CH100186A - Process for the preparation of a water-insoluble azo dye. - Google Patents
Process for the preparation of a water-insoluble azo dye.Info
- Publication number
- CH100186A CH100186A CH100186DA CH100186A CH 100186 A CH100186 A CH 100186A CH 100186D A CH100186D A CH 100186DA CH 100186 A CH100186 A CH 100186A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- preparation
- azo dye
- orange
- insoluble azo
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 239000000758 substrate Substances 0.000 claims description 3
- HFCFJYRLBAANKN-UHFFFAOYSA-N 2-methyl-3-nitroaniline Chemical compound CC1=C(N)C=CC=C1[N+]([O-])=O HFCFJYRLBAANKN-UHFFFAOYSA-N 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 239000004922 lacquer Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
Landscapes
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
- Paper (AREA)
Description
Verfahren zur Darstellung eines wasseranlöslichen Azofarbstoffes. Es wurde gefunden, dass man einen was- serunlösliellen Azofarbstoff erhält, wenn man die Diazoverbinclung von m-Nitro-o-toluidiii (CW <B><I>:</I></B> NI12 <B><I>: NO'<U>-</U></I> 1: 2:5)</B> mit Dia,cetessig- säurebenzidinid kombiniert, das durch Kon densation von 2 Molekülen Acetessigester mit Benzidin dargestellt wird.
Getrocknet bildet der Farbstoff ein orangegefärbtes Pulver, das in Wasser un löslich, in konzentrierter Schwefelsäure mit braun"elber Farbe löslich ist. Mit den ge- en bräuchlielien Substraten gemischt, bildet er einen orangegelben Laeh von sehr guten <B>n</B> Echtheifseigenschaften und färbt, auf Baum- ,volle hergestellt, dieselbe in echten orange gelben Tönen.
<I>Beispiel:</I> 30,4 Teile m-Nitro-o-toluidin <B>(CH' .</B> NR2 NO2 <B>= 1 :</B> 2<B>: 5)</B> werden in der übliehen Weise diazotiert und die Diazolbsung mit einer Lösung von<B>37</B> Teilen Diacetessigsäure- benzidinid in wässerigem Alkali, welche mit t' fler nötigen Menge Natriumacetat versetzt ist, zusammengegeben. Nach beendigter Kupplung wird der Farbstoff abfiltriert, gut gewaschen und zur Paste verrieben.
Mit den gebräuchlichen Substraten gemischt, bildet er einen oraaigegelben Lack von sehr guten Echtlieitseigenschaften.
Process for the preparation of a water-soluble azo dye. It has been found that a water-insoluble azo dye is obtained if the diazo compound of m-nitro-o-toluidiii (CW <B><I>:</I> </B> NI12 <B> <I>: NO '<U> - </U> </I> 1: 2: 5) </B> combined with diacetacetic acid benzidinide, which is produced by the condensation of 2 molecules of acetoacetic ester with benzidine.
When dried, the dye forms an orange-colored powder that is insoluble in water and soluble in concentrated sulfuric acid with a brownish-yellow color. Mixed with the common substrates, it forms an orange-yellow color of very good <B> n </B> Authenticity properties and colors, made on tree, full, the same in real orange yellow tones.
<I> Example: </I> 30.4 parts of m-nitro-o-toluidine <B> (CH '. </B> NR2 NO2 <B> = 1: </B> 2 <B>: 5) Are diazotized in the usual way and the diazole solution is combined with a solution of 37 parts of diacetoacetic acid benzidinide in aqueous alkali to which the necessary amount of sodium acetate is added. When the coupling is complete, the dye is filtered off, washed well and rubbed into a paste.
Mixed with the common substrates, it forms an orange-yellow lacquer with very good authenticity properties.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE100186X | 1921-12-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH100186A true CH100186A (en) | 1923-07-02 |
Family
ID=5648443
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH100186D CH100186A (en) | 1921-12-13 | 1922-12-05 | Process for the preparation of a water-insoluble azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH100186A (en) |
-
1922
- 1922-12-05 CH CH100186D patent/CH100186A/en unknown
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