CH313300A - Process for the preparation of a metallizable monoazo dye - Google Patents
Process for the preparation of a metallizable monoazo dyeInfo
- Publication number
- CH313300A CH313300A CH313300DA CH313300A CH 313300 A CH313300 A CH 313300A CH 313300D A CH313300D A CH 313300DA CH 313300 A CH313300 A CH 313300A
- Authority
- CH
- Switzerland
- Prior art keywords
- monoazo dye
- preparation
- oxy
- parts
- violet
- Prior art date
Links
- 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 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 11
- 239000002253 acid Substances 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 4
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 claims description 3
- 159000000000 sodium salts Chemical class 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- 238000007747 plating Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-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
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 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
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000000203 mixture Substances 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
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 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
- 239000000725 suspension Substances 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)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines metallisierbaren Monoazofarbstofes Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines metallisier baren llonoazofarbstoffes. Das Verfahren ist dadurch gekennzeichnet, dass man diazotiertes 6 -Acetylamino - 4 - acetyl-2eamino-l-oxy-benzol mit. 2-Carbomethoxy amiiio-6-oxy-napht.halin- 8-sulfonsäure kuppelt.
Der erhaltene neue Monoazofarbstoff stellt in Form seines Natriumsalzes ein vio- lettschwarzes Pulver dar,- das Wolle aus sau- rem Bad in rotvioletten Tönen färbt, die durch Naehchromieren sehr echte rotstichig rrraue Färbungen geben, welche insbesondere tiervorragend lichtecht sind. und dann noch 16 Stunden bei 20 , wobei unter Blaufärbung und Ausscheidung des ge bildeten Farbstoffes als violettschwarzes Pulver die Kupplung vor sich geht.
Der Farbstoff wird durch Einstreuen von 311/o Kochsalz, bezogen auf das Kupplungsvolu- nien, vollständig ausgeschieden, abgesaugt und getrocknet. Er wird in Form seines Natrium salzes als violettschwarzes Pulver erhalten, das sieh in Wasser mit blauer Farbe, in kon zentrierter Schwefelsäure mit blauroter Farbe löst. Der Farbstoff färbt Wolle aus saurem Bad in rotvioletten Tönen. Durch Nachehro- mierung erhält man sehr echte rotstichig graue Färbungen, die sich insbesondere durch hohe Lichtechtheit auszeichnen.
<I>Beispiel.</I> 20,8 Teile 6-Acetylamino-4-acetyl-2-amino- 7.-oxy-benzol werden in 250 Teilen Wasser und 25 Teilen konz. Salzsäure mit einer Lö sung von 6,9 Teilen Natriumnitrit in 20 Tei len Wasser bei 0 bis 5 durch mehrstündiges Rühren unter langsamer Zugabe der Nit.rit- lösung diazotiert und hierauf die mineral saure Reaktion mit Natriumbicarbonat ab gestumpft.
Die gelbe Diazosuspension wird dann mit einer kalten Lösung vermischt, die man durch Auflösung von 29,7 Teilen 2-Carbo- niethoxyamino-6-öxy-naphthalin-8-sulfonsäure in 200 Teilen Wasser mit 6 Teilen Natrium- earbonat unter Zusatz von 15 Teilen 25 /aigem Ammoniakwasser und 50 Teilen Pyridin be reitet hat. Man rührt 10 Stunden bei 0 bis 5
Process for the preparation of a metallizable monoazo dye The present patent relates to a process for the preparation of a metallizable ionoazo dye. The method is characterized in that diazotized 6-acetylamino - 4 - acetyl-2eamino-1-oxy-benzene with. 2-carbomethoxy amiiio-6-oxy-naphth.halin-8-sulfonic acid couples.
The new monoazo dye obtained is a violet-black powder in the form of its sodium salt - which dyes wool from an acid bath in red-violet shades which, when chromed, give very real reddish-gray colorations, which are particularly lightfast to animals. and then a further 16 hours at 20, with the coupling going on with blue coloration and precipitation of the dye formed as a violet-black powder.
The dye is completely excreted by sprinkling in 311 / o sodium chloride, based on the coupling volume, filtered off with suction and dried. It is obtained in the form of its sodium salt as a violet-black powder that dissolves in water with a blue color, in concentrated sulfuric acid with a blue-red color. The dye dyes wool from an acid bath in red-violet tones. By re-chroming, very genuine reddish-gray dyeings are obtained, which are particularly distinguished by their high lightfastness.
<I> Example. </I> 20.8 parts of 6-acetylamino-4-acetyl-2-amino-7.-oxy-benzene are concentrated in 250 parts of water and 25 parts. Hydrochloric acid is diazotized with a solution of 6.9 parts of sodium nitrite in 20 parts of water at 0 to 5 by stirring for several hours while slowly adding the nitrite solution and then blunted the mineral acid reaction with sodium bicarbonate.
The yellow diazo suspension is then mixed with a cold solution which is obtained by dissolving 29.7 parts of 2-carboniethoxyamino-6-oxy-naphthalene-8-sulfonic acid in 200 parts of water with 6 parts of sodium carbonate with the addition of 15 parts 25 / aigem ammonia water and 50 parts of pyridine has been prepared. The mixture is stirred at 0 to 5 hours
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH312191T | 1953-02-04 | ||
| CH313300T | 1953-02-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH313300A true CH313300A (en) | 1956-03-31 |
Family
ID=25735903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH313300D CH313300A (en) | 1953-02-04 | 1953-02-04 | Process for the preparation of a metallizable monoazo dye |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH313300A (en) |
-
1953
- 1953-02-04 CH CH313300D patent/CH313300A/en unknown
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