CH313302A - Process for the preparation of a metallizable monoazo dye - Google Patents
Process for the preparation of a metallizable monoazo dyeInfo
- Publication number
- CH313302A CH313302A CH313302DA CH313302A CH 313302 A CH313302 A CH 313302A CH 313302D A CH313302D A CH 313302DA CH 313302 A CH313302 A CH 313302A
- Authority
- CH
- Switzerland
- Prior art keywords
- monoazo dye
- parts
- oxy
- preparation
- amino
- 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 6
- 238000000034 method Methods 0.000 title claims description 5
- 239000000975 dye Substances 0.000 claims description 8
- 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
- 238000004519 manufacturing process Methods 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 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 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
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 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
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 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
- 239000002244 precipitate Substances 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
- 235000010288 sodium nitrite Nutrition 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 Monoazofarbstoffes Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines metallisier- baren Monoazofarbstoffes. Das Verfahren ist dadurch gekennzeichnet, dass man dianotiertes 6- Aeetylamino-4-nitro-2-amino-l-oxy-benzol mit. ?-Carbomethoxyamino-6-oxv-naphthalin-8- sulfonsäure kuppelt.
Der erhaltene neue Monoazofarbstoff stellt in Form seines Natriumsalzes ein schwarzes Pulver dar, das Wolle aus saurem Bad in rotvioletten Tönen färbt, die durch Nach ehromieren sehr echte olivgrüne Färbungen neben, welche insbesondere hervorragend licht eeht sind.
<I>Beispiel</I> 21,1 Teile 6-Acetylamino-4-nitro-2-amino-l- oxy-benzol werden in 200 Teilen Wasser mit 20 Teilen konzentrierter Salzsäure verrührt und durch Zutropfen einer Lösung von 6,9 Teilen Natriumnitrit in 20 Teilen Wasser bei 5-7 dianotiert.
Man neutralisiert dann die Diazosuspension bis zum Verschwinden der mineralsauren Reaktion durch Zugabe von Natriumbicarbonat und vermischt sie bei 0-5 mit einer kalten Lösung, die man durch Auflösung von 29,7 Teilen 2-Carbomethoxy- atnino-6-oxy -naphthalin-8-sulfonsäure mit 6 Teilen hTatriumcarbonat in 150 Teilen Was ser unter Zusatz von weiteren 8 Teilen Na- triumearbonat, 15 Teilen Ammoniakwasser 25%ig und 10 Teilen Pyridin zur erkalteten Lösung hergestellt hat.
Der gebildete Farb stoff fällt sofort als schwarzes Pulver aus, und nach einer Stunde ist. die Diazoverbindung verschwunden. Man rührt noch 16 Stunden bei Zimmertemperatur und filtriert den Farb stoff ab und trocknet ihn. Fr wird in Form des Natriumsalzes als schwarzes Pulver er halten, das sich in Wasser mit grünblauer Farbe, bei Zusatz verdünnter Säuren mit blau roter und in konzentrierter Schwefelsäure mit roter Farbe löst. Wolle wird aus saurem Bad in rotvioletten Tönen gefärbt, die durch Nachchromieren in sehr echte, insbesondere hervorragend lichtechte olivgrüne Töne über gehen.
Process for the production of a metallizable monoazo dye The present patent relates to a process for the production of a metallizable monoazo dye. The process is characterized in that one dianotated 6-acetylamino-4-nitro-2-amino-1-oxy-benzene with. ? -Carbomethoxyamino-6-oxv-naphthalene-8-sulfonic acid couples.
The new monoazo dye obtained is, in the form of its sodium salt, a black powder that dyes wool from an acid bath in red-violet tones, which are very genuine olive-green tones, which are particularly excellent light, when honored.
<I> Example </I> 21.1 parts of 6-acetylamino-4-nitro-2-amino-l-oxy-benzene are stirred in 200 parts of water with 20 parts of concentrated hydrochloric acid and a solution of 6.9 parts is added dropwise Sodium nitrite in 20 parts of water is dianotized at 5-7.
The diazo suspension is then neutralized until the mineral acid reaction disappears by adding sodium bicarbonate and mixing it at 0-5 with a cold solution which is obtained by dissolving 29.7 parts of 2-carbomethoxy-atnino-6-oxy-naphthalene-8- sulfonic acid with 6 parts of sodium carbonate in 150 parts of water with the addition of a further 8 parts of sodium carbonate, 15 parts of 25% ammonia water and 10 parts of pyridine to the cooled solution.
The color formed precipitates immediately as a black powder, and after an hour is. the diazo compound disappeared. The mixture is stirred for a further 16 hours at room temperature and the dye is filtered off and dried. Fr is obtained in the form of the sodium salt as a black powder, which dissolves in water with a green-blue color, with the addition of dilute acids with a blue-red color and in concentrated sulfuric acid with a red color. Wool is dyed from an acidic bath in red-violet tones, which are transformed into very real, especially extremely lightfast, olive-green tones after chrome plating.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH313302T | 1953-02-04 | ||
| CH312191T | 1953-02-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH313302A true CH313302A (en) | 1956-03-31 |
Family
ID=25735905
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH313302D CH313302A (en) | 1953-02-04 | 1953-02-04 | Process for the preparation of a metallizable monoazo dye |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH313302A (en) |
-
1953
- 1953-02-04 CH CH313302D patent/CH313302A/en unknown
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