CH143577A - Process for the preparation of a polyazo dye. - Google Patents
Process for the preparation of a polyazo dye.Info
- Publication number
- CH143577A CH143577A CH143577DA CH143577A CH 143577 A CH143577 A CH 143577A CH 143577D A CH143577D A CH 143577DA CH 143577 A CH143577 A CH 143577A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- dye
- cyanuric chloride
- preparation
- sulfonic acid
- Prior art date
Links
- -1 polyazo Polymers 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 4
- 239000000975 dye Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 239000007859 condensation product Substances 0.000 claims description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 2
- 239000000982 direct dye Substances 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 239000010446 mirabilite Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 claims description 2
- 235000013311 vegetables Nutrition 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Darstellung eines Polyazofarbstoffes. Es wurde gefunden, dass man einen wert vollen grünen Direktfarbstoff erhält, wenn man die dianotierte Aminoazoverbindunllz aus dianotierter Dehydrothiotoluidinsulfo- säure und 1-Amino-2-naphtoläthyläther-6- ,.;ulfosä.ure mit dem Kondensationsprodukt aus molaren Mengen Cyanurchlorid, I-Amino- 8-oxynaphtalin-6-sulfosäure, 4-Amino-l-me- 1:
hylbenzol-2-azo-1'- (2"-earboxy-5"-sulfophe- nyl)-3'-methyl-5'-pyrazolon kuppelt, in dem das dritte Chloratom des Cyanurehlorids durch die Hydroxylgruppe ersetzt ist.
Beispiel: Die in üblicher Weise aus 504 Gewichts teilen der Aminoazoverbindung aus diano tierter Dehvdrothiotoluidinsulfosäure und 1- Amino-?-naphtoläthyläther-6-sulfosäure her gestellte, abgesehiedene und mit Eiswasser verrührte Diazoverbindung fliesst bei 5 bis <B>10'</B> zu einer gut gerührten und zweck mässig mit Pyridin versetzten Lösung von 842 Gewichtsteilen des Kondensationsproduk tes aus molaren Mengen Cyanurchlorid,
1 Amino-8-oxynaphtalin-6-sulf osäure, 4-Amino 1-methylbenzol-2-azo-1'-(2"-carboxy-5"-sulfo- phenyl) - 3'- methyl - 5'- pyrazolon von der Formel
EMI0001.0034
in welchem das dritte Chloratom des Cyanur- chlorids durch die Hydroxylgruppe ersetzt ist. Die Kupplung zum Farbstoff setzt so- t'ort unter Tiefgrünfärbung der Lösung ein und ist bald beendigt.
Der Farbstoff stellt in getrocknetem Zu stand ein dunkles, bronceglänzendes Pulver dar. Er löst sieh mit grüner Farbe in Wasser und zieht aus dem Glaubersalz-Sodabad in gelbstichig grünen Tönen von grosser Rein- heit auf die pflanzliche Faser. Die Fär bungen besitzen eine sehr gute Lichtechtheit.
Process for the preparation of a polyazo dye. It has been found that a valuable green direct dye is obtained if the dianotated aminoazo compound from dianotated dehydrothiotoluidinesulfonic acid and 1-amino-2-naphtholethyl ether-6-,.; Ulfonic acid with the condensation product of molar amounts of cyanuric chloride, I- Amino-8-oxynaphthalene-6-sulfonic acid, 4-amino-1-me-1:
hylbenzol-2-azo-1'- (2 "-earboxy-5" -sulfophenyl) -3'-methyl-5'-pyrazolone, in which the third chlorine atom of the cyanuric chloride has been replaced by the hydroxyl group.
Example: The diazo compound prepared in the usual way from 504 parts by weight of the aminoazo compound from diano-tated dehydrothiotoluidinsulfonic acid and 1-amino -? - naphtholethyl ether-6-sulfonic acid, separated off and stirred with ice water flows at 5 to 10 ' to a well-stirred solution of 842 parts by weight of the condensation product from molar amounts of cyanuric chloride, suitably mixed with pyridine,
1 Amino-8-oxynaphthalene-6-sulfonic acid, 4-amino 1-methylbenzene-2-azo-1 '- (2 "-carboxy-5" -sulfophenyl) - 3'-methyl - 5'-pyrazolone by the formula
EMI0001.0034
in which the third chlorine atom of the cyanuric chloride has been replaced by the hydroxyl group. The coupling to the dye starts immediately with a deep green coloration of the solution and is soon over.
When dry, the dye is a dark, bronze-shining powder. It dissolves in water with a green color and draws from the Glauber's salt soda bath in yellowish green tones of great purity on the vegetable fiber. The dyeings have very good lightfastness.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE143577X | 1927-11-22 | ||
| CH140415T | 1928-11-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH143577A true CH143577A (en) | 1930-11-15 |
Family
ID=25713527
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH143577D CH143577A (en) | 1927-11-22 | 1928-11-14 | Process for the preparation of a polyazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH143577A (en) |
-
1928
- 1928-11-14 CH CH143577D patent/CH143577A/en unknown
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