CH160680A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH160680A CH160680A CH160680DA CH160680A CH 160680 A CH160680 A CH 160680A CH 160680D A CH160680D A CH 160680DA CH 160680 A CH160680 A CH 160680A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- preparation
- azo dye
- nitrobenzene
- monodiazotized
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 7
- 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 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- QOWZHEWZFLTYQP-UHFFFAOYSA-K chromium(3+);triformate Chemical compound [Cr+3].[O-]C=O.[O-]C=O.[O-]C=O QOWZHEWZFLTYQP-UHFFFAOYSA-K 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000010985 leather Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 241000145643 Monodia Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/04—Disazo dyes in which the coupling component is a dihydroxy or polyhydroxy compound
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung eines Azofarbstoffes. Gemäss dem Hauptpatent erhält man einen Azofarbstoff, wenn man 1 . 3-Diamino- 4-nitrobenzol monodiazotiert und mit einem aus diazotierter 1.8-Aminonaphtol-3.6-di- sulfosäure und Resorcin erhaltenen Mono- azofarbstoff kuppelt.
Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Herstellung eines Azo- farbstoffes, welches dadurch gekennzeichnet ist, dass man 4-Nitro-2-amino-l-oxybenzol-6- sulfosäure diazotiert und mit 3.5-Dioxy- benzol-l-carbonsäure kuppelt und dann fer ner 1..3-Diamino-4-nitrobenzol monodia,zo- tiert und mit dem vorgängig erhaltenen Mono- azofarbstoff vereinigt.
<I>Beispiel:</I> 26,8 Teile 4-Nitro-2-amino-l-oxybenzol- 6-sulfosäure werden in der üblichen Weise diazotiert und mit 15,4 Teilen 3,5-@Dioxy- benzol-l-carbonsäure gekuppelt, wobei die Lösung durch Zusatz von Soda alkalisch ge- halten wird. Durch weiteren Zusatz von Al kali und gegebenenfalls durch vorsichtiges Erwärmen wird der Farbstoff in Wasser gelöst.
Dann werden 15,3 Teile 1.3-Di- a,mino-4-nitrobenzol in der im Hauptpatent beschriebenen Weise monodiazotiert und die so erhaltene Diazoverbindung wird zu der Lösung des Monoazofarbstoffes zugegeben, wobei Natronlauge zum Reaktionsgemisch zugegeben wird, so dass dieses bis zur Be endigung der Reaktion alkalisch bleibt.
Der Farbstoff wird in der üblichen Weise aufgearbeitet. Er bildet ein dunkelbraunes Pulver und färbt Leder in kräftigen braunen Tönen an. Durch Verkochen mit beispiels weise Chromformiat lässt er sich in eine Chromkomplexverbindung überführen.
Process for the preparation of an azo dye. According to the main patent, an azo dye is obtained if 1. 3-diamino-4-nitrobenzene monodiazotized and coupled with a monoazo dye obtained from diazotized 1,8-aminonaphthol-3,6-disulfonic acid and resorcinol.
The present invention relates to a process for producing an azo dye, which is characterized in that 4-nitro-2-amino-1-oxybenzene-6-sulfonic acid is diazotized and coupled with 3,5-dioxybenzene-1-carboxylic acid and then also 1..3-diamino-4-nitrobenzene monodia, zotiert and combined with the previously obtained mono azo dye.
<I> Example: </I> 26.8 parts of 4-nitro-2-amino-1-oxybenzene-6-sulfonic acid are diazotized in the usual way and with 15.4 parts of 3,5- @ dioxybenzene-1 -carboxylic acid coupled, the solution being kept alkaline by adding soda. The dye is dissolved in water by further adding alkali and, if necessary, by careful heating.
15.3 parts of 1,3-di-a, mino-4-nitrobenzene are then monodiazotized in the manner described in the main patent and the diazo compound thus obtained is added to the solution of the monoazo dye, sodium hydroxide solution being added to the reaction mixture so that it is end of the reaction remains alkaline.
The dye is worked up in the usual way. It forms a dark brown powder and stains leather in strong brown tones. It can be converted into a chromium complex compound by boiling it with, for example, chromium formate.
Claims (1)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH160680T | 1931-11-30 | ||
| CH157035T | 1931-11-30 | ||
| CH163182T | 1931-11-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH160680A true CH160680A (en) | 1933-03-15 |
Family
ID=27177390
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH160680D CH160680A (en) | 1931-11-30 | 1931-11-30 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH160680A (en) |
-
1931
- 1931-11-30 CH CH160680D patent/CH160680A/en unknown
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