CH267620A - Process for the preparation of an oxyacylaminoazo dye. - Google Patents
Process for the preparation of an oxyacylaminoazo dye.Info
- Publication number
- CH267620A CH267620A CH267620DA CH267620A CH 267620 A CH267620 A CH 267620A CH 267620D A CH267620D A CH 267620DA CH 267620 A CH267620 A CH 267620A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- acid
- new
- oxyacylaminoazo
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000002253 acid Substances 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 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 claims description 3
- XRTJYEIMLZALBD-UHFFFAOYSA-N 4-(6-methyl-1,3-benzothiazol-2-yl)aniline Chemical compound S1C2=CC(C)=CC=C2N=C1C1=CC=C(N)C=C1 XRTJYEIMLZALBD-UHFFFAOYSA-N 0.000 claims description 2
- 239000012345 acetylating agent Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 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
- 241000382928 Oxya Species 0.000 claims 1
- 239000000975 dye Substances 0.000 description 9
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-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
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- TUCNEACPLKLKNU-UHFFFAOYSA-N acetyl Chemical compound C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- -1 aminoazo Chemical group 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
Landscapes
- Paper (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Oxyacylaminoazofarbstoffes. Das vorliegende Patent betrifft ein Ver fahren zur Herstellung eines neuen Oxyacetyl- aminoazofarbstoffes und ist dadurch gekenn zeichnet, dass man den Monoazofarbstoff, den man durch Vereinigen von diazotierter Dehydrothio-p-toluidinmonosulfonsäure mit 2 Amino-8-oxynaphthalin-6-sulfonsäure in sau rem Medium erhält,
mit Acetylierungsmitteln behandelt und hierauf den bei dieser Behand lung mitentstandenen Anteil an N.0- Acety l produkt durch Einwirkung von Verseifungs- mitteln in den Oxyacetylaminoazofarbstoff überführt.
Im Beispiel bedeuten Teile Gewichtsteile. Beispiel: 45 Teile des Monoazofarbstoffes, den man durch Vereinigen von dia.zotierter Dehydro- thio-p-toluidinmonosulfonsäure mit 2-Amino- 8-oxynaphthalin-6-sulfonsäure in saurem Me dium erhält, werden in das Gemisch von 50 Teilen Monohydrat und 150 Teilen Essig säureanhydrid bei Zimmertemperatur einge tragen und während 2 Stunden bei gleicher Temperatur gerührt. Die Kondensation ist. beendet, sobald keine freie Aminogruppe mehr nachgewiesen werden kann.
Hierauf verdünnt man mit Aceton, wobei der gelbe O.N-Dia- cetylfarbstoff in gut filtrierbarer Form aus- fällt. Man filtriert ab und erwärmt zwecks Abspaltung des in die Hydroxylgruppe ein getretenen Acetylrestes während kurzer Zeit bei 40 bis 50 in 5prozentiger Sodalösung. Hierauf salzt man aus, filtriert und trocknet.
Der entstandene Farbstoff, ein violettbraunes Pulver, färbt Wolle in roten Tönen und kup pelt glatt mit Diazoverbindungen. Erlöst sich in konzentrierter Schwefelsäure mit blauer, der Ausgangsfarbstoff dagegen mit violetter Farbe.
Process for the preparation of an oxyacylaminoazo dye. The present patent relates to a process for the production of a new oxyacetyl aminoazo dye and is characterized in that the monoazo dye, which is obtained by combining diazotized dehydrothio-p-toluidine monosulfonic acid with 2-amino-8-oxynaphthalene-6-sulfonic acid, is acidic Medium receives,
Treated with acetylating agents and then the proportion of N.0 acetyl product that was also formed during this treatment was converted into the oxyacetylaminoazo dye by the action of saponifying agents.
In the example, parts mean parts by weight. Example: 45 parts of the monoazo dye, which is obtained by combining dia.zotierter dehydro-p-toluidine monosulfonic acid with 2-amino-8-oxynaphthalene-6-sulfonic acid in acidic medium, are added to the mixture of 50 parts of monohydrate and 150 parts Parts of acetic anhydride are carried at room temperature and stirred for 2 hours at the same temperature. The condensation is. terminated as soon as no more free amino group can be detected.
It is then diluted with acetone, the yellow O.N-diacetyl dye precipitating in a readily filterable form. It is filtered off and heated for the purpose of splitting off the acetyl radical which has entered the hydroxyl group for a short time at 40 to 50 in 5 percent sodium carbonate solution. It is then salted out, filtered and dried.
The resulting dye, a purple-brown powder, dyes wool in red tones and smoothly kup pelt with diazo compounds. Dissolves in concentrated sulfuric acid with a blue color, whereas the original dye is violet.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH262278T | 1946-12-20 | ||
| CH267620T | 1946-12-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH267620A true CH267620A (en) | 1950-03-31 |
Family
ID=25730557
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH267620D CH267620A (en) | 1946-12-20 | 1946-12-20 | Process for the preparation of an oxyacylaminoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH267620A (en) |
-
1946
- 1946-12-20 CH CH267620D patent/CH267620A/en unknown
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