CH100621A - 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
- CH100621A CH100621A CH100621DA CH100621A CH 100621 A CH100621 A CH 100621A CH 100621D A CH100621D A CH 100621DA CH 100621 A CH100621 A CH 100621A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- yellow
- preparation
- azo dye
- 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
- 239000000975 dye Substances 0.000 claims description 5
- AKCRQHGQIJBRMN-UHFFFAOYSA-N 2-chloroaniline Chemical compound NC1=CC=CC=C1Cl AKCRQHGQIJBRMN-UHFFFAOYSA-N 0.000 claims description 3
- 239000004922 lacquer Substances 0.000 claims description 3
- 239000000758 substrate Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- QFFVPLLCYGOFPU-UHFFFAOYSA-N barium chromate Chemical compound [Ba+2].[O-][Cr]([O-])(=O)=O QFFVPLLCYGOFPU-UHFFFAOYSA-N 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 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
- NUIURNJTPRWVAP-UHFFFAOYSA-N 3,3'-Dimethylbenzidine Chemical compound C1=C(N)C(C)=CC(C=2C=C(C)C(N)=CC=2)=C1 NUIURNJTPRWVAP-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000003513 alkali 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
Landscapes
- Coloring (AREA)
- Paper (AREA)
Description
Verfahren zur Darstellung eines wasserunlöslichen Azofarbstoffes. Es wurde gefunden, dass man einen was serunlöslichen Azofarbstoff erhält, wenn man die Diazoverbindung von o-Chloranilin mit Diacel,essigsäure-o-tolidinid kombiniert, das durch Kondensation von 2 Molekülen Acet- essigester mit o-Tolidin dargestellt wird.
Getrocknet bildet der Farbstoff ein gelbes Pulver, das in Wasser unlöslich, in konzen- trierter Schwefelsäure mit bräunlicligelber Farbe löslich ist. Mit den gebräuchlichen Substraten gemischt, bildet er einen gelben Lack von sehr guten Echtheitseigenschaften und färbt, auf Baumwolle hergestellt, die selbe in echten, zitronengelben Tönen.
Beispiel: 25, 5 Teile o-Chloranilin werden in der üblichen Weise diazotiert und die Diazo- lösung mit einer Lösung von 40 Teilen Di- zic.ete2,sigsäure-o-tolidinid in wässerigem Al kali, welche mit der nötigen Menge Na- triumaceta.t versetzt ist, zusammengegeben. Nach beendeter Kupplung wird der Farb- stoff abfiltriert, .gut gewaschen und zur Paste verrieben.
Mit den gebräuchlichen Substra ten gemischt, bildet er einen gelben Lack von sehr guten Echtheitseigenschaften.
Process for the preparation of a water-insoluble azo dye. It has been found that an azo dye which is insoluble in water is obtained if the diazo compound of o-chloroaniline is combined with diacel, acetic acid-o-tolidinide, which is produced by condensation of 2 molecules of acetoacetic ester with o-tolidine.
When dried, the dye forms a yellow powder that is insoluble in water and soluble in concentrated sulfuric acid with a brownish-yellow color. Mixed with the usual substrates, it forms a yellow lacquer with very good fastness properties and, when produced on cotton, dyes the same in real, lemon-yellow tones.
Example: 25.5 parts of o-chloroaniline are diazotized in the usual way and the diazo solution with a solution of 40 parts of Dizic.ete2, setic acid-o-tolidinide in aqueous alkali, which is mixed with the necessary amount of sodium aceta .t is offset, put together. When the coupling is complete, the dye is filtered off, washed well and rubbed into a paste.
Mixed with the usual substrates, it forms a yellow lacquer with very good fastness properties.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE100621X | 1921-12-13 | ||
| CH100186T | 1922-12-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH100621A true CH100621A (en) | 1923-08-01 |
Family
ID=25705722
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH100621D CH100621A (en) | 1921-12-13 | 1922-12-05 | Process for the preparation of a water-insoluble azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH100621A (en) |
-
1922
- 1922-12-05 CH CH100621D patent/CH100621A/en unknown
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