CH252284A - Process for the preparation of a polyazo dye. - Google Patents
Process for the preparation of a polyazo dye.Info
- Publication number
- CH252284A CH252284A CH252284DA CH252284A CH 252284 A CH252284 A CH 252284A CH 252284D A CH252284D A CH 252284DA CH 252284 A CH252284 A CH 252284A
- Authority
- CH
- Switzerland
- Prior art keywords
- mole
- dye
- brown
- polyazo dye
- hand
- Prior art date
Links
- -1 polyazo Polymers 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 5
- 239000000975 dye Substances 0.000 claims description 11
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 8
- 230000008878 coupling Effects 0.000 claims description 3
- 238000010168 coupling process Methods 0.000 claims description 3
- 238000005859 coupling reaction Methods 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 229920003043 Cellulose fiber Polymers 0.000 claims description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 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
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000001632 sodium acetate Substances 0.000 description 2
- 235000017281 sodium acetate Nutrition 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 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. 246985. Verfahren zur Herstellung eines Polyazofarbstoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines Polyazo- farbstoffes. Das Verfahren ist dadurch ge kennzeichnet,
dass man die diazotierte Amino- azoverbindung 4 - Amino - diphenyl-4'-azo-2"- oxy-3"-chlor-benzol-carbonsäure in alkali schem Medium mit dem Disazofarbstoff ver einigt, der erhältlich ist durch Kuppeln von 1 Mol tetrazotierter 1-Oxy-2,
6-diamino-ben- zol-4-sulfonsäure einerseits mit 1 Mol 2-Oxy- naphthalin-6-sulfonsäure und anderseits mit 1 Mol Resorcin.
Der erhaltene neue Polyazofarbstoff bil det ein dunkles Pulver, welches sich in Was ser mit dunkelbrauner und in konzentrierter Schwefelsäure mit violetter Farbe löst. Er färbt Cellulosefasern in braunen Tönen, wel che beim Nachkupfern in ein Braun mit sehr guten Echtheitseigenschaften übergehen.
Beispiel: 20,4 Teile 1-Oxy-2,6-diamino-benzol-4-sul- fonsäure werden in salzsaurer Lösung mit 13,8 Teilen Natriumnitrit tetrazotiert, die überschüssige Mineralsäure mit Natriumace- tat abgestumpft und bei Gegenwart von übersehüssigem Natriumacetat mit einer neu tralen Lösung von 22,
4 Teilen 2-Oxy-naph- thalin-6-sulfonsäure zum Zwischenprodukt vereinigt. Nach mehreren Stunden wird wei tergekuppelt, indem man eine Lösung von 11 Teilen Resorcin, 40 Teilen Soda in 300 Teilen Wasser zum Zwischenprodukt zuflie ssen lässt. Nach einigen Stunden wird der Polyazofarbstoff mit Kochsalz gefällt, ab gesaugt und mit Sole resorcinfrei gewaschen.
Dann wird in sodaalkalischem Medium, mit dem Zwischenprodukt, dargestellt aus 18,4 Teilen tetrazotiertem Benzidin und 17,3 Tei len 2-Oxy-3-chlor-benzol-carbonsäure, verei nigt. Am andern Morgen ist die Kupplung beendet. Durch Zugabe von Kochsalz wird die Farbstoffällung vervollständigt. Man fil triert und trocknet.
Additional patent to main patent no. 246985. 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 the diazotized amino-azo compound 4-amino-diphenyl-4'-azo-2 "- oxy-3" -chlorobenzene-carboxylic acid is combined in an alkaline medium with the disazo dye, which can be obtained by coupling 1 mol of tetrazotized 1-oxy-2,
6-diamino-benzene-4-sulphonic acid on the one hand with 1 mol of 2-oxynaphthalene-6-sulphonic acid and on the other hand with 1 mol of resorcinol.
The new polyazo dye obtained forms a dark powder which dissolves in water with a dark brown color and in concentrated sulfuric acid with a purple color. It dyes cellulose fibers in brown shades which, when re-coppered, turn into a brown with very good fastness properties.
Example: 20.4 parts of 1-oxy-2,6-diamino-benzene-4-sulphonic acid are tetrazotized in hydrochloric acid solution with 13.8 parts of sodium nitrite, the excess mineral acid is truncated with sodium acetate and, in the presence of excess sodium acetate, with it a neutral solution of 22,
4 parts of 2-oxy-naphthalene-6-sulfonic acid combined to form the intermediate. After several hours, the coupling is continued by allowing a solution of 11 parts of resorcinol, 40 parts of soda in 300 parts of water to flow into the intermediate product. After a few hours, the polyazo dye is precipitated with sodium chloride, filtered off with suction and washed free of resorcinol with brine.
Then in a soda-alkaline medium, combined with the intermediate, prepared from 18.4 parts of tetrazotized benzidine and 17.3 parts of 2-oxy-3-chlorobenzene-carboxylic acid. The next morning the clutch is over. The dye precipitation is completed by adding common salt. It is filtered and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH246985T | 1945-11-09 | ||
| CH252284T | 1945-11-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH252284A true CH252284A (en) | 1947-12-15 |
Family
ID=25729158
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH252284D CH252284A (en) | 1945-11-09 | 1945-11-09 | Process for the preparation of a polyazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH252284A (en) |
-
1945
- 1945-11-09 CH CH252284D patent/CH252284A/en unknown
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