CH249551A - Process for the preparation of a polyazo dye. - Google Patents
Process for the preparation of a polyazo dye.Info
- Publication number
- CH249551A CH249551A CH249551DA CH249551A CH 249551 A CH249551 A CH 249551A CH 249551D A CH249551D A CH 249551DA CH 249551 A CH249551 A CH 249551A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- mol
- brown
- hand
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- -1 polyazo Polymers 0.000 title claims description 5
- 239000000975 dye Substances 0.000 claims description 9
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 6
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 claims description 3
- QGTXBWMKRGHPDD-UHFFFAOYSA-N 3-amino-5-chloro-4-hydroxybenzenesulfonic acid Chemical compound NC1=CC(S(O)(=O)=O)=CC(Cl)=C1O QGTXBWMKRGHPDD-UHFFFAOYSA-N 0.000 claims description 2
- 229920003043 Cellulose fiber Polymers 0.000 claims description 2
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- QELUYTUMUWHWMC-UHFFFAOYSA-N edaravone Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1 QELUYTUMUWHWMC-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/38—Trisazo dyes ot the type
- C09B35/40—Trisazo dyes ot the type the component K being a dihydroxy or polyhydroxy compound
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 244602. Verfahren zur Herstellung eines Polyazofarbstoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines Polyazo- farbstoffes. Das Verfahren ist dadurch ge kennzeichnet,
dass man 1 Mol tetrazotiertes Benzidin einerseits auf 1 Mol des Monoazo- farbstoffes aus diazotierter 6-Chlor-2-amino- phenol-4-sulfonsäure und Resorcin und an derseits mit 1. Mol 1-Phenyl-3-methyl-5-pyr- a.zolon kuppelt.
Der entstandene neue Tris- azofarbstoff stellt ein dunkles Pulver dar, welches sich in Wasser mit brauner und in konzentrierter Schwefelsäure mit roter Farbe löst. Er färbt Cellulosefasern in rotstichig braunen Tönen, welche beim Nachkupfern in ein schönes Braun von sehr guten Echt- heits,eigenschaften übergehen.
Beispiel: 18,4 Teile Benzidin werden wie üblich in salzsaurer Lösung mit 13,8 Teilen Na triumnitrit tetrazotiert und in Gegenwart von überschüssigem Natriumacetat mit einer lackmussauren, wässerigen Lösung von 34,5 Teilen Monoazofarbstoff 6-Chlor-2-amino- phenol-4-sulfonsäure <U>)</U> Resorcin versetzt.
Die. Kupplung kann man durch Zutropfen von verdünnter Sodalösung beschleunigen. Nachdem die Zwischenverbindung gebildet ist, vereinigt man mit einer neutralen wässe rigen Lösung von<B>17,5</B> Teilen 1-Phenyl-3- methyl-5-pyrazolon und tropft langsam einen Überschuss an Natriumbicarbonat- lösung zu. Sobald die Kupplung beendet ist, wird der Trisazofarbstoff abfiltriert und ge trocknet.
Additional patent to main patent No. 244602. Process for the production of a polyazo dye. The present patent relates to a process for the production of a polyazo dye. The procedure is characterized by
that 1 mole of tetrazotized benzidine on the one hand to 1 mole of the monoazo dye from diazotized 6-chloro-2-aminophenol-4-sulfonic acid and resorcinol and on the other hand with 1-phenyl-3-methyl-5-pyr- a.zolon couples.
The resulting new tris azo dye is a dark powder that dissolves in water with a brown color and in concentrated sulfuric acid with a red color. It dyes cellulose fibers in reddish brown tones which, when re-coppering, turn into a beautiful brown with very good fastness properties.
Example: 18.4 parts of benzidine are tetrazotized as usual in hydrochloric acid solution with 13.8 parts of sodium nitrite and in the presence of excess sodium acetate with an aqueous solution of 34.5 parts of monoazo 6-chloro-2-aminophenol-4 -sulfonic acid <U>) </U> resorcinol added.
The. Coupling can be accelerated by adding a dilute soda solution dropwise. After the intermediate compound has formed, it is combined with a neutral aqueous solution of 17.5 parts of 1-phenyl-3-methyl-5-pyrazolone and an excess of sodium bicarbonate solution is slowly added dropwise. As soon as the coupling has ended, the trisazo dye is filtered off and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH249551T | 1945-05-16 | ||
| CH244602T | 1945-05-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH249551A true CH249551A (en) | 1947-06-30 |
Family
ID=25728957
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH249551D CH249551A (en) | 1945-05-16 | 1945-05-16 | Process for the preparation of a polyazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH249551A (en) |
-
1945
- 1945-05-16 CH CH249551D patent/CH249551A/en unknown
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