CH299202A - Process for the preparation of a monoazo dye. - Google Patents
Process for the preparation of a monoazo dye.Info
- Publication number
- CH299202A CH299202A CH299202DA CH299202A CH 299202 A CH299202 A CH 299202A CH 299202D A CH299202D A CH 299202DA CH 299202 A CH299202 A CH 299202A
- Authority
- CH
- Switzerland
- Prior art keywords
- monoazo dye
- amino
- red
- preparation
- bluish red
- Prior art date
Links
- 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 7
- 238000000034 method Methods 0.000 title claims description 5
- 239000000975 dye Substances 0.000 claims description 9
- 230000002378 acidificating effect Effects 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 235000005811 Viola adunca Nutrition 0.000 claims description 3
- 240000009038 Viola odorata Species 0.000 claims description 3
- 235000013487 Viola odorata Nutrition 0.000 claims description 3
- 235000002254 Viola papilionacea Nutrition 0.000 claims description 3
- 230000007935 neutral effect Effects 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 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
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 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
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Monoazofarbstoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines Monoazo- farbstoffes. Das Verfahren ist dadurch ge kennzeichnet, dass man die Diazoverbindung von 2-Amino-4'-methyl-1,1'-diphenylsulfid-4- carbonsäure-n-amylester in saurem Mediiun mit 2-Amino-8-oxy-naphthalin - 6 - sulfonsäure kuppelt.
Der erhaltene neue Monoazofarbstoff stellt ein rotbraunes Pulver vor, das sich in heissem Wasser mit blaustichig roter und in konzen trierter Schwefelsäure mit blauvioletter Farbe löst und Wolle aus neutralem oder schwach saurem Bade in blaustichig roten Tönen färbt.
<I>Beispiel:</I> 32,9 Teile 2-Amino-4'-methyl-1,1'-diphenyl- sulfid-4-carbonsäure-n-amylester werden mit 25 Teilen 30o/oiger Salzsäure und 25 Teilen Wasser verrieben und mit 6;9 Teilen Natrium nitrit wie üblich diazotiert. Zu der kalten Di- azolösimg lässt man eine schwach lackmussauer reagierende Lösung des Natronsalzes von 23,9 Teilen 2-Amino-8-oxy-naphthalin-6-sulfön- säure in 35 Teilen Wasser fliessen.
-Die über schüssige Mineralsäure wird mit Natriumace- tat abgestumpft und der abgeschiedene Mono- azofarbstoff der Formel
EMI0001.0030
nach beendeter Kupplung abfiltriert, mit Na triumehloridlösung gewaschen und getrocknet. Er stellt ein rotbraunes Pulver .dar, das sich in heissem Wasser mit blaustichig roter und in konzentrierter Schwefelsäure mit blauvio letter Farbe löst.
Wolle wird aus neutralem oder sehwach saurem Färbebad in blaustichig roten Tönen von sehr guten Nassechtheiten und guter Lichtechtheit angefärbt. e
Process for the preparation of a monoazo dye. The present patent relates to a process for the preparation of a monoazo dye. The process is characterized in that the diazo compound of 2-amino-4'-methyl-1,1'-diphenylsulfide-4-carboxylic acid n-amyl ester in acidic medium with 2-amino-8-oxy-naphthalene-6 - sulfonic acid couples.
The new monoazo dye obtained is a red-brown powder that dissolves in hot water with bluish red and in concentrated sulfuric acid with blue-violet color and dyes wool from neutral or weakly acidic baths in bluish red tones.
<I> Example: </I> 32.9 parts of 2-amino-4'-methyl-1,1'-diphenylsulfide-4-carboxylic acid n-amyl ester are mixed with 25 parts of 30% hydrochloric acid and 25 parts of water triturated and diazotized as usual with 6; 9 parts of sodium nitrite. A solution of the sodium salt of 23.9 parts of 2-amino-8-oxy-naphthalene-6-sulfonic acid in 35 parts of water, which reacts slightly against lackmust, is allowed to flow into the cold diazolösimg.
-The excess mineral acid is blunted with sodium acetate and the deposited monoazo dye of the formula
EMI0001.0030
after coupling has ended, filtered off, washed with sodium chloride solution and dried. It is a red-brown powder that dissolves in hot water with a bluish red color and in concentrated sulfuric acid with a blue-violet color.
Wool is dyed from a neutral or weakly acidic dye bath in bluish red shades with very good wet fastness properties and good light fastness. e
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH299202T | 1951-05-15 | ||
| CH295676T | 1951-05-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH299202A true CH299202A (en) | 1954-05-31 |
Family
ID=25733630
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH299202D CH299202A (en) | 1951-05-15 | 1951-05-15 | Process for the preparation of a monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH299202A (en) |
-
1951
- 1951-05-15 CH CH299202D patent/CH299202A/en unknown
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