CH183455A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH183455A CH183455A CH183455DA CH183455A CH 183455 A CH183455 A CH 183455A CH 183455D A CH183455D A CH 183455DA CH 183455 A CH183455 A CH 183455A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- preparation
- greenish
- yellow
- dye
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- IMZSHPUSPMOODC-UHFFFAOYSA-N 5-oxo-1-phenyl-4h-pyrazole-3-carboxylic acid Chemical compound O=C1CC(C(=O)O)=NN1C1=CC=CC=C1 IMZSHPUSPMOODC-UHFFFAOYSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 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
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 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
- 229910052734 helium Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 235000010288 sodium nitrite Nutrition 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
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
- C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
- C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Azofarbstoffes. Es wurde gefunden, dass man einen Azo- farbstoff erhält, wenn man diazotiertes 1.-Aminobenzol-2-methylsulfon in alkalischem Helium mit 1-Phenyl-5-pyrazolon-3-carbön- säure vereinigt.
Der so erhältliche Farbstoff bildet ein gelbes Pulver, das sich in Form des Natrium sa.lzes in Wasser und Alkohol mit grün gelber Farbe löst und auf Acetatseide grün- sticIiigOlelbe Drucke von guten Echtheits- cigenschaften liefert.
<I>Beispiel:</I> 171 Teile 1-Aminobenzol-2-methylsulfon werden in salzsaurer Lösung wie üblieh mit <B>69</B> Teilen Natriumnitrit diazotiert. Die Diazo- lösung lässt man in eine Natriumacetat oder -karbonat enthaltende Lösung von 204 Teilen 1-Plieiiyl-5-pyrazolon-3-earbonsäure in der äquivalenten Menge Natriumhydroxydlösung zutropfen. Nach beendeter Kupplung wird der Farbstoff abfiltriert und getrocknet.
Process for the preparation of an azo dye. It has been found that an azo dye is obtained when diazotized 1-aminobenzene-2-methylsulfone is combined with 1-phenyl-5-pyrazolone-3-carboxylic acid in alkaline helium.
The dyestuff obtainable in this way forms a yellow powder which, in the form of sodium salt, dissolves in water and alcohol with a greenish-yellow color and produces greenish-yellow prints of good fastness properties on acetate silk.
<I> Example: </I> 171 parts of 1-aminobenzene-2-methylsulfone are diazotized as usual with <B> 69 </B> parts of sodium nitrite in a hydrochloric acid solution. The diazo solution is added dropwise to a solution of 204 parts of 1-plieiiyl-5-pyrazolone-3-carboxylic acid in the equivalent amount of sodium hydroxide solution containing sodium acetate or carbonate. When the coupling has ended, the dye is filtered off and dried.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH183455T | 1935-03-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH183455A true CH183455A (en) | 1936-04-15 |
Family
ID=4432315
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH183455D CH183455A (en) | 1935-03-18 | 1935-03-18 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH183455A (en) |
-
1935
- 1935-03-18 CH CH183455D patent/CH183455A/en unknown
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