CH302045A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH302045A CH302045A CH302045DA CH302045A CH 302045 A CH302045 A CH 302045A CH 302045D A CH302045D A CH 302045DA CH 302045 A CH302045 A CH 302045A
- Authority
- CH
- Switzerland
- Prior art keywords
- phosgene
- preparation
- disazo dye
- dyes
- good
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 298138. Verfahren zur Herstellung eines Disazofarbstoffes. Es wurde gefunden, dass man zu einem wertvollen Disazofarbstoff gelangt, wenn man die Farbstoffe der Formeln
EMI0001.0005
EMI0001.0006
mittels Phosgen zum Harnstoffderivat ver einigt.
Der neue Farbstoff bildet ein braunes<B>Pul-</B> ver, das sich in Wasser mit oranger Farbe löst und Baumwolle und regenerierte Cellulose in schönen gelben Tönen von guter Nass- und Lichtechtheit und sehr guter neutraler und alkalischer Ätzbarkeit färbt. Nach dem ein- oder zweibadigen Nachkupferungsverfahren erhält man etwas rötere Töne von sehr guter @T ass- und Lichtechtheit.
Die Vereinigung der beiden Aminomono- azofarbstoffe zum asymmetrischen Harnstoff deriva.t mittels Phosgen erfolgt zweckmässig in wässerigem, schwach alkalischem, z. B. alkalicarbonatalkalischem, Medium bei leicht erhöhter Temperatur in Gegenwart einer Puf fersubstanz, wie beispielsweise Natriumacetat. Der für die Reaktion günstige pH-Wert liegt zwischen 9,5 \und 5,5.
<I>Beispiel:</I> 17,25 Teile 1-Amino-2-chlor-4-nitrobenzol werden in bekannter Weise diazotiert und mit 13,8 Teilen 1-Oxybenzol-2-carbonsäure in schwach alkalischer Lösung gekuppelt. Hier auf lässt man eine Lösung von 9,2 Teilen Na- triumsulfhydrat in 50 Teilen Wasser zuflie ssen und rührt bei 60 bis 70 , bis die Reduk tion der Nitrogruppe beendet ist.
29,1 Teile des abgeschiedenen und getrock neten Aminoazofarbstoffes oder eine entspre chende Menge Filterpaste werden mit 36,5 Tei len 4-Amino-2,5-dimethyl-4'-oxy-1,1'-azoben- zol-3'-carbonsäure-5'-sulfonsäure unter Zusatz von Natriumcarbonat bis zur deutlich alkali schen Reaktion in 2000 Teilen Wasser gelöst und bei 35 bis 40 in Gegenwart von Natrium acetat als säurebindendes Mittel so lange unter häufigem Ersatz des verbrauchten Natrium- carbonats mit Phosgen behandelt, bis keine Aminogruppe mehr nachgewiesen werden kann.
Der vollständig ausgeschiedene Farb stoff wird filtriert und -cetrocknet.
Additional patent to main patent No. 298138. Process for the production of a disazo dye. It has been found that a valuable disazo dye is obtained by using the dyes of the formulas
EMI0001.0005
EMI0001.0006
united by means of phosgene to form the urea derivative.
The new dye forms a brown <B> powder </B> which dissolves in water with an orange color and dyes cotton and regenerated cellulose in beautiful yellow tones with good wet and light fastness and very good neutral and alkaline etchability. After the one or two bath post-copper plating process, you get slightly redder tones of very good @Tass and lightfastness.
The combination of the two amino monoazo dyes to form the asymmetrical urea deriva.t by means of phosgene is expediently carried out in aqueous, weakly alkaline, e.g. B. alkaline carbonate alkaline medium at a slightly elevated temperature in the presence of a Buf fersubstanz such as sodium acetate. The pH value favorable for the reaction is between 9.5 and 5.5.
<I> Example: </I> 17.25 parts of 1-amino-2-chloro-4-nitrobenzene are diazotized in a known manner and coupled with 13.8 parts of 1-oxybenzene-2-carboxylic acid in a weakly alkaline solution. A solution of 9.2 parts of sodium sulfhydrate in 50 parts of water is allowed to flow in here and the mixture is stirred at 60 to 70 until the reduction of the nitro group has ended.
29.1 parts of the separated and getrock designated aminoazo dye or a corresponding amount of filter paste are mixed with 36.5 parts of 4-amino-2,5-dimethyl-4'-oxy-1,1'-azoben- zol-3'- carboxylic acid-5'-sulfonic acid with the addition of sodium carbonate until the clearly alkaline reaction is dissolved in 2000 parts of water and treated with phosgene at 35 to 40 in the presence of sodium acetate as an acid-binding agent, frequently replacing the used sodium carbonate, until none Amino group can be detected more.
The completely separated dye is filtered and dried.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH302045T | 1951-05-25 | ||
CH298138T | 1951-05-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH302045A true CH302045A (en) | 1954-09-30 |
Family
ID=25733944
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH302045D CH302045A (en) | 1951-05-25 | 1951-05-25 | Process for the preparation of a disazo dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH302045A (en) |
-
1951
- 1951-05-25 CH CH302045D patent/CH302045A/en unknown
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