DE162069C - - Google Patents
Info
- Publication number
- DE162069C DE162069C DENDAT162069D DE162069DA DE162069C DE 162069 C DE162069 C DE 162069C DE NDAT162069 D DENDAT162069 D DE NDAT162069D DE 162069D A DE162069D A DE 162069DA DE 162069 C DE162069 C DE 162069C
- Authority
- DE
- Germany
- Prior art keywords
- amidonaphthol
- acid
- sulfonic acid
- blue
- amidophenol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000000975 dye Substances 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 7
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- 238000004040 coloring Methods 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 1
- 238000000034 method Methods 0.000 claims 1
- 240000000358 Viola adunca Species 0.000 description 5
- 235000005811 Viola adunca Nutrition 0.000 description 5
- 235000013487 Viola odorata Nutrition 0.000 description 5
- 235000002254 Viola papilionacea Nutrition 0.000 description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 210000002268 Wool Anatomy 0.000 description 2
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- 229910052804 chromium Inorganic materials 0.000 description 2
- 239000011651 chromium Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000000987 azo dye Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 239000002223 garnet Substances 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N p-acetaminophenol Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/16—Monoazo compounds containing chromium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Im Patent 149106 und seinen Zusätzen ist eine Reihe wertvoller, durch Chromierung fixierbarer und auf Chromsud färbender Azofarbstoffe beschrieben, welche sich von der Sulfosäure des p-Acetamido-o-amidophenols ableiten. Es hat sich nun gezeigt, daß sich die wertvollen Eigenschaften dieser Gruppe, . besonders ihre hervorragende Egalisierungsfähigkeit und Echtheit, in noch höherem Maße bei den Azoderivaten des unsulfierten p-Acetamido-o-amidophenols vorfinden. Die neuen Farbstoffe" unterscheiden sich von anderen nicht sulfierten parasubstituierten Azoderivaten des o-Amidophenols, insbesondere den aus o-Amido-p-kresol erhältlichen Farbstoffen durch ihre grünlichere Nuance, sowie namentlich durch wesentlich bessere Löslichkeit und ein hervorragendes Egalisierungsvermögen sowie durch ihre Lichtechtheit.In patent 149106 and its additions is a number of valuable azo dyes that can be fixed by chromium plating and coloring on chromium sludge described, which differs from the sulfonic acid of p-acetamido-o-amidophenol derive. It has now been shown that the valuable properties of this group, . especially their excellent leveling ability and authenticity, even higher Find dimensions in the azo derivatives of unsulfated p-acetamido-o-amidophenol. the new dyes "differ from other non-sulfated parasubstituted azo derivatives of o-amidophenol, in particular the dyes obtainable from o-amido-p-cresol due to their greener shade, and especially due to their significantly better solubility and an excellent leveling ability as well as their lightfastness.
Das p-Acetamido-o-amidophenol erhält man in glatter Weise durch Nitrierung und Reduktion des p-Acetamidophenols. Es bildet farblose, bei 2490C. schmelzende Blättchen; mit salpetriger Säure behandelt, geht es in eine leicht lösliche, gelb gefärbte Diazoverbindung über, die mit den Sulfosäuren der Amidonaphtole und Dioxynaphtaline kornbiniert, wertvolle Farbstoffe liefert.The p-acetamido-o-amidophenol is obtained in a smooth manner by nitration and reduction of the p-acetamidophenol. It forms colorless leaflets which melt at 249 ° C.; Treated with nitrous acid, it turns into a readily soluble, yellow colored diazo compound which, combined with the sulfonic acids of the amidonaphthols and dioxynaphthalenes, provides valuable dyes.
16,6 kg p-Acetamido-o-amidophenol werden unter Zusatz von 11 kg Soda in 500 1 Wasser gelöst. Man kühlt auf o° und gibt 46 kg Salzsäure 20 ° Be. und 7,2 kg Nitrit hinzu. Die Lösung der Diazoverbindung läßt man in die mit Eis gekühlte Lösung von 24 kg ι · 8- Amidonaphtol -4- sulfosäure und 35 kg Soda einlaufen. Nach etwa 12 Stunden ist die Farbstoffbildung beendet. Man fällt den Farbstoff mit Kochsalz, filtriert und trocknet. Er färbt Wolle in saurem Bade blauviolett; durch Nachbehandeln mit Bichromat geht die Färbung in ein echtes schwarzblau über.16.6 kg of p-acetamido-o-amidophenol are mixed in 500 liters with the addition of 11 kg of soda Dissolved in water. It is cooled to 0 ° and 46 kg of hydrochloric acid 20 ° Be. and 7.2 kg of nitrite added. The solution of the diazo compound is added to the ice-cooled solution of 24 kg of ι · 8-amidonaphthol -4- sulfonic acid and run in 35 kg of soda. The formation of the dye has ended after about 12 hours. The dye is precipitated with sodium chloride, filtered and dried. He dyes wool in acid Bath blue-violet; after treatment with bichromate the color turns into a real one black blue over.
In analoger Weise werden folgende Farbstoffe erhalten:The following dyes are obtained in an analogous manner:
Claims (1)
Verfahren zur Darstellung von beizenfärbenden Monoazofarbstoffen, darin bestehend, daß die Diazoverbindung des p-Acetamido -o- amidophenols kombiniert wird mit Sulfoderivaten der Amidonaphtole oder Dioxynaphtaline, insbesondere ι · 8-Amidonaphtol-4-sulfosäure,Patent claim:
Process for the preparation of stain-coloring monoazo dyes, consisting in that the diazo compound of p-acetamido-o-amidophenol is combined with sulfoderivatives of amidonaphthols or dioxynaphthalenes, in particular ι · 8-amidonaphthol-4-sulfonic acid,
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE162069C true DE162069C (en) |
Family
ID=427891
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT162069D Active DE162069C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE162069C (en) |
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0
- DE DENDAT162069D patent/DE162069C/de active Active
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