CH212799A - Process for the preparation of a monoazo dye. - Google Patents
Process for the preparation of a monoazo dye.Info
- Publication number
- CH212799A CH212799A CH212799DA CH212799A CH 212799 A CH212799 A CH 212799A CH 212799D A CH212799D A CH 212799DA CH 212799 A CH212799 A CH 212799A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- monoazo dye
- dye
- methogybenzene
- dibutylamine
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 title claims description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- QELUYTUMUWHWMC-UHFFFAOYSA-N edaravone Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1 QELUYTUMUWHWMC-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- 239000000987 azo dye Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000011707 mineral 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
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 blonoazofarbstoffes. Gegenstand des vorliegenden Zusatz patentes ist ein Verfahren zur Herstellung eines Monoazofarbstoffes, welches dadurch gekennzeichnet ist, dass man die Diazover- bindung von 1- Amino - 4 - methogybenzol - 5- (sulfonyl-n-dibutylamin) mit 1-Phenyl-3-me- thyl-5-pyrazolon kuppelt.
<I>Beispiel:</I> 15,7 g 1.-Amino-4-methogybenzol-5-(sul- fonyl-n-dibutylamin) werden in der üblichen Weise diazotiert. Hierauf versetzt man die Diazolösung zur Bindung der überschüssi gen Mineralsäure mit Natriumacetat und rührt sie in eine wässrige Suspension von 8,7 g 1-Phenyl-3-methyl-5-pyrazolon ein, die man durch Lösen dieser Verbindung in ver dünnter Natronlauge und Fällen mit Essig säure erhält.
Nach Beendigung der Kupp lung wird der entstandene Farbstoff abfil- triert, gut ausgewaschen und getrocknet. Er stellt ein gelbes Pulver dar, das sich in Xylol, Aceton und andern organischen Lösungsmitteln leicht löst und Celluloseester- lacke in sehr lebhaften gelben Tönen von guter Lichtechtheit färbt.
Process for the preparation of a blonoazo dye. The subject of the present additional patent is a process for the production of a monoazo dye, which is characterized in that the diazo compound of 1- amino - 4 - methogybenzene - 5- (sulfonyl-n-dibutylamine) with 1-phenyl-3-me - thyl-5-pyrazolone coupling.
<I> Example: </I> 15.7 g of 1.-amino-4-methogybenzene-5- (sulfonyl-n-dibutylamine) are diazotized in the usual way. Sodium acetate is then added to the diazo solution to bind the excess mineral acid and it is stirred into an aqueous suspension of 8.7 g of 1-phenyl-3-methyl-5-pyrazolone, which is obtained by dissolving this compound in dilute sodium hydroxide solution and precipitates with acetic acid.
After the coupling has ended, the resulting dye is filtered off, washed well and dried. It is a yellow powder that dissolves easily in xylene, acetone and other organic solvents and colors cellulose ester lacquers in very vivid yellow shades of good lightfastness.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE212799X | 1938-02-02 | ||
| CH210605T | 1939-01-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH212799A true CH212799A (en) | 1940-12-15 |
Family
ID=25724921
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH212799D CH212799A (en) | 1938-02-02 | 1939-01-16 | Process for the preparation of a monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH212799A (en) |
-
1939
- 1939-01-16 CH CH212799D patent/CH212799A/en unknown
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