CH282258A - Process for the preparation of a monoazo dye. - Google Patents
Process for the preparation of a monoazo dye.Info
- Publication number
- CH282258A CH282258A CH282258DA CH282258A CH 282258 A CH282258 A CH 282258A CH 282258D A CH282258D A CH 282258DA CH 282258 A CH282258 A CH 282258A
- Authority
- CH
- Switzerland
- Prior art keywords
- monoazo dye
- olive
- violet
- preparation
- green
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 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 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 6
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000007747 plating Methods 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 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
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 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 Monoazofarbstoffes. Es wurde gefunden, dass man zu einem wertvollen Monoazofarbstoff gelangt, wenn man diazotiertes 4-Nitro-6-acetylamino-2- amino-l-oxybenzol in alkalischem Medium mit 2,6-Dioxynaphthalin vereinigt.
Der neue Farbstoff löst sich in heissem Wasser mit grauvioletter, in verdünnter hei sser Natriumcarbonat.lösung mit olivgrüner, in konzentrierter Schwefelsäure mit. violettroter Farbe und färbt. Wolle nach dem Naehehro- mier- und Einbadchromierverfahren in licht- und waschechten olivgrünen Tönen.
Die Diazotierung des 4-Nitro-6-acetylamino- 2-amino-l-oxybenzols kann nach üblichen an sich bekannten Methoden, z. B. mit Hilfe von Mineralsäure, insbesondere Salzsäure und Na triumnitrit, durchgeführt werden.
Die Kupplung wird in neutralem bis alkali- sehem, vorzugsweise in alkalischem Medium, z. B. in alkaliearbonatalkalisehem, alkali- hy droxydalkalischem oder erdalkalihy droxy d- alkalischem Medium, vorgenommen.
<I>Beispiel:</I> 21,1 Teile 4-Nitro-6-acetylamino-2-amino-l- oxybenzol werden in 100 Teilen Wasser auf geschlämmt und nach Zugabe von 20 Teilen 30 o/oiger Salzsäure und Eis bei 5 bis 10 mit 25 Volumteilen 4n-Natriumnitritlösung in üb licher Weise diazotiert. Die Suspension der Diazoverbindung wird durch Zugabe von Na- triumcarbonat neutralisiert und hierauf fil triert.
Der erhaltene Filterkuchen wird in die durch Eiszugabe auf 0 abgekühlte Lösung von 17 Teilen 2,6-Dioxynaphthalin in 70 Vo- lumteilen 2n NaOH eingetragen. Man rührt, bis die Kupplung beendet. ist, filtriert den abgeschiedenen Farbstoff ab und wäscht mit verdünnter Kochsalzlösung nach.
Process for the preparation of a monoazo dye. It has been found that a valuable monoazo dye is obtained if diazotized 4-nitro-6-acetylamino-2-amino-1-oxybenzene is combined with 2,6-dioxynaphthalene in an alkaline medium.
The new dye dissolves in hot water with gray-violet, in dilute hot sodium carbonate solution with olive-green, in concentrated sulfuric acid. purple-red color and stains. Wool after the sewing and chroming process in light and washfast olive green tones.
The diazotization of 4-nitro-6-acetylamino-2-amino-1-oxybenzene can be carried out by conventional methods known per se, e.g. B. with the help of mineral acid, especially hydrochloric acid and Na trium nitrite, are carried out.
The coupling is carried out in a neutral to alkaline medium, preferably in an alkaline medium, e.g. B. in alkaliearbonatalkalisehem, alkali- hy droxydalkalischem or erdalkalihy droxy d- alkaline medium, made.
<I> Example: </I> 21.1 parts of 4-nitro-6-acetylamino-2-amino-l-oxybenzene are suspended in 100 parts of water and, after the addition of 20 parts of 30% hydrochloric acid and ice, at 5% up to 10 with 25 parts by volume of 4N sodium nitrite solution diazotized in the usual way. The suspension of the diazo compound is neutralized by adding sodium carbonate and then filtered.
The filter cake obtained is introduced into the solution, cooled to 0 by the addition of ice, of 17 parts of 2,6-dioxynaphthalene in 70 parts by volume of 2N NaOH. The mixture is stirred until the coupling has ended. is, the deposited dye is filtered off and washed with dilute saline solution.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH279910T | 1948-09-03 | ||
| CH282258T | 1948-09-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH282258A true CH282258A (en) | 1952-04-15 |
Family
ID=25731953
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH282258D CH282258A (en) | 1948-09-03 | 1948-09-03 | Process for the preparation of a monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH282258A (en) |
-
1948
- 1948-09-03 CH CH282258D patent/CH282258A/en unknown
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