CH193531A - Process for the preparation of a water-soluble polyazo dye. - Google Patents
Process for the preparation of a water-soluble polyazo dye.Info
- Publication number
- CH193531A CH193531A CH193531DA CH193531A CH 193531 A CH193531 A CH 193531A CH 193531D A CH193531D A CH 193531DA CH 193531 A CH193531 A CH 193531A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- dye
- preparation
- soluble
- tetrazotized
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- -1 polyazo Polymers 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 7
- NUIURNJTPRWVAP-UHFFFAOYSA-N 3,3'-Dimethylbenzidine Chemical compound C1=C(N)C(C)=CC(C=2C=C(C)C(N)=CC=2)=C1 NUIURNJTPRWVAP-UHFFFAOYSA-N 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 3
- CIGOSQYPNPOSAD-UHFFFAOYSA-N 5-diazo-6-methylcyclohexa-1,3-diene Chemical compound CC1C=CC=CC1=[N+]=[N-] CIGOSQYPNPOSAD-UHFFFAOYSA-N 0.000 claims description 3
- 239000012670 alkaline solution Substances 0.000 claims description 3
- 239000013067 intermediate product Substances 0.000 claims description 3
- 229940018564 m-phenylenediamine Drugs 0.000 claims description 3
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000010985 leather Substances 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- WDCYWAQPCXBPJA-UHFFFAOYSA-N 1,3-dinitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC([N+]([O-])=O)=C1 WDCYWAQPCXBPJA-UHFFFAOYSA-N 0.000 description 1
- ODEUZCDONYETMV-UHFFFAOYSA-N 2-chloro-3,5-dinitrobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1Cl ODEUZCDONYETMV-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Darstellung eines wasserlöslichen Polyazofarbstoffes. Gegenstand des vorliegenden Zusatzpaten tes ist ein Verfahren ,zur Darstellung eines wasserlöslichen Polyazofarbstaffes, welches darin besteht, dass man den durch Kuppeln von 1 Mol tetrazotiertem o-Tolidin in mine ralsaurer Lösung mit 1 Mol 1,8-Aminonaph- thol-3;
6-disulfonsäure, Kombination des ge bildeten Zwischenproduktes in alkalischer Lösung mit o-Diazotoluol und m-Phenylen- diamin erhältlichen Triaminoazofarbstoff mit 1 Mol 1-Chlor-2,,4-dinitrobenzol-6-sulfonsäure kondensiert.
<I>Beispiel:</I> 82,3 Gewichtsteile des Triaminoazofarb- stoffes, .den man nach den Angaben der deutschen Patentschrift 153557 in der Weise herstellt, dass man o-Tolidin tetrazotiert, zu nächst in saurer Lösung mit 1,8-Aminonaph- thol-3,6-disulfonsäure kuppelt, das erhaltene Zwischenprodukt mit o-Diazotoluol in soda- alkalischer Lösung kombiniert und den er haltenen zweiten Zwischenkörper mit m- Phenylendiamin kuppelt,
werden in 1000 Gewichtsteilen 'Wassergelöst. Zu dieser Lö sung werden eine Lösung von 28,2 Gewichts teilen 1-Chlor-2,4,dinitrobenzol-,6-sulfonsäure in 400 Gewichtsteilen Wasser und 15 Ge wichtsteile Natriumacetat hinzugefügt, das Gemisch wird 8 Stunden lang im Autoklaven auf 140 bis 150 'erhitzt. Nach dem Erkalten wird ausgesalzen, wobei der Farbstoff aus fällt. Er wird abfiltriert und getrocknet.
Der so erhaltene Farbstoff stellt ein schwarzes Pulver :dar, .das in Wasser löslich ist und Leder in schwarzen Tönen von guten Echtheitseigenschaften, insbesondere von guter Säureechtheit, färbt.
Process for the preparation of a water-soluble polyazo dye. The subject of the present additional patent is a process for the preparation of a water-soluble polyazo dye, which consists in that the o-tolidine which is tetrazotized by coupling 1 mol of tetrazotized o-tolidine in mineral acid solution with 1 mol of 1,8-aminonaphthol-3;
6-disulfonic acid, combination of the intermediate product formed in alkaline solution with o-diazotoluene and m-phenylenediamine available triaminoazo dye with 1 mole of 1-chloro-2, 4-dinitrobenzene-6-sulfonic acid condensed.
<I> Example: </I> 82.3 parts by weight of the triaminoazo dye, which is produced according to the information in German patent specification 153557 in such a way that o-tolidine is tetrazotized, initially in acidic solution with 1.8- Aminonaphthol-3,6-disulfonic acid couples, the intermediate product obtained is combined with o-diazotoluene in a soda-alkaline solution and the second intermediate body obtained is coupled with m-phenylenediamine,
are dissolved in 1000 parts by weight of water. To this solution a solution of 28.2 parts by weight of 1-chloro-2,4, dinitrobenzene, 6-sulfonic acid in 400 parts by weight of water and 15 parts by weight of sodium acetate are added, the mixture is for 8 hours in the autoclave to 140 to 150 'heated. After cooling, it is salted out, whereby the dye falls out. It is filtered off and dried.
The dye thus obtained is a black powder: is soluble in water and dyes leather in black shades of good fastness properties, in particular good acid fastness.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE193531X | 1935-01-17 | ||
| CH188886T | 1936-01-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH193531A true CH193531A (en) | 1937-10-15 |
Family
ID=25721693
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH193531D CH193531A (en) | 1935-01-17 | 1936-01-16 | Process for the preparation of a water-soluble polyazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH193531A (en) |
-
1936
- 1936-01-16 CH CH193531D patent/CH193531A/en unknown
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