CH292300A - Process for the preparation of a monoazo dye of the pyrazolone series. - Google Patents
Process for the preparation of a monoazo dye of the pyrazolone series.Info
- Publication number
- CH292300A CH292300A CH292300DA CH292300A CH 292300 A CH292300 A CH 292300A CH 292300D A CH292300D A CH 292300DA CH 292300 A CH292300 A CH 292300A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- pyrazolone
- preparation
- brown
- monoazo dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 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
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 11
- 238000007747 plating Methods 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 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
- 239000011780 sodium chloride Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical group OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007796 conventional method Methods 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
- 239000000203 mixture Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000725 suspension 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
- C09B29/34—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
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F23—COMBUSTION APPARATUS; COMBUSTION PROCESSES
- F23C—METHODS OR APPARATUS FOR COMBUSTION USING FLUID FUEL OR SOLID FUEL SUSPENDED IN A CARRIER GAS OR AIR
- F23C1/00—Combustion apparatus specially adapted for combustion of two or more kinds of fuel simultaneously or alternately, at least one kind of fuel being either a fluid fuel or a solid fuel suspended in a carrier gas or air
- F23C1/02—Combustion apparatus specially adapted for combustion of two or more kinds of fuel simultaneously or alternately, at least one kind of fuel being either a fluid fuel or a solid fuel suspended in a carrier gas or air lump and liquid fuel
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Combustion & Propulsion (AREA)
- Mechanical Engineering (AREA)
- General Engineering & Computer Science (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Monoazofarbstoffes der Pyrazolonreihe. Es wurde gefunden, dass man zu einem neuen, wertvollen, sulfonsäuregruppenfreien Honoazofarbstoff gelangt, wenn man diano tiertes 4-Nitro-6-ehlor-2-amino-l-oxybenzol mit 1-Pheny 1-3-methyl-5-pyrazolon-4'-sulfonsäure- amid vereinigt.
Der neue Farbstoff bildet ein dunkelrot braunes Pulver, das sich in heissem Wasser mit rotbrauner, in konzentrierter Schwefelsäure mit gelbbrauner Farbe löst. Der Farbstoff färbt Wolle nach dem Einbadchromierungs- verfahren oder dem Nachchromierverfahren in echten Orangetönen.
Die Kupplung des auf übliche Weise, z. B. mit Hilfe von Salzsäure und Natriumnitrit, dianotierten 4-Nitro-6-chlor-2-amino-l-oxyben- zols mit dem Pyrazolonsulfonsäureamid kann nach üblichen, an sich bekannten Methoden erfolgen, z. B. in alkalischem, vorzugsweise schwach alkalischem Mittel.
<I>Beispiel:</I> 25,3 Teile 1-Phenyl-3-methyl-5-pyrazolon- 4'-siüfonsäureamid werden in 100 Teilen Was ser und 8 Teilen Natriumhydroxyd gelöst und bei 0 mit der auf übliche Weise hergestellten Diazoverbindung aus 18,85 Teilen 6-Chlor-4- nitro-2-amino-l-oxybenzol vereinigt. Die Kupp- lung setzt sofort ein und ist nach kurzer Zeit.
beendet. Nim gibt man pro 100 Raumteile der so erhaltenen Farbstoffsuspension etwa 10 Teile Natr iumchlorid zu, rührt nochmals eine Stunde, filtriert den Farbstoff ab, wäscht ihn mit 5 % iger Natriiunchloridlösung nach und trocknet ihn.
Process for the preparation of a monoazo dye of the pyrazolone series. It has been found that a new, valuable, sulfonic acid group-free honoazo dye is obtained if diano-tated 4-nitro-6-chloro-2-amino-1-oxybenzene with 1-pheny 1-3-methyl-5-pyrazolone-4 '-sulfonic acid amide combined.
The new dye forms a dark red-brown powder that dissolves in hot water with red-brown color, and in concentrated sulfuric acid with yellow-brown color. The dye dyes wool in real shades of orange using the single-bath chrome plating process or the post-chrome plating process.
The coupling of the in the usual way, for. B. with the help of hydrochloric acid and sodium nitrite, dianotized 4-nitro-6-chloro-2-amino-1-oxyben- zols with the pyrazolonsulfonic acid amide can be carried out according to conventional methods known per se, eg. B. in alkaline, preferably weakly alkaline agent.
<I> Example: </I> 25.3 parts of 1-phenyl-3-methyl-5-pyrazolone-4'-siüfonsäureamid are dissolved in 100 parts of water and 8 parts of sodium hydroxide and at 0 with the conventionally prepared diazo compound combined from 18.85 parts of 6-chloro-4-nitro-2-amino-1-oxybenzene. The clutch works immediately and is after a short time.
completed. About 10 parts of sodium chloride are then added per 100 parts by volume of the dye suspension thus obtained, the mixture is stirred for a further hour, the dye is filtered off, washed with 5% sodium chloride solution and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH287560T | 1949-12-20 | ||
| CH292300T | 1949-12-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH292300A true CH292300A (en) | 1953-07-31 |
Family
ID=25732715
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH292300D CH292300A (en) | 1949-12-20 | 1949-12-20 | Process for the preparation of a monoazo dye of the pyrazolone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH292300A (en) |
-
1949
- 1949-12-20 CH CH292300D patent/CH292300A/en unknown
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