CH307858A - Process for the preparation of a monoazo dye. - Google Patents
Process for the preparation of a monoazo dye.Info
- Publication number
- CH307858A CH307858A CH307858DA CH307858A CH 307858 A CH307858 A CH 307858A CH 307858D A CH307858D A CH 307858DA CH 307858 A CH307858 A CH 307858A
- Authority
- CH
- Switzerland
- Prior art keywords
- parts
- oxybenzene
- acetylamino
- nitro
- coupling
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 8
- 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 4
- 238000002360 preparation method Methods 0.000 title description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- 238000006193 diazotization reaction Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 238000007747 plating Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 235000010288 sodium nitrite Nutrition 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
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000006386 neutralization reaction Methods 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 229910000029 sodium carbonate Inorganic materials 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
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000007935 neutral effect Effects 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/16—Monoazo compounds containing chromium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Monoazofarbstoffes. Es wurde gefunden, dass -man zu einem wertvollen Monoazofarbstoff gelangt, wenn man diazotiertes 6-Nitro-4-acetylamino-2- amino-l-oxybenzol mit 2,6-Dioxynaphthalin vereinigt.
Der neue Farbstoff bildet ein dunkles Pulver, das sich in heissem Wasser mit blauer, in kalter konzentrierter Schwefelsäure mit violettroter Farbe löst und Wolle nach dem Einbadchromierverfahren in graublauen Tö nen von guten Echtheitseigenschaften färbt.
Die Diazotierung des 6-Nitro-4-acetyl- amino-2-amino-l-oxybenzols kann nach an sich bekannten Methoden, zum Beispiel mit Hilfe von Mineralsäure, insbesondere Salzsäure, und Natriumnitrit durchgeführt werden.
Die Kupplung wird zweckmässig in neu tralem bis alkalischem, vorzugsweise in alka lischem, zum Beispiel in alkalihydroxyd- alkalischem Medium durchgeführt. naphthalin in 75 Raumteilen 2n-Natrium- hydroxydlösung bei 0 bis 5 eingetragen und das Kupplungsgemisch so lange gerührt, bis die Farbstoffbildung beendet ist.
Der gegebe nenfalls durch Zusatz von Natriumchlorid vollständig abgeschiedene Farbstoff wird ab filtriert, mit 2,5o/oiger Natriumehloridlösung gewaschen und getrocknet.
Process for the preparation of a monoazo dye. It has been found that a valuable monoazo dye is obtained if diazotized 6-nitro-4-acetylamino-2-amino-1-oxybenzene is combined with 2,6-dioxynaphthalene.
The new dye forms a dark powder that dissolves in hot water with blue, in cold concentrated sulfuric acid with violet-red color and colors wool in gray-blue tones with good fastness properties using the single-bath chrome plating process.
The diazotization of 6-nitro-4-acetylamino-2-amino-1-oxybenzene can be carried out by methods known per se, for example with the aid of mineral acid, in particular hydrochloric acid, and sodium nitrite.
The coupling is expediently carried out in neutral to alkaline, preferably in alkaline, for example in alkali hydroxide-alkaline medium. naphthalene entered in 75 parts by volume of 2N sodium hydroxide solution at 0 to 5 and the coupling mixture stirred until the dye formation has ended.
The dye, which may have been completely separated out by the addition of sodium chloride, is filtered off, washed with 2.5% strength sodium chloride solution and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH303279T | 1952-07-30 | ||
| CH307858T | 1952-07-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH307858A true CH307858A (en) | 1955-06-15 |
Family
ID=25734591
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH307858D CH307858A (en) | 1952-07-30 | 1952-07-30 | Process for the preparation of a monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH307858A (en) |
-
1952
- 1952-07-30 CH CH307858D patent/CH307858A/en unknown
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