CH227352A - Process for the preparation of a trisazo dye. - Google Patents
Process for the preparation of a trisazo dye.Info
- Publication number
- CH227352A CH227352A CH227352DA CH227352A CH 227352 A CH227352 A CH 227352A CH 227352D A CH227352D A CH 227352DA CH 227352 A CH227352 A CH 227352A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- mol
- amino
- parts
- diazotized
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- BQDAFHDHPLPCLC-UHFFFAOYSA-N 2-methoxy-4-phenyldiazenylaniline Chemical compound C1=C(N)C(OC)=CC(N=NC=2C=CC=CC=2)=C1 BQDAFHDHPLPCLC-UHFFFAOYSA-N 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 240000007817 Olea europaea Species 0.000 claims description 2
- -1 aminoazo Chemical group 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 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 description 1
- 239000000203 mixture Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/16—Trisazo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Trisazofarbstoffes. Es wurde gefunden, dass man einen neuen Azofarbstoff erhält, wenn man die Diazover- bindung des Aminoazofarbstoffes, der selbst erhältlich ist durch Vereinigen in alkalischem Medium, von 1 Mol dianotiertem 4-Amino-3- methoxy-azobenzol mit 1 Mol 2-Amino-8-oxy- naphthalin-6-sulfonsäure mit 1 Mol 1,3-Di- oxybenzol vereinigt.
Der neue Farbstoff stellt getrocknet ein dunkles, bronzierendes Pulver dar, das sich in Wasser mit blaustichig roter, in konzen trierter Schwefelsäure mit blaustichig gräner Farbe löst. Der Farbstoff färbt Baumwolle in braunvioletten Tönen, die durch Entwik- keln mit dianotiertem p-Nitranilin ein olives Braun von guter Waschechtheit und ausge zeichneter neutraler und alkalischer Ätzbar- keit ergeben.
<I>Beispiel:</I> 22,7 Teile des Monoazofarbstoffes 4 Amino-3-methoxyazobenzol werden mit 100 Teilen heissem Wasser und 30 Teilen konz. Salzsäure zu einer Paste verrieben, mit 400 Teilen Eis und Wasser vermischt, so dass die Temperatur 8 beträgt. Dann wird eine Lö sung von 7 Teilen Natriumnitrit innert einer Viertelstunde zugegeben. Die Temperatur be trägt 10 bis 12 .
Wenn die Dianotierung beendet ist, wird von einem allfälligen unlös lichen Rückstand abfiltriert und die klare Diazolösung mit einer Lösung vereinigt, die in 300 Teilen Wasser 35 Teile Natrium- carbonat und 23,9 Teile 2-Amino-8-ogynaph- thalin-6-sulfonsäure enthält.
Wenn die Kupp lung beendet ist, wird der Disazofarbstoff abfiltriert. Sein Natriumsalz wird mit Was ser wieder gut verrührt, mit einer Lösung von 7 Teilen Natriumnitrit vermischt und bei 10 30 Teile konz. Salzsäure eingestürzt. Nach etwa 2 Stunden wird die fertige Diazo- verbindung mit einer Lösung vereinigt, die in 100 Teilen Wasser 11,0 Teile 1,3-Dioxyben- zol und 30 Teile Natriumcarbonat enthält.
Nach zweistündigem Rühren wird auf 70 erwärmt und der Farbstoff ohne weiteres ab filtriert.
Process for the preparation of a trisazo dye. It has been found that a new azo dye is obtained when the diazo compound of the aminoazo dye, which is itself obtainable by combining in an alkaline medium, 1 mol of dianotated 4-amino-3-methoxy-azobenzene with 1 mol of 2-amino 8-oxynaphthalene-6-sulfonic acid combined with 1 mole of 1,3-dioxybenzene.
When dried, the new dye is a dark, bronzing powder that dissolves in water with a bluish red color, in concentrated sulfuric acid with a bluish green color. The dye dyes cotton in brown-violet shades which, when developed with dianotized p-nitroaniline, produce an olive brown of good washfastness and excellent neutral and alkaline etchability.
<I> Example: </I> 22.7 parts of the monoazo dye 4 amino-3-methoxyazobenzene are mixed with 100 parts of hot water and 30 parts of conc. Hydrochloric acid triturated to a paste, mixed with 400 parts of ice and water so that the temperature is 8. Then a solution of 7 parts of sodium nitrite is added within a quarter of an hour. The temperature is 10 to 12.
When the dianotation is complete, any insoluble residue is filtered off and the clear diazo solution is combined with a solution which contains 35 parts of sodium carbonate and 23.9 parts of 2-amino-8-ogynaphthalin-6- in 300 parts of water. contains sulfonic acid.
When the coupling has ended, the disazo dye is filtered off. Its sodium salt is again stirred well with what water, mixed with a solution of 7 parts of sodium nitrite and concentrated at 10 30 parts. Hydrochloric acid collapsed. After about 2 hours, the finished diazo compound is combined with a solution which, in 100 parts of water, contains 11.0 parts of 1,3-dioxybenzene and 30 parts of sodium carbonate.
After two hours of stirring, the mixture is warmed to 70 and the dye is readily filtered off.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH227352T | 1943-06-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH227352A true CH227352A (en) | 1943-06-15 |
Family
ID=4455011
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH227352D CH227352A (en) | 1943-06-15 | 1942-02-27 | Process for the preparation of a trisazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH227352A (en) |
-
1942
- 1942-02-27 CH CH227352D patent/CH227352A/en unknown
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