CH321745A - Process for the preparation of a monoazo dye - Google Patents
Process for the preparation of a monoazo dyeInfo
- Publication number
- CH321745A CH321745A CH321745DA CH321745A CH 321745 A CH321745 A CH 321745A CH 321745D A CH321745D A CH 321745DA CH 321745 A CH321745 A CH 321745A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- monoazo dye
- parts
- dye
- red
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 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 claims description 3
- 239000000975 dye Substances 0.000 claims description 7
- 238000005859 coupling reaction Methods 0.000 claims description 4
- 230000008878 coupling Effects 0.000 claims description 3
- 238000010168 coupling process Methods 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000004677 Nylon Substances 0.000 claims 1
- 239000000987 azo dye Substances 0.000 claims 1
- 229920001778 nylon Polymers 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 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
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Monoazofarbstoffes ES wurde gefunden, dass man zu einem neuen, wertvollen Monoazofarbstoff gelangt, wenn man eine Diazoverbindung aus 1-Amino- benzal-2-methylstilfon mit 1-Di-(f-o.xyäthyl)- aniino-3-methylbenzol vereinigt.
Der neue Farbstoff stellt ein weinrotes Pulver dar, welches Acetatseide und N;; Ion in orangeroten Tönen von hoher Lichteehtheit färbt.
Die Diazotierun:g des erwähnten Amino- benzolmetht-lsulfons kann nach an sich be kannten Methoden, z. B. mit Hilfe von Mine- ralsäure, insbesondere Salzsäure und Natrium nitrit erfolgen.
Die Kupplung kann ebenfalls nach an sich bekannter Weise, z. B. in neutralem bis saurem Mittel, gegebenenfalls in Gegenwart von Natriumacetat oder ähnlichen, die Kupp lungsgeschwindigkeit beeinflussenden Puffer substanzen vorgenommen werden.
Nach erfolgter Kupplungsreaktion können die gebildeten Farbstoffe leicht, z. B. durch Filtration, abgetrennt werden, Beispiel 17 Teile 1 -A.minobenzol-2-methylsulfon, 25 Teile einer 4n-Natriumnitritlösung und 30 Teile Eis werden in 40 Teilen Wasser mit 25 Teilen konzentrierter Salzsäure versetzt. Durch Kühlung von aussen wird die Tempe ratur während der Diazotierung zwischen 0 bis 5 gehalten. Die Diazolösung ist, vollständig klar und schwach goldgelb gefärbt.
Man lässt sie langsam zu 1.9,5 Teilen 1-Di-(ss-o.xyät.hyl)- amino-3-met.h.-#Tlbenzol, welches in 40 Teilen 2n-Salmäure gelöst ist, fliessen. Es entsteht eine dunkelrote Lösung, aus welcher der Farbstoff durch Neutralisieren mit gesättig ter Natriumaeet.atlösung ausfällt. Er wird ab genutscht und getrocknet.
A process for the preparation of a monoazo dye ES has been found that a new, valuable monoazo dye is obtained if a diazo compound from 1-aminobenzal-2-methylstilphon is combined with 1-di- (fo.xyäthyl) - aniino-3-methylbenzene .
The new dye is a wine-red powder, which contains acetate silk and N ;; Ion colors in orange-red tones of high lightness.
The Diazotierun: g of the aminobenzolmetht-lsulfons mentioned can be according to methods known per se, eg. B. with the help of mineral acid, especially hydrochloric acid and sodium nitrite.
The coupling can also be carried out in a manner known per se, for. B. in neutral to acidic agents, optionally in the presence of sodium acetate or similar, the coupling speed influencing buffer substances are made.
After the coupling reaction, the dyes formed can easily, for. B. by filtration, are separated, Example 17 parts of 1 -A.minobenzol-2-methylsulfone, 25 parts of a 4N sodium nitrite solution and 30 parts of ice are mixed in 40 parts of water with 25 parts of concentrated hydrochloric acid. The temperature is kept between 0 and 5 during the diazotization by cooling from the outside. The diazo solution is completely clear and pale golden yellow in color.
It is allowed to flow slowly to 1.9.5 parts of 1-di- (ss-o.xyät.hyl) - amino-3-met.h .- # benzene, which is dissolved in 40 parts of 2N hydrochloric acid. A dark red solution is formed from which the dye precipitates out by neutralization with saturated sodium acetate solution. He is sucked off and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH321745T | 1952-11-27 | ||
| CH314327T | 1956-06-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH321745A true CH321745A (en) | 1957-05-15 |
Family
ID=25736010
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH321745D CH321745A (en) | 1952-11-27 | 1952-11-27 | Process for the preparation of a monoazo dye |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH321745A (en) |
-
1952
- 1952-11-27 CH CH321745D patent/CH321745A/en unknown
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