CH237130A - Process for the production of a new azo dye. - Google Patents
Process for the production of a new azo dye.Info
- Publication number
- CH237130A CH237130A CH237130DA CH237130A CH 237130 A CH237130 A CH 237130A CH 237130D A CH237130D A CH 237130DA CH 237130 A CH237130 A CH 237130A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- dye
- azo dye
- new azo
- parts
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims 2
- 239000000975 dye Substances 0.000 claims description 8
- 239000000725 suspension Substances 0.000 claims description 4
- HYWVHZLCPROTFV-UHFFFAOYSA-N N-(3-nitramidophenyl)nitramide Chemical compound [N+](=O)([O-])NC1=CC=CC(=C1)N[N+](=O)[O-] HYWVHZLCPROTFV-UHFFFAOYSA-N 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 229920002955 Art silk Polymers 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N methanesulfonic acid Substances CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- XONPDZSGENTBNJ-UHFFFAOYSA-N molecular hydrogen;sodium Chemical compound [Na].[H][H] XONPDZSGENTBNJ-UHFFFAOYSA-N 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
yerfaliren zur Herstellung eines neuen Azofarbstoffes. Es wurde gefunden, dass man einen neuen Azofarbstoff erhält, wenn man die Diazover- bindung des 3,5-Dinitroaminobenzols mit der o - Toluidin - co - methansulfonsäure vereinigt und nach erfolgter Kupplung den co-Methan- sulfonsäurerest durch Behandeln mit Ver- seifungsmitteln abspaltet.
Der so erhaltene Farbstoff bildet in trok- kenem Zustande ein orangerotes Pulver, das sich in organischen Lösungsmitteln mit gelber Farbe löst und das Acetatkunstseide aus feiner Suspension in echten gelben Tönen färbt.
<I>Beispiel:</I> <B>18,3</B> Teile 3,5-Dinitroaminobenzol werden in 150 Teilen 30%iger Salzsäure durch Er wärmen gelöst. Man kühlt diese Lösung durch Zugabe von Eis und versetzt dann diese kalte Suspension unter Rühren mit einer Lösung von 7 Teilen Natriumnitrit in etwa 25 Teilen Wasser.
Man bereitet nun eine Lösung von 22,3 Teilen des Natriumsalzes der o-Toluidin-uo- methansulfonsäure in 200 Teilen Wasser und gibt etwa 200 Teile Natriumacetat zu. Diese Suspension versetzt man mit der Diazolösung und rührt bis die Farbstoffbildung beendet ist. Man filtriert den Farbstoff ab und wäscht ihn neutral.
Der Farbstoff wird nun in etwa 500 Teilen Wasser angerührt und mit 25 Teilen 30%iger Natriumhydrogyd- lösung so lange auf 50 bis 60 erwärmt, bis er in Essigsäureäthylester klar löslich wird. Dann ist der co-Methansulfonsäurerest abge spalten. Der Farbstoff wird nun abfiltriert und neutral gewaschen.
yerfaliren for the production of a new azo dye. It has been found that a new azo dye is obtained if the diazo compound of 3,5-dinitroaminobenzene is combined with the o-toluidine-co-methanesulfonic acid and, after coupling, the co-methanesulfonic acid residue is split off by treatment with saponifying agents .
When dry, the dye thus obtained forms an orange-red powder which dissolves in organic solvents with a yellow color and dyes the acetate artificial silk from a fine suspension in true yellow tones.
<I> Example: </I> <B> 18.3 </B> parts of 3,5-dinitroaminobenzene are dissolved in 150 parts of 30% hydrochloric acid by heating. This solution is cooled by adding ice, and a solution of 7 parts of sodium nitrite in about 25 parts of water is then added to this cold suspension, while stirring.
A solution of 22.3 parts of the sodium salt of o-toluidine-uo- methanesulphonic acid in 200 parts of water is now prepared and about 200 parts of sodium acetate are added. This suspension is mixed with the diazo solution and stirred until the formation of the dye has ended. The dye is filtered off and washed neutral.
The dye is then mixed in about 500 parts of water and heated to 50 to 60 with 25 parts of 30% strength sodium hydrogen solution until it becomes clearly soluble in ethyl acetate. Then the co-methanesulfonic acid residue is split off. The dye is then filtered off and washed neutral.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH234786T | 1942-08-10 | ||
| CH237130T | 1942-08-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH237130A true CH237130A (en) | 1945-03-31 |
Family
ID=25727947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH237130D CH237130A (en) | 1942-08-10 | 1942-08-10 | Process for the production of a new azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH237130A (en) |
-
1942
- 1942-08-10 CH CH237130D patent/CH237130A/en unknown
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