CH247442A - Process for the preparation of a new yellow azo dye. - Google Patents
Process for the preparation of a new yellow azo dye.Info
- Publication number
- CH247442A CH247442A CH247442DA CH247442A CH 247442 A CH247442 A CH 247442A CH 247442D A CH247442D A CH 247442DA CH 247442 A CH247442 A CH 247442A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- new
- preparation
- parts
- dye
- 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
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/001—Dyes containing an onium group attached to the dye skeleton via a bridge
- C09B69/005—Isothiuronium group
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/54—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an epoxy or halohydrin group
- C09B62/58—Azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines neuen gelben Azofarbstoffes. Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung eines neuen, gel ben Azofarbstoffes und ist dadurch gekenn zeichnet, da3 Di-(chlormethyl)-4,4'-di-(6- methylbenzthiazyl-2)-azobenzol mit Pyridin unter Bildung eines quaternären Ammonium salzes erhitzt wird.
Der neue Farbstoff ist einhellgelbes Pul ver, welches sich in Wasser unter Bildung einer gelben Lösung löst, welche Baumwolle in hellgelben Tönen von guten Echtheits eigenschaften gegen Waschen und Kochen in Soda an der Luft anfärbt.
<I>Beispiel:</I> 12 Teile Di-(chlormethyl)-4,4'-di-(6-me- thylbenzthiazyl-2)-azobenzol (hergestellt wie weiter unten beschrieben) werden mit 150 Teilen Pyridin gemischt. Die erhaltene Sus pension wird während 10 Minuten gekocht, wobei sie in hellgelb umschlägt, sobald das quaternäre Ammoniums-alz erzeugt wird. Nach dem Verdünnen mit dem doppelten Volumen Aceton wird die Suspension ab filtriert und der Filterkuchen mit Aceton ge waschen, um das Pyridin zu entfernen. Schliesslich wird an der Luft getrocknet.
Das neue quaternäre Ammoniumsalz stellt ein hellgelbes Pulver dar.
Das verwendete Di-chlormethyl-4,4'-di- (6-methylbenzthiazyl-2)-azobenzol wird wie folgt erhalten: 10 Teile 4,4'-Di-(6-methyl- benzthiazyl-2)-azobenzol werden in 150 Teilen 100 % iger Schwefelsäure unterhalb 30 C gelöst und mit 50 Teilen sym. Di- chlorcU#methyläther versetzt. Das Gemisch wird rasch auf 60 C :erhitzt und bei dieser Temperatur während 20 Minuten gehalten.
Die :erhaltene rote Lösung wird auf 100 Teile eines Eis-Wassergemisches gegossen, filtriert und der Filterkuchen mit Wasser säurefrei gewaschen. Das Produkt wird an der Luft getrocknet. 12 Teile eines blassgelben Pul vers werden erhalten.
Man stellt ein Färbebad her, indem man 1 Teil des so erhaltenen Farbstoffes in 1500 Teilen Wasser löst. 50 Teile gebleichten Baumwollgarns werden in das Färbebad ein geführt. Nun wird die Temperatur auf 60 C erhöht und gehalten. Man versetzt bei<B>60'C</B> dreimal nach je 10 Minuten mit 1 Teil Soda asche. Das Baumwollgarn wird gelegentlich gewendet. Das Färbebad wird während wei teren 15 Minuten auf 60 C gehalten. Schliess lich wird die Baumwolle herausgenommen, mit Wasser gespült und getrocknet.
Das Baumwollgarn weist einen hellgelben Farb ton auf, wobei die Färbung sich durch gute Echtheitseigenschaften gegen Waschen und Kochen in Soda an der Luft auszeichnet. Die Echtheit ähnelt derjenigen von Färbungen, welche mit Caledon Gelb G (Colour Index Nr. 1118) erhalten werden.
Process for the preparation of a new yellow azo dye. The present invention relates to a process for the production of a new, yellow azo dye and is characterized in that di- (chloromethyl) -4,4'-di- (6-methylbenzthiazyl-2) -azobenzene with pyridine to form a quaternary ammonium salt is heated.
The new dye is a light yellow powder which dissolves in water to form a yellow solution which stains cotton in light yellow tones with good fastness properties against washing and boiling in soda in the air.
<I> Example: </I> 12 parts of di- (chloromethyl) -4,4'-di- (6-methylbenzthiazyl-2) -azobenzene (prepared as described below) are mixed with 150 parts of pyridine. The suspension obtained is boiled for 10 minutes, turning light yellow as soon as the quaternary ammonium salt is generated. After diluting with twice the volume of acetone, the suspension is filtered off and the filter cake is washed with acetone in order to remove the pyridine. Finally, it is air-dried.
The new quaternary ammonium salt is a light yellow powder.
The di-chloromethyl-4,4'-di- (6-methylbenzthiazyl-2) -azobenzene used is obtained as follows: 10 parts of 4,4'-di- (6-methylbenzthiazyl-2) -azobenzene are obtained in 150 Parts of 100% sulfuric acid dissolved below 30 ° C. and mixed with 50 parts of symmetrical dichlorocU # methyl ether. The mixture is heated rapidly to 60 ° C. and held at this temperature for 20 minutes.
The red solution obtained is poured onto 100 parts of an ice-water mixture, filtered and the filter cake is washed acid-free with water. The product is air dried. 12 parts of a pale yellow powder are obtained.
A dye bath is prepared by dissolving 1 part of the dye thus obtained in 1500 parts of water. 50 parts of bleached cotton yarn are introduced into the dye bath. The temperature is now increased to 60 ° C. and maintained. At <B> 60'C </B>, 1 part of soda ash is added three times every 10 minutes. The cotton yarn is turned occasionally. The dyebath is kept at 60 ° C. for 15 more minutes. Finally the cotton is removed, rinsed with water and dried.
The cotton yarn has a light yellow shade, the dyeing being characterized by good fastness properties to washing and boiling in soda in the air. The fastness is similar to that of dyeings obtained with Caledon Yellow G (Color Index No. 1118).
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB247442X | 1944-05-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH247442A true CH247442A (en) | 1947-03-15 |
Family
ID=10216566
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH252479D CH252479A (en) | 1944-05-08 | 1945-05-07 | Process for the preparation of a new yellow azo dye. |
CH247442D CH247442A (en) | 1944-05-08 | 1945-05-07 | Process for the preparation of a new yellow azo dye. |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH252479D CH252479A (en) | 1944-05-08 | 1945-05-07 | Process for the preparation of a new yellow azo dye. |
Country Status (1)
Country | Link |
---|---|
CH (2) | CH252479A (en) |
-
1945
- 1945-05-07 CH CH252479D patent/CH252479A/en unknown
- 1945-05-07 CH CH247442D patent/CH247442A/en unknown
Also Published As
Publication number | Publication date |
---|---|
CH252479A (en) | 1947-12-31 |
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