CH305719A - Process for the preparation of a tetrakisazo dye. - Google Patents
Process for the preparation of a tetrakisazo dye.Info
- Publication number
- CH305719A CH305719A CH305719DA CH305719A CH 305719 A CH305719 A CH 305719A CH 305719D A CH305719D A CH 305719DA CH 305719 A CH305719 A CH 305719A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- red
- tetrakisazo
- dyes
- preparation
- 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
- 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
- C09B43/14—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with phosgene or thiophosgene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Tetrakisazofarbstoffes. Es wurde gefunden, dass man wertvolle neue Tetrakisazofarbstoffe erhält, wenn man eine dianotierte Aminoazobenzol-disulfonsäure oder deren Homologe mit 1-Amino-3-acetyl- aminobenzol bzw. 1- Amino - 3 - acetylamino - 6 - methylbenzol kuppelt und die so erhaltenen Aminodisazofarbstoffe in an sich üblicher Weise in die entsprechenden Harnstoffe über führt.
Diese Überführung in die Harnstoffe kann in einfachster Weise durch die Einwir kung von Phosgen erfolgen.
Die neuen Farbstoffe färben Baumwolle und Fasern aus regenerierter Cellulose in rot orangen, säureechten Farbtönen. Ähnlich auf gebaute Tetrakisazofarbstoffe sind bereits aus der deutschen Patentschrift Nr. 223753 be kannt; jedoch sind dort keine Farbstoffe be schrieben, die als Azokomponente 1-Amino-3- acetyl-aminobenzol oder dessen Homologe ent halten. Vor diesen bekannten Farbstoffen zeichnen sich die neuen Farbstoffe durch ihre gute Säureechtheit aus.
Gegenstand des Patentes ist nun ein Ver fahren zur Herstellung eines neuen Tetra- kisazofarbstoffes. Das Verfahren besteht darin, dass man dianotierte 4-Aminoazobenzol- 3,4'-disulfonsäure mit 1-Amino-3-acetylamino- benzol kuppelt und den so erhaltenen Amino- disazofarbstoff mit Phosgen in den entspre- ehenden Harnstoff überführt.
Der neue Farbstoff stellt nach dem Isolie ren und Trocknen ein dunkles Pulver dar, das sich leicht in Wasser mit rotoranger Farbe löst und Baumwolle in rotorangen Tönen von guter Avivierechtheit färbt.
Beispiel: 35,7 Gewichtsteile 4-Aminoazobenzol-3,4'- disulfonsäure werden mit 6,9 Gewichtsteilen Natriumnitrit bei 5 dianotiert; zur Diazover- bindung gibt man 15,0 Gewichtsteile 1-Amino- 3-acetyl-aminobenzol. Die Kupplung wird durch Zugabe von Natriumacetat zu Ende ge führt, der Farbstoff isoliert. Nach erneutem Lösen wird so lange bei 40 mit Phosgen be handelt, bis eine herausgenommene Probe das Ende der Reaktion anzeigt.
Der Farbstoff stellt nach dem Isolieren und Trocknen ein dunkles Pulver dar, das sich leicht in Wasser löst. Baumwolle wird in rot orangen Tönen von guter Avivierechtheit ge färbt.
Process for the preparation of a tetrakisazo dye. It has been found that valuable new tetrakisazo dyes are obtained if a dianotated aminoazobenzene disulphonic acid or its homologues with 1-amino-3-acetylaminobenzene or 1-amino-3-acetylamino-6-methylbenzene and the aminodisazo dyes obtained in this way are coupled leads in a conventional manner into the corresponding ureas.
This conversion into the ureas can be done in the simplest manner by the action of phosgene.
The new dyes dye cotton and fibers made from regenerated cellulose in red-orange, acid-fast colors. Tetrakisazo dyes based on a similar structure are already known from German Patent No. 223753; however, no dyes are described there that contain 1-amino-3-acetyl-aminobenzene or its homologues as the azo component. The new dyes are distinguished from these known dyes by their good acid fastness.
The subject of the patent is now a process for the production of a new tetrakisazo dye. The process consists in coupling dianotated 4-aminoazobenzene-3,4'-disulfonic acid with 1-amino-3-acetylamino-benzene and converting the aminodisazo dye thus obtained with phosgene into the corresponding urea.
After isolation and drying, the new dye is a dark powder that dissolves easily in water with a red-orange color and dyes cotton in red-orange shades with good fastness to brightening.
Example: 35.7 parts by weight of 4-aminoazobenzene-3,4'-disulfonic acid are dianotated with 6.9 parts by weight of sodium nitrite at 5; 15.0 parts by weight of 1-amino-3-acetyl-aminobenzene are added to the diazo compound. The coupling is completed by adding sodium acetate, and the dye is isolated. After redissolving, phosgene is treated at 40 until a sample taken out indicates the end of the reaction.
Once isolated and dried, the dye is a dark powder that dissolves easily in water. Cotton is dyed in red-orange shades with good fastness properties.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE305719X | 1951-04-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH305719A true CH305719A (en) | 1955-03-15 |
Family
ID=6120897
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH305719D CH305719A (en) | 1951-04-30 | 1952-03-25 | Process for the preparation of a tetrakisazo dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH305719A (en) |
-
1952
- 1952-03-25 CH CH305719D patent/CH305719A/en unknown
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