CH294231A - Process for the preparation of a copper-containing disazo dye. - Google Patents
Process for the preparation of a copper-containing disazo dye.Info
- Publication number
- CH294231A CH294231A CH294231DA CH294231A CH 294231 A CH294231 A CH 294231A CH 294231D A CH294231D A CH 294231DA CH 294231 A CH294231 A CH 294231A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- disazo dye
- preparation
- mol
- parts
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 9
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims description 5
- 229910052802 copper Inorganic materials 0.000 title claims description 5
- 239000010949 copper Substances 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 3
- 239000000975 dye Substances 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 229920003043 Cellulose fiber Polymers 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- ORFSSYGWXNGVFB-UHFFFAOYSA-N sodium 4-amino-6-[[4-[4-[(8-amino-1-hydroxy-5,7-disulfonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-5-hydroxynaphthalene-1,3-disulfonic acid Chemical compound COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N=NC3=C(C4=C(C=C3)C(=CC(=C4N)S(=O)(=O)O)S(=O)(=O)O)O)OC)N=NC5=C(C6=C(C=C5)C(=CC(=C6N)S(=O)(=O)O)S(=O)(=O)O)O.[Na+] ORFSSYGWXNGVFB-UHFFFAOYSA-N 0.000 claims description 3
- 239000004305 biphenyl Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- 150000004699 copper complex Chemical class 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 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 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-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
- 238000006243 chemical reaction Methods 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
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Herstellung eines kupferhaltigen Disazofarbstoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines kupferhal tigen Disazofarbstoffes. Das Verfahren ist dadurch gekennzeichnet, dass man 1 Mol tetrazotiertes 4,4'-Dianiino-3,3'-dimethoxy-di- phenyl in beliebiger Reihenfolge nacheinander mit l Mol 1-Oxy-naphthalin-3,
8-disulfonsäure und 1 11o1 2-(4'-Carbonietlioxya.niino-phenyl- amino)-5-oxy-na.phthalin-7-sulfonsä.ure kuppelt. und den erhaltenen Disazofarbstoff mit kup ferabgebenden Mitteln behandelt.
Der erhaltene neue Farbstoff stellt ein dunkles Pulver dar, das sich in Wasser mit Matter Farbe löst. und Cellulosefasern in rei nen blauen Tönen färbt.
Beispiel: 24,4 Teile o-Dianisidin werden in üblicher Weise tetrazotiert und unter Eiskühlung mit 32 Teilen 1-Oxy-naphthalin-3,8-disulfonsäure in sodaalkalischer Lösung gekuppelt. Zu der Zwischenverbindung wird hierauf eine ammoniakalische Lösung von 38,8 Teilen 2 -(4' - Carbomethoxyamino - phenylamino) - 5 - oxy-naphthalin-7-sulfonsätire zulaufen gelas sen und verrührt, bis die Kupplung beendet ist.
Der gebildete Disazofarbstoff wird durch Ausfällen mit Kochsalz isoliert.
Der Disazofarbstoff wird in 2500 Teilen Wasser bei 80-85 gelöst und bei dieser Temperatur 400 Teile einer Kixpferoxy da.mmö- niaklösung, die 50 Teile krist. Kupfersulfat und 120 Teile konz. wässerigen Ammoniak enthält, zugefügt. Es wird 4--5 Stunden auf 80-85 erhitzt, und nach Zufügen von wei teren 50 Teilen einer konz. Ammoniaklösung 15-20 Stunden auf 90-9.5 erhitzt.
Der ge bildete Kupferkomplex wird mit Kochsalz ausgefällt, filtriert und getrocknet. Er stellt. ein dunkles Pulver dar, das sieh in Wasser mit blauer Farbe löst und Cellulosefasern in reinen blauen Tönen färbt, die sich durch sehr gute Wasser- und Lichtechtheit und insbeson dere durch sehr gute Echtheiten in der Knit- terfestappretur auszeichnen.
Die Überführung des Disazofarbstoffes in den Kupferkomplex kann aueh in Gegenwart von organischen Basen, wie z. B. Pyridin, Di- äthylamin, Triäthylamin, Glykokoll, vorge nommen werden.
Process for the preparation of a copper-containing disazo dye. The present patent is a process for the preparation of a kupferhal term disazo dye. The process is characterized in that 1 mole of tetrazotized 4,4'-dianiino-3,3'-dimethoxy-diphenyl is mixed in any order with 1 mole of 1-oxynaphthalene-3,
8-disulfonic acid and 11101 2- (4'-carbonietlioxya.niino-phenyl-amino) -5-oxy-na.phthalin-7-sulfonic acid. and treated the disazo dye obtained with copper-releasing agents.
The new dye obtained is a dark powder that dissolves in water with a matt color. and dyes cellulose fibers in pure blue tones.
Example: 24.4 parts of o-dianisidine are tetrazotized in the usual way and coupled with 32 parts of 1-oxynaphthalene-3,8-disulfonic acid in a soda-alkaline solution while cooling with ice. An ammoniacal solution of 38.8 parts of 2 - (4 '- carbomethoxyamino - phenylamino) - 5 - oxy-naphthalene-7-sulfonic acid is then run in to the intermediate compound and stirred until the coupling is complete.
The disazo dye formed is isolated by precipitation with common salt.
The disazo dye is dissolved in 2500 parts of water at 80-85 and at this temperature 400 parts of a Kixpferoxy da.mmö- niaklösung, the 50 parts of crystalline. Copper sulfate and 120 parts of conc. containing aqueous ammonia, added. It is heated to 80-85 hours for 4--5 hours, and after adding another 50 parts of a conc. Ammonia solution heated to 90-9.5 for 15-20 hours.
The copper complex formed is precipitated with common salt, filtered and dried. Created. a dark powder that dissolves in water with a blue color and dyes cellulose fibers in pure blue tones, which are characterized by very good water and lightfastness and, in particular, by very good fastness properties in the crease-proof finish.
The conversion of the disazo dye into the copper complex can also be carried out in the presence of organic bases, such as. B. pyridine, diethylamine, triethylamine, glycocolla, can be made.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH291510T | 1951-02-07 | ||
| CH294231T | 1951-02-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH294231A true CH294231A (en) | 1953-10-31 |
Family
ID=25733112
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH294231D CH294231A (en) | 1951-02-07 | 1951-02-07 | Process for the preparation of a copper-containing disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH294231A (en) |
-
1951
- 1951-02-07 CH CH294231D patent/CH294231A/en unknown
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