CH298139A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH298139A CH298139A CH298139DA CH298139A CH 298139 A CH298139 A CH 298139A CH 298139D A CH298139D A CH 298139DA CH 298139 A CH298139 A CH 298139A
- Authority
- CH
- Switzerland
- Prior art keywords
- yellow
- parts
- phosgene
- dye
- dyes
- Prior art date
Links
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01J—ELECTRIC DISCHARGE TUBES OR DISCHARGE LAMPS
- H01J25/00—Transit-time tubes, e.g. klystrons, travelling-wave tubes, magnetrons
- H01J25/34—Travelling-wave tubes; Tubes in which a travelling wave is simulated at spaced gaps
- H01J25/36—Tubes in which an electron stream interacts with a wave travelling along a delay line or equivalent sequence of impedance elements, and without magnet system producing an H-field crossing the E-field
- H01J25/38—Tubes in which an electron stream interacts with a wave travelling along a delay line or equivalent sequence of impedance elements, and without magnet system producing an H-field crossing the E-field the forward travelling wave being utilised
-
- 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
-
- 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)
- Microwave Tubes (AREA)
- Coloring (AREA)
- Particle Accelerators (AREA)
Description
Verfahren zur Herstellung eines Disazofarbstoffes. Es wurde gefunden, dass man zu einem wertvollen Disazolarbstoff gelangt, wenn man die.Aminoinonoazofarbstoffe der Formeln
EMI0001.0005
mittels Phosgen zum Harnstoffderivat ver einigt.
Der neue Farbstoff bildet ein gelbbraunes Pulver, das sich in Wasser mit gelber Farbe, löst und Baumwolle und regenerierte Cellulose in leuchtend grünstichig gelben Tönen *von guter Nass- und Lichtechtheit anfärbt. Nach dem ein- oder zweibadigen Nachkupferungs- verfahren erhält man grünstichig gelbe Töne von hoher Reinheit und sehr guter Nass- und Lichtechtheit.
Die Vereinigung der beiden Aminomono- azofarbstoffe zum asymmetrischen Harnstoff- derivat mittels Phosgen erfolgt zweckmässig in wässrigem, schwach alkalischem, z.
B. alka- licarbonatalkalischem Medium bei leicht er höhter Temperatur in Gegenwart einer Puffer substanz, wie beispielsweise Natriumacetat. Der für die Reaktion günstige pH7Wert liegt zwischen 9,5 und 5,5. <I>Beispiel:</I> <B>17,25</B> Teile 1-Amino-2-chlor-4-nitrobenzol werden in bekannter Weise diazotiert und mit <B>13,8</B> Teilen 1-Oxybenzol-2-earbonsäure in schwach saurer bis alkalischer Lösung gekup pelt.
<B>32,15</B> Teile des aIgeschiedenen und getrock neten Farbstoffes werden in 120 Teilen rau chende Schwefelsäure mit einem Gehalt an freiem Anhydrid von '20 % eingetragen und- unter gutem Rühren<B>10</B> Stunden auf<B>95</B> bis 10011 erhitzt. Nach dem Erkalten -wird die Reaktionsmasse auf Eis ausgetragen, einige Stunden gerührt und filtriert. Die Farbstoff- paste wird in<B>350</B> Teilen heissem Wasser ge löst und filtriert, wobei ein kleiner Teil un- sulfonierten Farbstoffes auf dem Filter bleibt.
Das Filtrat wird mit<B>30</B> % iger Natrium- hydroxydlösung versetzt, bis alkalische Reak tion auf Brillantgelb eintritt und das Natrium- salz des Farbstoffes mit Natriumchlorid ge fällt.
Die Parbstoffpaste wird in<B>500</B> Teilen Wasser gelöst und die Nitrogruppe mit<B>9,2</B> Teilen Natriumsulihydrat bei<B>60</B> bis 7011 in die Aminogruppe übergeführt, der Aminoazofarb- stoff mit Natri-Lunehlorid abgeschieden und fil triert.
Zu der in<B>800</B> Teil-en Wasser gelösten Farb- stoffpaste gibt man<B>16</B> Teile wasserfreies Na- triumearbonat und lässt dann bei 40 bis 5011 <B>26</B> Teile p-Nitrobenzoylehlorid, in<B>50</B> Teilen Aceton gelöst, zufliessen. Nachdem die Konden sation beendet ist, wird der ausgefallene Farbstoff filtriert Lind die Nitrogruppe wie üblich mit Natriumsullid bei etwa<B>60</B> bis 6511 in die Aminogruppe übergeführt.
49 Teile des abgesehiedenen und getrock neten Farbstoffes, oder eine entsprechende Menge Farbstoffpaste und<B>37,1</B> Teile 4-Amino- 2-chlor <B>-</B> 4'- oxy-1,1'-azobenzol-3'-earbonsäiire-5'- sulionsä-Lire werden in bekannter Weise in Ge genwart von Natriumearbonat als säurebinden dem Mittel und Natriumaeetat als Puffer substanz mit Phosgen behandelt, bis keine Aminogruppe mehr nachweisbar ist. Der voll ständig ausgefallene Farbstoff wird filtriert und getrocknet.
Process for the preparation of a disazo dye. It has been found that a valuable disazolar material is obtained by using the aminoinonoazo dyes of the formulas
EMI0001.0005
united by means of phosgene to form the urea derivative.
The new dye forms a yellow-brown powder that dissolves in water with a yellow color and dyes cotton and regenerated cellulose in bright greenish yellow tones * with good wet and lightfastness. After the one or two bath re-coppering process, greenish yellow shades of high purity and very good wet and light fastness are obtained.
The combination of the two amino monoazo dyes to form the asymmetric urea derivative by means of phosgene is expediently carried out in an aqueous, weakly alkaline, e.g.
B. alkali carbonate alkaline medium at a slightly elevated temperature in the presence of a buffer substance such as sodium acetate. The pH value favorable for the reaction is between 9.5 and 5.5. <I> Example: </I> <B> 17.25 </B> parts of 1-amino-2-chloro-4-nitrobenzene are diazotized in a known manner and <B> 13.8 </B> parts 1 -Oxybenzene-2-carboxylic acid in weakly acidic to alkaline solution gekup pelt.
32.15 parts of the separated and dried dye are added to 120 parts of fuming sulfuric acid with a free anhydride content of 20% and for 10 hours with thorough stirring Heated <B> 95 </B> to 10011. After cooling, the reaction mass is poured onto ice, stirred for a few hours and filtered. The dye paste is dissolved in <B> 350 </B> parts of hot water and filtered, with a small part of the unsulfonated dye remaining on the filter.
<B> 30 </B>% sodium hydroxide solution is added to the filtrate until an alkaline reaction to brilliant yellow occurs and the sodium salt of the dye precipitates with sodium chloride.
The paraffin paste is dissolved in <B> 500 </B> parts of water and the nitro group is converted into the amino group with <B> 9.2 </B> parts of sodium sulphate at <B> 60 </B> to 7011, the aminoazo color The substance is separated and filtered with sodium chloride.
<B> 16 </B> parts of anhydrous sodium carbonate are added to the dye paste dissolved in <B> 800 </B> parts of water and then <B> 26 </B> parts are left at 40 to 5011 p-Nitrobenzoyl chloride, dissolved in <B> 50 </B> parts of acetone, flow in. After the condensation has ended, the precipitated dye is filtered and the nitro group is converted into the amino group as usual with sodium sulphide at about 60 to 6511.
49 parts of the separated and dried dye, or a corresponding amount of dye paste and <B> 37.1 </B> parts of 4-amino-2-chloro <B> - </B> 4'- oxy-1,1 ' -azobenzene-3'-earbonsäiire-5'-sulionsä-Lire are treated in a known manner in the presence of sodium carbonate as the acid-binding agent and sodium acetate as a buffer substance with phosgene until no amino group can be detected. The completely precipitated dye is filtered and dried.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2774869X | 1949-11-08 | ||
GB303049X | 1949-11-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH298139A true CH298139A (en) | 1954-04-30 |
Family
ID=26260377
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH302049D CH302049A (en) | 1949-11-08 | 1951-06-11 | Process for the preparation of a disazo dye. |
CH298139D CH298139A (en) | 1949-11-08 | 1951-06-11 | Process for the preparation of a disazo dye. |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH302049D CH302049A (en) | 1949-11-08 | 1951-06-11 | Process for the preparation of a disazo dye. |
Country Status (3)
Country | Link |
---|---|
US (1) | US2774869A (en) |
CH (2) | CH302049A (en) |
GB (1) | GB671296A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2753481A (en) * | 1952-06-14 | 1956-07-03 | Sperry Rand Corp | Travelling wave oscillators |
US2981889A (en) * | 1956-10-18 | 1961-04-25 | Gen Electric | Electron tube frequency multiplier of the traveling wave type |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL49857C (en) * | 1935-11-30 | |||
NL62817C (en) * | 1940-05-04 | |||
US2516944A (en) * | 1947-12-18 | 1950-08-01 | Philco Corp | Impedance-matching device |
-
1949
- 1949-11-08 GB GB28583/49A patent/GB671296A/en not_active Expired
-
1950
- 1950-11-07 US US194540A patent/US2774869A/en not_active Expired - Lifetime
-
1951
- 1951-06-11 CH CH302049D patent/CH302049A/en unknown
- 1951-06-11 CH CH298139D patent/CH298139A/en unknown
Also Published As
Publication number | Publication date |
---|---|
CH302049A (en) | 1954-09-30 |
US2774869A (en) | 1956-12-18 |
GB671296A (en) | 1952-04-30 |
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