CH160676A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH160676A CH160676A CH160676DA CH160676A CH 160676 A CH160676 A CH 160676A CH 160676D A CH160676D A CH 160676DA CH 160676 A CH160676 A CH 160676A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- preparation
- dye
- diazotized
- nitrobenzene
- 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 5
- 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
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 claims description 3
- DPIZKMGPXNXSGL-UHFFFAOYSA-N 4-nitro-1,3-phenylenediamine Chemical compound NC1=CC=C([N+]([O-])=O)C(N)=C1 DPIZKMGPXNXSGL-UHFFFAOYSA-N 0.000 claims description 2
- 239000010985 leather Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 238000001816 cooling Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000008049 diazo compounds Chemical class 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
Zusatzpatent zum Hauptpatent Nr. 157035. Verfahren zur Darstellung eines Azofarbstoffes. Gemäss dem Hauptpatent erhielt mar, einen Azofarbstoff, wenn man 1. 3-Diamino- 4-nitrobenzol monodiazotiert und mit einem aus diazotierter <B>1.</B> 8-Aminonaphthol-3. 6-di- sulfosäure und Resorcin erhältlichen Mono- azofarbstoff kuppelt.
Gegenstand der vorliegenden Erfindung ist nun ein Verfahren zur Herstellung eines Azofarbstoffes, welches dadurch gekenn zeichnet ist, dass man 1. 3-Diamino-4-nitro- benzol monodiazotiert, mit 2. 4-Dioxybenzol- l-earbonsäure kuppelt und den so erhaltenen Monoazofarbstoff mit diazotierter Pikramin- säure behandelt.
<I>Beispiel:</I> 15,3 Teile 1.3-Diamino-4-nitrobenzol wer den, wie im Hauptpatent beschrieben, mono- diazotiert und 15,4 Teile 2.4-Dioxybenzol- 1-carbonsäure werden mit 5,3 Teilen Na triumkarbonat in 500 Teilen Wasser gelöst. Unter Kühlung gibt man die Diazoverbin- dung zu der Lösung der Resoreylcarbonsäure in Gegenwart eines Überschusses von Soda.
Dann werden 19,9 Teile Pikraminsäure in bekannter Weise -diazotiert und zu dem vor her erhaltenen Monoazofarbstoff unter Küh lung hinzugegeben, wobei die Lösung weiter alkalisch gehalten wird.
Der Farbstoff wird in der üblichen Weise aufgearbeitet. Er bildet trocken ein dunkel braunes Pulver und färbt Leder voll braun an.
Additional patent to main patent No. 157035. Process for the preparation of an azo dye. According to the main patent, mar, an azo dye, was obtained if 1. 3-diamino-4-nitrobenzene was monodiazotized and a diazotized 1. 8-aminonaphthol-3. 6-disulfonic acid and resorcinol available mono azo dye couples.
The present invention now relates to a process for producing an azo dye, which is characterized in that 1. 3-diamino-4-nitrobenzene is monodiazotized, coupled with 2. 4-dioxybenzene-1-carboxylic acid and the monoazo dye thus obtained treated with diazotized picric acid.
<I> Example: </I> 15.3 parts of 1,3-diamino-4-nitrobenzene who, as described in the main patent, are monodiazotized and 15.4 parts of 2,4-dioxybenzene-1-carboxylic acid are mixed with 5.3 parts of Na trium carbonate dissolved in 500 parts of water. With cooling, the diazo compound is added to the solution of the resoreyl carboxylic acid in the presence of an excess of soda.
Then 19.9 parts of picric acid are -diazotized in a known manner and added to the previously obtained monoazo dye with cooling, the solution being kept alkaline.
The dye is worked up in the usual way. When dry, it forms a dark brown powder and stains leather completely brown.
Claims (1)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH160676T | 1931-11-30 | ||
| CH157035T | 1931-11-30 | ||
| CH163182T | 1931-11-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH160676A true CH160676A (en) | 1933-03-15 |
Family
ID=27177386
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH160676D CH160676A (en) | 1931-11-30 | 1931-11-30 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH160676A (en) |
-
1931
- 1931-11-30 CH CH160676D patent/CH160676A/en unknown
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