CH220127A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH220127A CH220127A CH220127DA CH220127A CH 220127 A CH220127 A CH 220127A CH 220127D A CH220127D A CH 220127DA CH 220127 A CH220127 A CH 220127A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- preparation
- butanol
- dye
- aminobenzene
- 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
- LOCWBQIWHWIRGN-UHFFFAOYSA-N 2-chloro-4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1Cl LOCWBQIWHWIRGN-UHFFFAOYSA-N 0.000 claims description 3
- -1 N - methyl - phenylamino - Chemical class 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
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000010979 ruby Substances 0.000 claims description 2
- 229910001750 ruby Inorganic materials 0.000 claims description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-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
- 239000002253 acid 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
- 150000008049 diazo compounds Chemical class 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
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 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 dann erhält, wenn man 4-Nitro-2-Chlor-l-amino- benzol dianotiert und mit 3-(N-Methyl-phenyl- amino-)butanol-(1) kuppelt.
<I>Beispiel:</I> Man lässt die in üblicher Weise aus 17,3 Teilen 4-Nitro-2-chlor-l-aminobenzol bereitete Diazoverbindung unter Rühren in eine eis gekühlte, schwach salzsaure Lösung von 17,9 Teilen 3-(N-Methyl-phenylamino-)butanol-(1) (erhalten durch Kondensation von 3-Chlor- butanol mit 1Vlonomethylanilin, Kps =127 bis 130 ) einlaufen. Zur Beendigung der Kupp lung tropft man Natriumhydroxydlösung ein, bis die Mineralsäure eben abgestumpft ist. Der erhaltene Farbstoff ergibt auf Acetat seide ein volles Rubin.
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 an also very valuable azo dye is obtained if 4-nitro-2-chloro-1-aminobenzene is dianotated and treated with 3- (N-methyl-phenyl-amino) butanol- (1) clutch.
<I> Example: </I> The diazo compound, prepared in the usual way from 17.3 parts of 4-nitro-2-chloro-l-aminobenzene, is allowed to pour into an ice-cooled, weakly hydrochloric acid solution of 17.9 parts of 3- (N-methyl-phenylamino-) butanol- (1) (obtained by condensation of 3-chlorobutanol with 1Vlonomethylaniline, Kps = 127 to 130). To terminate the coupling, sodium hydroxide solution is instilled until the mineral acid has just blunted. The dye obtained gives a full ruby on acetate silk.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE220127X | 1939-05-03 | ||
| CH216417T | 1940-04-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH220127A true CH220127A (en) | 1942-03-15 |
Family
ID=25725849
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH220127D CH220127A (en) | 1939-05-03 | 1940-04-09 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH220127A (en) |
-
1940
- 1940-04-09 CH CH220127D patent/CH220127A/en unknown
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