CH220125A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH220125A CH220125A CH220125DA CH220125A CH 220125 A CH220125 A CH 220125A CH 220125D A CH220125D A CH 220125DA CH 220125 A CH220125 A CH 220125A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- preparation
- dye
- butanol
- dianotized
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 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
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 description 2
- UTBUFLARLRSVFF-UHFFFAOYSA-N 3-chlorobutan-1-ol Chemical compound CC(Cl)CCO UTBUFLARLRSVFF-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 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
- BIXZHMJUSMUDOQ-UHFFFAOYSA-N dichloran Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1Cl BIXZHMJUSMUDOQ-UHFFFAOYSA-N 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Azofarbstoffes. Gegenstand des Hauptpatentes ist ein Ver fahren zur Herstellung eines Azofarbstoffes, gemäss welchem man 2,6-Dichlor-l-amino-4- nitrobenzol dianotiert und mit 3-(3'-Chlor- phenylamino)butanol-(1) kuppelt.
Es wurde nun gefunden, dass man einen ebenfalls sehr wertvollen Azofarbstoff erhält, wenn man 4-Nitro-l-aminobenzol dianotiert und mit 3-(N-Äthyl-phenylamino-butanol-(1) kuppelt.
<I>Beispiel:</I> Eine aus 13,8 Teilen 4-Nitro-l-aminoben- zol auf dem üblichen Wege hergestellte Diazo- lösung lässt man unter Rühren- in eine eis gekühlte Lösung von 19,3 Teilen 3-(N-Äthyl- phenylamino-butanol-(1) (erhalten durch Kon densation von 3-Chlorbutanol mit Äthylanilin, KP s = 140-145 ) in 12 Teile Salzsäure von <B>231</B> Bö und 800 Teile Wasser einlaufen. Hier auf wird zur Beendigung der Kupplung mit Natriumacetat abgestumpft.
Der erhaltene Farbstoff färbt Acetatseide in echten Rottönen.
Process for the preparation of an azo dye. The main patent relates to a process for the production of an azo dye, according to which 2,6-dichloro-1-amino-4-nitrobenzene is dianotized and coupled with 3- (3'-chlorophenylamino) butanol- (1).
It has now been found that a likewise very valuable azo dye is obtained if 4-nitro-1-aminobenzene is dianotized and coupled with 3- (N-ethyl-phenylamino-butanol- (1)).
<I> Example: </I> A diazo solution prepared in the usual way from 13.8 parts of 4-nitro-l-aminobenzene is poured into an ice-cooled solution of 19.3 parts of 3- ( N-ethylphenylamino-butanol- (1) (obtained by condensation of 3-chlorobutanol with ethylaniline, KP s = 140-145) run into 12 parts of hydrochloric acid of 231 Bo and 800 parts of water. Here on is blunted with sodium acetate to end the coupling.
The dye obtained dyes acetate silk in real red tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE220125X | 1939-05-03 | ||
| CH216417T | 1940-04-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH220125A true CH220125A (en) | 1942-03-15 |
Family
ID=29216711
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH220125D CH220125A (en) | 1939-05-03 | 1940-04-09 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH220125A (en) |
-
1940
- 1940-04-09 CH CH220125D patent/CH220125A/en unknown
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