CH259321A - Process for the production of a copper-containing azo dye. - Google Patents
Process for the production of a copper-containing azo dye.Info
- Publication number
- CH259321A CH259321A CH259321DA CH259321A CH 259321 A CH259321 A CH 259321A CH 259321D A CH259321D A CH 259321DA CH 259321 A CH259321 A CH 259321A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- azo dye
- containing azo
- parts
- production
- Prior art date
Links
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims description 8
- 229910052802 copper Inorganic materials 0.000 title claims description 8
- 239000010949 copper Substances 0.000 title claims description 8
- 239000000987 azo dye Substances 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title description 3
- 239000000975 dye Substances 0.000 claims description 6
- JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical compound C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- 235000011888 snacks Nutrition 0.000 claims 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 150000004699 copper complex Chemical class 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- DVFTXJRRXYVZMY-UHFFFAOYSA-N dinaphtazin Chemical compound C1=CC=CC2=CC3=NC4=CC5=CC=CC=C5C=C4N=C3C=C21 DVFTXJRRXYVZMY-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellung eines kupferhaltigen Azofarbstoffes. Das vorliegende Patent betrifft ein Ver fahren zur Herstellung eines neuen kupfer haltigen Azofarbstoffes und ist dadurch ge kennzeichnet, da.B man 1 Mol tütrazotiertes Dianisidin mit 1 Mol 1-Oxyna,phthalin-3,6,8- trisulfonsäure und 1 Mol 5,5'-Dioxy-7,7'-di- sulfo-1,1',2',
2-din.aphthazin kuppelt und den erhaltenen Farbstoff mit einem kupferabge- benden Mittel behandelt.
Im Beispiel bedeuten die Teile Gewichts teile.
<I>Beispiel:</I> 24.4 Teile Dianisidin werden wie üblich tetrazotiert und unter Eiskühlung mit 38,4 Teilen 1-Oxynaphthalin-3,6,8-tris.ulfonsäure in Gegenwart von Soda vereinigt. Nach er folgter Bildung der Zwischenverbindung wird eine alkalische Lösung des NTatriumsal- zes von 47,2 Teilen 5,5'-Dioxy-7,7'-disulfo- l,l',2',2-,dinaphthazin zugefügt. Zur Beförde rung der Kupplung kann man 5 bis 10 Vo lumenprozent Pyridinbasengemisch zusetzen. Nach beendeter Kupplung isoliert man den Farbstoff.
Er löst sich in Wasser mit grün stichig blauer und in konzentrierter Schwe felsäure mit blaugrüner Farbe.
Zur Überführung in den Kupferkomplex werden 123,2 Teile Farbstoff in 2000 Teilen Wasser und 20 Teilen Soda gelöst. Bei 80 bis 30 werden unter Rühren allmählich 500 Teile einer Kupferoxy dammoniaklösung, ent haltend 50 Teile krist. Kupfersulfat und 85 Teile konzentrierte wässerige Ammoniak lös:ung, zugefügt. Dann wird zum Kochen getrieben und unter Rückfluss 2,0 Stunden gekocht. Der entstandene Kupferkomplex wird abgeschieden., filtriert und getrocknet.
Er färbt Baumwolle und regenerierte Zel lulose in lebhaften, grünstichig blauen Tönen von guter Licht- und Waschechtheit.
Process for the production of a copper-containing azo dye. The present patent relates to a process for the production of a new copper-containing azo dye and is characterized in that 1 mol of tütrazotierter dianisidine with 1 mol of 1-oxyna, phthalene-3,6,8-trisulfonic acid and 1 mol of 5.5 '-Dioxy-7,7'-disulfo-1,1', 2 ',
2-din.aphthazine couples and the dye obtained is treated with a copper-releasing agent.
In the example, the parts mean parts by weight.
<I> Example: </I> 24.4 parts of dianisidine are tetrazotized as usual and combined with 38.4 parts of 1-oxynaphthalene-3,6,8-trisulfonic acid in the presence of soda, while cooling with ice. After the intermediate compound has formed, an alkaline solution of the N sodium salt of 47.2 parts of 5,5'-dioxy-7,7'-disulfol, 1 ', 2', 2-, dinaphthazine is added. To promote the coupling, 5 to 10 volume percent pyridine base mixture can be added. After the coupling has ended, the dye is isolated.
It dissolves in water with a green tinge of blue and in concentrated sulfuric acid with a blue-green color.
To convert into the copper complex, 123.2 parts of dye are dissolved in 2000 parts of water and 20 parts of soda. At 80 to 30, 500 parts of a copper oxy-ammonia solution, containing 50 parts of crystal, are gradually added with stirring. Copper sulfate and 85 parts of concentrated aqueous ammonia solution are added. It is then brought to the boil and refluxed for 2.0 hours. The resulting copper complex is deposited, filtered and dried.
It dyes cotton and regenerated cellulose in lively, greenish blue shades of good lightfastness and washfastness.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH259321T | 1946-12-13 | ||
| CH253479T | 1952-07-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH259321A true CH259321A (en) | 1949-01-15 |
Family
ID=25729755
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH259321D CH259321A (en) | 1946-12-13 | 1946-12-13 | Process for the production of a copper-containing azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH259321A (en) |
-
1946
- 1946-12-13 CH CH259321D patent/CH259321A/en unknown
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