CH209566A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH209566A CH209566A CH209566DA CH209566A CH 209566 A CH209566 A CH 209566A CH 209566D A CH209566D A CH 209566DA CH 209566 A CH209566 A CH 209566A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- azo dye
- amino
- yellow
- preparation
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- -1 di-azo compound Chemical class 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 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
- 239000003513 alkali Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000243 solution 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
- C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
- C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Azofarbstoffes. Es wurde gefunden, dass man einen neuen Azofarbstoff erhält, wenn man auf 1-o-Chlor- phenyl-3-methyl-5-pyrazolon die Diazoverbin- dung des R-Oxyäthyläthers des 1-Amino-4- oxybenzols und eine die SOsH-Gruppe ab gebende Verbindung derart aufeinander ein wirken lässt,
dass man den Schwefelsäureester des Azofarbstoffes aus diazotiertem ss-Oxy- äthyläther des 1-Amino-4-oxybenzols und 1 o-Chlorphenyl-3-methyl-5-pyrazolorr erhält.
Der neue Farbstoff bildet ein gelbes Pul ver, das sich in Wasser mit gelber Farbe löst und Acetatseide in reinen gelben Tönen färbt.
<I>Beispiel:</I> 15,3 Teile des P-Oxyäthyläthers des 1- Amino-4-oxybenzols werden mit der notwen digen Menge Salzsäure und Natriumnitrit dia- zotiert. Die Diazolöscing trägt man in eine wässerige Lösung von 20,8 Teilen 1-o-Chlor- plrenyl-3-methyl-5-pyräzolon ein, das in der berechneten Menge Natriumhydroxyd gelöst worden ist. Zur Vervollständigung der Um- setzeng kann man Natriumacetat oder Na triumkarbonat zusetzen.
Der ausgefallene Farbstoff wird abfiltriert, ausgewaschen und getrocknet.
10 Teile dieses Farbstoffes werden in etwa <B>100</B> Teile Schwefelsäure bei 30-400 einge tragen. Man rührt so lange, bis der Farbstoff sich vollständig aufgelöst hat. Hernach trägt man die Farbstofflösung auf Eis aus, filtriert den ausgeschiedenen Farbstoff ab und stellt ihn durch vorsichtiges Behandeln mit Alkali neutral. Der isolierte Farbstoff bildet in trok- kenem Zustande ein gelbes Pulver, das sich in Wasser mit gelber Farbe löst und Acetat seide in reinen gelben Tönen färbt.
Process for the preparation of an azo dye. It has been found that a new azo dye is obtained if the diazo compound of the R-oxyethyl ether of 1-amino-4-oxybenzene and one of the SOsH- Lets the group-giving connection interact in such a way that
that the sulfuric acid ester of the azo dye is obtained from diazotized β-oxyethyl ether of 1-amino-4-oxybenzene and 1-chlorophenyl-3-methyl-5-pyrazolorr.
The new dye forms a yellow powder that dissolves in water with a yellow color and dyes acetate silk in pure yellow tones.
<I> Example: </I> 15.3 parts of the P-oxyethyl ether of 1-amino-4-oxybenzene are diazotized with the necessary amount of hydrochloric acid and sodium nitrite. The diazolöscing is added to an aqueous solution of 20.8 parts of 1-o-chloroplrenyl-3-methyl-5-pyrazolone, which has been dissolved in the calculated amount of sodium hydroxide. To complete the reaction, sodium acetate or sodium carbonate can be added.
The precipitated dye is filtered off, washed out and dried.
10 parts of this dye are approximately <B> 100 </B> parts of sulfuric acid at 30-400. The mixture is stirred until the dye has completely dissolved. The dye solution is then poured out on ice, the precipitated dye is filtered off and made neutral by careful treatment with alkali. When dry, the isolated dye forms a yellow powder which dissolves in water with a yellow color and dyes acetate silk in pure yellow tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH207512T | 1938-08-22 | ||
| CH209566T | 1938-08-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH209566A true CH209566A (en) | 1940-04-15 |
Family
ID=25724418
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH209566D CH209566A (en) | 1938-08-22 | 1938-08-22 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH209566A (en) |
-
1938
- 1938-08-22 CH CH209566D patent/CH209566A/en unknown
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