CH149405A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH149405A CH149405A CH149405DA CH149405A CH 149405 A CH149405 A CH 149405A CH 149405D A CH149405D A CH 149405DA CH 149405 A CH149405 A CH 149405A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- preparation
- dye
- gives
- oxethyl
- 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 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 4
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- RCTGMCJBQGBLKT-PAMTUDGESA-N scarlet red Chemical compound CC1=CC=CC=C1\N=N\C(C=C1C)=CC=C1\N=N\C1=C(O)C=CC2=CC=CC=C12 RCTGMCJBQGBLKT-PAMTUDGESA-N 0.000 claims description 2
- 229960005369 scarlet red Drugs 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 1
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- MLPVBIWIRCKMJV-UHFFFAOYSA-N o-aminoethylbenzene Natural products CCC1=CC=CC=C1N MLPVBIWIRCKMJV-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung eines Azofarbstoffes. Es wurde gefunden, dass man einen Azo.- farbstoff von wertvollen Eigenschaften erhält, wenn man diazotiertes p-Nitranilin mit Äthyl- (co-oxäthyl)-aniliii kuppelt.
Der erhaltene Farbstoff färbt Lacke licht echt rot und gibt auf Acetatseide leuchtende, scharlachrote, rein weiss ätzbare Töne.
<I>Beispiel:</I> 13,8 Teile p-Nitranilin werden in bekann ter Weise diazotiert, worauf die mit Eis ab gekühlte Diazolösung mit soviel in Wasser gelöstem Natriumacetat versetzt wird, dass sie nicht mehr sauer gegen Kongopapier reagiert. Man lässt hierauf eine Lösung von 1l Teilen Äthyl-(m-oxäthyl)-anilin, hergestellt zum Beispiel durch Einwirkung von Glykol chlorhydrin auf Monoäthylanilin, in 20 Teilen Eisessig unter gutem Rühren einlaufen. Nach kurzem Rühren ist die Farbstoffbildung be endet.
Man saugt den erhaltenen Niederschlag ab, wäscht ihn aus und führt in bekannter Weise in eine zum Färben geeignete Paste über oder trocknet.
Process for the preparation of an azo dye. It has been found that an azo dye of valuable properties is obtained if diazotized p-nitroaniline is coupled with ethyl (co-oxethyl) aniliii.
The dye obtained gives paints a light, real red color and gives luminous, scarlet red, pure white etchable tones on acetate silk.
<I> Example: </I> 13.8 parts of p-nitroaniline are diazotized in a known manner, whereupon enough sodium acetate dissolved in water is added to the diazo solution, cooled with ice, so that it no longer reacts acidic to Congo paper. A solution of 1 l parts of ethyl (m-oxethyl) aniline, prepared for example by the action of glycol chlorohydrin on monoethyl aniline, in 20 parts of glacial acetic acid is allowed to run in with thorough stirring. After brief stirring, the dye formation is over.
The precipitate obtained is filtered off with suction, washed out and converted into a paste suitable for dyeing or dried in a known manner.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH149405T | 1932-03-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH149405A true CH149405A (en) | 1931-09-15 |
Family
ID=4405028
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH149405D CH149405A (en) | 1932-03-26 | 1930-08-12 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH149405A (en) |
-
1930
- 1930-08-12 CH CH149405D patent/CH149405A/en unknown
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