CH199370A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH199370A CH199370A CH199370DA CH199370A CH 199370 A CH199370 A CH 199370A CH 199370D A CH199370D A CH 199370DA CH 199370 A CH199370 A CH 199370A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- baths
- azo dye
- diazo compound
- acid
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 150000008049 diazo compounds Chemical class 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- WLJSUJOESWTGEX-UHFFFAOYSA-N 5-chloro-2-(4-chlorophenoxy)aniline Chemical compound NC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1 WLJSUJOESWTGEX-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 239000000344 soap Substances 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- 239000000908 ammonium hydroxide Substances 0.000 description 2
- 125000000664 diazo group Chemical class [N-]=[N+]=[*] 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical class [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 description 1
- 230000001376 precipitating 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/08—Disazo dyes in which the coupling component is a hydroxy-amino compound
- C09B33/10—Disazo dyes in which the coupling component is a hydroxy-amino compound in which the coupling component is an amino naphthol
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 197279. Verfahren zur Herstellung eines Azofarbstoffes. Es wurde gefunden, dass man einen wert vollen Azofarbstoff erhält, wenn man die Di- azoverbindung des 1-Amino-4-nitrobenzols in saurem Medium mit 1-Amino-8-oxynaphthalin- 3,6-disulfonsäure vereinigt und diesen so er hältlichen Farbstoff in alkalischem Medium mit der Diazoverbindung des 4,4'-Dichlor-2- aminodiphenyläthers umsetzt.
Der Treue Farb stoff bildet ein dunkles Pulver, das sich in Wasser mit blauer Farbe löst und Wolle aus saurem Bade, Naturseide oder beschwerte Seide aus saurem oder seifenhaltigem Bade in grünstichigblauen Tönen von guten Echt heitseigenschaften färbt.
<I>Beispiel:</I> 152 Teile 1-Amino-4-nitrobenzol werden nach bekannten Methoden diazotiert. Diese Diazolösung gibt man unter Rühren zu 319 Teilen frisch gefällter 1-Amino-8-oxy- naphthalin-3,6-disulforrsäure und rührt einige Stunden bei Aussentemperatur. Dieser Mono azofarbstoff wird nun durch Zusatz von Na triumchlorid und Filtrieren isoliert, ohne zu trocknen in Wasser angerührt und durch Zu gabe einer wässrigen Ammoniumhydroxyd- lösung neutralisiert.
Man versetzt diese Farb- stofflösung mit 250 Teilen einer 24 o/oigen wässrigen Ammoniumhydroxydlösung und trägt unter gutem Rühren die Diazolösung, die man durch Diazotieren von 254 Teilen 4,4'- Dichlor - 2 - aminodiphenyläther auf übliche Weise erhält, ein. Man rührt bis die Farb- atoffbildung beendet ist und filtriert ab. Der Farbstoff kann gegebenenfalls durch Lösen in heissem Wasser und Ausfällen mit Chlor natrium gereinigt werden.
<B> Additional patent </B> to the main patent No. 197279. Process for the production of an azo dye. It has been found that a valuable azo dye is obtained if the diazo compound of 1-amino-4-nitrobenzene is combined with 1-amino-8-oxynaphthalene-3,6-disulfonic acid in an acidic medium and this dye is available reacted in an alkaline medium with the diazo compound of 4,4'-dichloro-2-aminodiphenyl ether.
The Faithful Dye forms a dark powder that dissolves in water with a blue color and dyes wool from acidic baths, natural silk or weighted silk from acidic or soapy baths in greenish blue tones with good fastness properties.
<I> Example: </I> 152 parts of 1-amino-4-nitrobenzene are diazotized using known methods. This diazo solution is added with stirring to 319 parts of freshly precipitated 1-amino-8-oxynaphthalene-3,6-disulfuric acid and stirred for a few hours at outside temperature. This mono azo dye is now isolated by adding sodium chloride and filtering, without drying it, stirred in water and neutralized by adding an aqueous ammonium hydroxide solution.
250 parts of a 24% aqueous ammonium hydroxide solution are added to this dye solution and the diazo solution obtained by diazotizing 254 parts of 4,4'-dichloro-2-aminodiphenyl ether in the usual way is introduced with thorough stirring. The mixture is stirred until the formation of dye has ended and the mixture is filtered off. The dye can optionally be purified by dissolving it in hot water and precipitating it with sodium chloride.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH197279T | 1937-02-09 | ||
| CH199370T | 1937-02-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH199370A true CH199370A (en) | 1938-08-15 |
Family
ID=25722962
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH199370D CH199370A (en) | 1937-02-09 | 1937-02-09 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH199370A (en) |
-
1937
- 1937-02-09 CH CH199370D patent/CH199370A/en unknown
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