CH313106A - Process for the preparation of a copper-containing polyazo dye of the stilbene series - Google Patents
Process for the preparation of a copper-containing polyazo dye of the stilbene seriesInfo
- Publication number
- CH313106A CH313106A CH313106DA CH313106A CH 313106 A CH313106 A CH 313106A CH 313106D A CH313106D A CH 313106DA CH 313106 A CH313106 A CH 313106A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- polyazo dye
- preparation
- brown
- stilbene series
- Prior art date
Links
- -1 polyazo Polymers 0.000 title claims description 10
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims description 7
- 229910052802 copper Inorganic materials 0.000 title claims description 7
- 239000010949 copper Substances 0.000 title claims description 7
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 150000008049 diazo compounds Chemical class 0.000 claims description 4
- LTASFWDWBYFZQQ-UHFFFAOYSA-N 2-amino-5-nitrobenzenesulfonic acid Chemical compound NC1=CC=C([N+]([O-])=O)C=C1S(O)(=O)=O LTASFWDWBYFZQQ-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 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
- 239000000203 mixture Substances 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims 3
- 239000010985 leather Substances 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 235000021286 stilbenes Nutrition 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
- C09B45/24—Disazo or polyazo compounds
- C09B45/28—Disazo or polyazo compounds containing copper
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 312189 Verfahren zur Herstellung eines kupferhaltigen Polyazofarbatoffes der Stilbenreihe Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines kupfer haltigen Polyazofarbstoffes der Stilbenreihe, welches darin besteht, dass man 1 Mol der Aminodisazoverbindung der Zusammenset zung
EMI0001.0011
diazotiert,
den Diazokörper mit 1 Mol der Kupferkomplexverbindung von 2,2',4'-Trioxy- 1,1'-azoben7ol-5-sulfonsäure vereinigt und auf das so erhaltene Kupplungsprodukt die Diazo- verbindung aus 1 Mol 1-Amino-4-nitrobenzol- 2-sulfonsäure einwirken lässt.
Der neue, kupferhaltige Polyazofarbstoff der Stilbenreihe ist ein braunschwarzes Pul ver, welches sich in Wasser mit rotbrauner Farbe löst und Chromvelourleder in lebhaften braunen Tönen färbt.
Im nachfolgenden Beispiel bedeuten die Teile Gewichtsteile, und die Prozente sind in Gewichtsprozenten angegeben.
<I>Beispiel</I> 64,3 Teile der Aminodisazoverbindung der Zusammensetzung
EMI0001.0028
werden in Form des Natriumsalzes in 1000 Teilen Wasser gelöst und durch Zugabe einer Lösung von 7 Teilen Natriumuitrit in 20 Tei len Wasser und 30 Teilen 30 /aiger Salzsäure bei 10 diazotiert. Die Lösung der Diazover- bindung lässt man in eine eisgekühlte Lösung von 37,2 Teilen der Kupferkomplexverbin- dung aus 2,2',4'-Trioxy-1,
7.'-azobenzol-5-sulfon- säure und 40 Teilen Natriumcarbonat in 400 Teilen Wasser fliessen. Hierauf werden der Kumphtngslösung weitere 40 Teile Natrium- carbonat zugegeben. Dann gibt man ihr die Lösung der Diazoverbindung aus 21,8 Teilen 1-Amino-4-nitrobenzol-2-sulfonsäure zu. Nach beendigter Kupplung wird der erhaltene kup ferhaltige Polyazofarbstoff mittels Natrium chlorids abgeschieden, von der Lösung abfil- triert und getrocknet.
Er ist ein braunschwar zes Pulver, welches sich in Wasser mit rotbrau ner Farbe löst und Chromvelourleder in leb haften braunen Tönen färbt.
<B> Additional patent </B> to the main patent No. 312189 Process for the production of a copper-containing polyazo carbate of the stilbene series The subject of the present patent is a process for the production of a copper-containing polyazo dye of the stilbene series, which consists in adding 1 mol of the aminodisazo compound of the composition
EMI0001.0011
diazotized,
the diazo body combined with 1 mole of the copper complex compound of 2,2 ', 4'-trioxy-1,1'-azoben7ol-5-sulfonic acid and on the coupling product thus obtained the diazo compound of 1 mole 1-amino-4-nitrobenzene 2-sulfonic acid can act.
The new, copper-containing polyazo dye from the stilbene range is a brown-black powder that dissolves in water with a red-brown color and colors chrome suede in lively brown tones.
In the example below, parts are parts by weight and percentages are percentages by weight.
<I> Example </I> 64.3 parts of the aminodisazo compound of the composition
EMI0001.0028
are dissolved in 1000 parts of water in the form of the sodium salt and diazotized at 10 by adding a solution of 7 parts of sodium peritrite in 20 parts of water and 30 parts of 30% hydrochloric acid. The solution of the diazo compound is left in an ice-cold solution of 37.2 parts of the copper complex compound of 2,2 ', 4'-trioxy-1,
7'-azobenzene-5-sulfonic acid and 40 parts of sodium carbonate flow in 400 parts of water. A further 40 parts of sodium carbonate are then added to the cumulative solution. The solution of the diazo compound from 21.8 parts of 1-amino-4-nitrobenzene-2-sulfonic acid is then added to it. When the coupling is complete, the copper-containing polyazo dye obtained is precipitated using sodium chloride, filtered off from the solution and dried.
It is a brown-black powder which dissolves in water with a red-brown color and colors chrome suede in lively brown tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH313106T | 1952-12-24 | ||
| CH312189T | 1952-12-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH313106A true CH313106A (en) | 1956-03-15 |
Family
ID=25735885
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH313106D CH313106A (en) | 1952-12-24 | 1952-12-24 | Process for the preparation of a copper-containing polyazo dye of the stilbene series |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH313106A (en) |
-
1952
- 1952-12-24 CH CH313106D patent/CH313106A/en unknown
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