CH161486A - Process for the production of a new dye. - Google Patents
Process for the production of a new dye.Info
- Publication number
- CH161486A CH161486A CH161486DA CH161486A CH 161486 A CH161486 A CH 161486A CH 161486D A CH161486D A CH 161486DA CH 161486 A CH161486 A CH 161486A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- mol
- oxynaphthalene
- cyanuric chloride
- acid
- Prior art date
Links
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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/06—Disazo dyes from a coupling component "C" containing a directive hydroxyl group
- C09B31/061—Disazo dyes from a coupling component "C" containing a directive hydroxyl group containing acid groups, e.g. -CO2H, -SO3H, -PO3H2, -OSO3H, -OPO2H2; Salts thereof
-
- 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
- C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
- C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. <B>159668.</B> Verfahren zur Herstellung eines neuen Farbstoffes. Es wurde gefunden, dass man einen neuen Farbstoff erhält, wenn man<B>1</B> Mol des di- azotierten Kupplungsproduktes aus einem o-Ester der 1-Diazo-8-oxynaphthalin-3,6-di- sulfonsäure mit 3-Amii)o-4-kresolmethyläther, <B>1</B> Mol Cyanurchlorid, <B>1</B> Mol 1-Amino-8-oxy- iiaphthaliii-3,
6-disulfonsäure, <B>1</B> Mol 4-Amino- 4'-oxyazobenzol-3'-carbonsäure und<B>1</B> Mol Monomethylanilin derart aufeinander einwir ken lässt, dass das diazotierte Kupplungspro dukt in der 7-Stellung der 1-Amino-8-oxy- napb,thalin-3,
6-disulfoiisäure kuppelt und ein Halogen des Cyanurchlorides mit der Amino- gruppe der 1-Amino-8-oxynaphthalinsulfon- säure, ein Halogen des Cya#urchlorides mit der Aminogruppe der 4-Amino-4'-oxyazo- berizol-3'-carbonsätire und das letzte Halogen atom des Cyanurchlorides mit der Iminogruppe des Monomethylanilins sich umsetzt,
und dass man das so erhaltene Produkt zwecks<B>Ab-</B> spaltung der Estergruppe der Einwirkung eines verseifenden Mittels unterwirft. Der neue Farbstoff bildet ein dunkle Pulver, das sich in Wasser mit blaugrüner Farbe löst. Er erzeugt auf Baumwolle aus Färbebädern, die mit weichen oder harten Wassern hergestellt worden sind, grüne Töne, die sich durch ihre hervorragende Lichtecht heit auszeichnen.
<I>Beispiel:</I> <B>62,1</B> Teile des durch Kupplung von<B>1</B> Mol diazotierter 1-Amirio-8-oxynaphthalin-4'-toluol- sulforisäureester-3,6-distilfonsäure und<B>1</B> Mol 3-Amino-4-kresolmethyläther erhaltenen Farb- stoff.es werden diazotiert und in eine abge kühlte ammoniakalische Lösung von<B>75,9</B> Teilen des ternären Kondensationsproduktes aus<B>1</B> Mol Cyanurchlorid,
<B>1</B> Mol 1,8-Amino- iiaphthol-3,6-disulforisäure, <B>1</B> Mol 4-Amino-4'- oxyazobenzol-S'-carbonsäure und<B>1</B> Mol Mono- methylanilin eingetragen. Nach beendeter Kupplung wird auf<B>85 0</B> angewärmt und bei dieser Temperatur durch Zufügen von Natron- lauge der Toluolsulfonsäurerest abgespalten. Der Farbstoff wird mit Natriumchlorid ans- gefäHt und getrocknet.
Additional patent to main patent no. <B> 159668. </B> Process for the production of a new dye. It has been found that a new dye is obtained if <B> 1 </B> mol of the diazotized coupling product from an o-ester of 1-diazo-8-oxynaphthalene-3,6-disulfonic acid with 3 -Amii) o-4-cresol methyl ether, <B> 1 </B> moles of cyanuric chloride, <B> 1 </B> moles of 1-amino-8-oxy- iiaphthaliii-3,
6-disulfonic acid, <B> 1 </B> mol of 4-amino-4'-oxyazobenzene-3'-carboxylic acid and <B> 1 </B> mol of monomethylaniline can act on one another in such a way that the diazotized coupling product in the 7-position of the 1-amino-8-oxy-napb, thalin-3,
6-disulfoic acid couples and a halogen of cyanuric chloride with the amino group of 1-amino-8-oxynaphthalenesulfonic acid, a halogen of cyano-chloride with the amino group of 4-amino-4'-oxyazoberizole-3'-carboxylic acid and the last halogen atom of the cyanuric chloride reacts with the imino group of monomethylaniline,
and that the product obtained in this way is subjected to the action of a saponifying agent in order to split off the ester group. The new dye forms a dark powder that dissolves in water with a blue-green color. On cotton from dye baths that have been made with soft or hard water, it produces green tones that are characterized by their excellent lightfastness.
<I> Example: </I> <B> 62.1 </B> parts of the 1-aminio-8-oxynaphthalene-4'-toluenesulfuric acid ester-3 diazotized by coupling <B> 1 </B> mol , 6-distilfonic acid and <B> 1 </B> mol of 3-amino-4-cresolmethylether obtained dye are diazotized and poured into a cooled ammoniacal solution of <B> 75.9 </B> parts of the ternary Condensation product from <B> 1 </B> mol of cyanuric chloride,
<B> 1 </B> mol of 1,8-amino-iiaphthol-3,6-disulforic acid, <B> 1 </B> mol of 4-amino-4'-oxyazobenzene-S'-carboxylic acid and <B> 1 </B> Mol monomethylaniline entered. After coupling has ended, the mixture is heated to 85 ° and the toluenesulfonic acid residue is split off at this temperature by adding sodium hydroxide solution. The dye is made up with sodium chloride and dried.
Claims (1)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH161486T | 1931-12-17 | ||
CH159668T | 1931-12-17 | ||
CH161488T | 1931-12-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH161486A true CH161486A (en) | 1933-04-30 |
Family
ID=27177413
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH161486D CH161486A (en) | 1931-12-17 | 1931-12-17 | Process for the production of a new dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH161486A (en) |
-
1931
- 1931-12-17 CH CH161486D patent/CH161486A/en unknown
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