macht sie besonders geeignet für die Herstellung von Farbstoffen auf der Faser (Eisfarben).
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung ,eines Mono- azofarbstoffes. Das Verfahren ist dadurch ge#kennzeiehnet, dass man diazotiertes 2 Nitranilin mit 1-Amino-7-ogynaphthalin in saurer Lösung kuppelt.
Der erhaltene neue Honoazofarbstoff 4- (2'-Nitrobenzol)-azo-l-amino-7-ogynaplhthalin ist in Wasser unlöslich, löst sich in ver dünnten Alkalien und besitzt eine gute Affinität zur Faser. Beispiel; In eine eiskalte Lösung von 175 g 1- Amino-7-ogynaphthalin in verdünnter Salz säure wird die in bekannter Weise aus 13:
8 g 2-Nitranilin hergestellte Diazolösung einge- rührt. Bei ,schwach kongosaurer Reaktion tritt schnelle Farbstoffbil.dung ein. Der in Wasser unlösliche rotbraune Monoazofarb- stoff 4-(2'-Nitrobenzol)
-azo-l-amino-7-ogy- naphthalin wird in üblicher Weise isoliert. Substantivität auf Baumwolle: 2.0%.
Process for the preparation of a monoazo dye. It has been found that: New monoazo dyes are obtained if diazo compounds are allowed to act on <B> 1. </B> 7-amino naphthol in an acidic solution in a manner known per se, which are free of what:
are solubilizing groups. These in dilute alkalis. Surprisingly, they have soluble monoazo compounds. a good affinity for cotton fiber. This non-predictive property makes them particularly suitable for the production of dyes on the fiber (ice colors).
The present patent relates to a process for the production of a monoazo dye. The process is characterized in that diazotized 2-nitroaniline is coupled with 1-amino-7-ogynaphthalene in acidic solution.
The new honoazo dye 4- (2'-nitrobenzene) -azo-1-amino-7-ogynaplhthalene obtained is insoluble in water, dissolves in dilute alkalis and has a good affinity for fibers. Example; In an ice-cold solution of 175 g of 1- amino-7-ogynaphthalene in dilute hydrochloric acid is obtained in the known manner from 13:
8 g of 2-nitroaniline prepared diazo solution were stirred in. In the case of a weak Congo acid reaction, rapid dye formation occurs. The water-insoluble red-brown monoazo dye 4- (2'-nitrobenzene)
-azo-1-amino-7-ogynaphthalene is isolated in the usual way. Substantivity on cotton: 2.0%.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE194455X | 1935-08-16 | ||
| CH194455T | 1936-07-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH194455A true CH194455A (en) | 1937-12-15 |
Family
ID=25722678
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH194455D CH194455A (en) | 1935-08-16 | 1936-07-30 | Process for the preparation of a monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH194455A (en) |
-
1936
- 1936-07-30 CH CH194455D patent/CH194455A/en unknown
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