CH215832A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH215832A CH215832A CH215832DA CH215832A CH 215832 A CH215832 A CH 215832A CH 215832D A CH215832D A CH 215832DA CH 215832 A CH215832 A CH 215832A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- preparation
- dye
- acid
- methylphenylaminopropionic
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 2
- 229920003086 cellulose ether Polymers 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 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
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- QDHHCQZDFGDHMP-UHFFFAOYSA-N Chloramine Chemical compound ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
- C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
-
- 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
Verfahren zur Herstellung eines Azofarbstoffes. Es wurde gefunden, dass man einen neuen, wertvollen Azofarbstoff erhält, wenn man di- azotiertes 4 - Nitro -1- aminobenzol mit #-N- Äthyl - N - 3 - methylphenylaminopropionsäure- t?'-oxyäthylester entsprechend der Formel
EMI0001.0011
kuppelt.
Der neue Azofarbstoff eignet sich beson ders zum Färben von Celluloseestern und -äthern, wobei man klare rote Töne von aus gezeichneter Lichtechtheit erhält. Der Farb stoff lässt sich mit Hilfe geeigneter Dispergier- mittel so fein in Wasser verteilen, dass man kolloidale Lösungen erhält, die sich nicht von echten Lösungen unterscheiden.
Solche Lösun gen besitzen ein vorzügliches Durchfärbever- mögen für dichtgeschlagenes Acetatseiden- gewebe und stark gezwirntes Acetatseidengarn. <I>Beispiel:
</I> Die Diazoverbindung aus 138 Teilen 1- Amino-4-nitrobenzol wird bei 0-5o C lang sam in die mit Wasser auf etwa 5000 Teile verdünnte Lösung von 264 Teilen ss-N-Äthyl- N - 3 -methylphenylaminopropionsäure - (3'- oxy- äthylester in 110 Teilen 35 O/oiger Salzsäure <RTI
ID="0001.0042"> eingegossen. Die Kupplung ist nach einigen Stunden beendet. Man versetzt mit soviel Natriumacetat -oder verdünnter Natronlauge, dass das pa der Lösung 5 beträgt, saugt ab, wäscht gut aus, trocknet bei 50 o C und ver mahlt mit der gleichen Menge eines Dispergier- mittels.
Der Farbstoff bildet ein dunkelbraunes Pulver und liefert aus Glaubersalz oder Chlor- ammonium enthaltenden wässrigen Bädern kräftige rote Färbungen auf Acetatseide, die gut durchgefärbt und lichtecht sind.
Process for the preparation of an azo dye. It has been found that a new, valuable azo dye is obtained if diazotized 4-nitro -1-aminobenzene with # -N-ethyl-N-3-methylphenylaminopropionic acid t? '-Oxyethyl ester according to the formula
EMI0001.0011
clutch.
The new azo dye is particularly suitable for dyeing cellulose esters and ethers, giving clear red tones with excellent lightfastness. With the help of a suitable dispersing agent, the dye can be distributed so finely in water that colloidal solutions are obtained that do not differ from real solutions.
Such solutions have excellent through-dyeing properties for tightly twisted acetate silk and heavily twisted acetate silk yarn. <I> example:
</I> The diazo compound from 138 parts of 1- amino-4-nitrobenzene is slowly poured into the solution of 264 parts of ss-N-ethyl- N - 3 -methylphenylaminopropionic acid - ( 3'-oxyethyl ester in 110 parts of 35% hydrochloric acid <RTI
ID = "0001.0042"> cast. The coupling is complete after a few hours. Sodium acetate or dilute sodium hydroxide solution is added in an amount such that the pa of the solution is 5, and the product is filtered off with suction, washed thoroughly, dried at 50 ° C. and ground with the same amount of a dispersing agent.
The dye forms a dark brown powder and, from aqueous baths containing Glauber's salt or chlorammonium, produces strong red colors on acetate silk, which are well colored and lightfast.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE215832X | 1938-07-28 | ||
| CH212647T | 1940-11-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH215832A true CH215832A (en) | 1941-07-15 |
Family
ID=25725297
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH215832D CH215832A (en) | 1938-07-28 | 1939-06-27 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH215832A (en) |
-
1939
- 1939-06-27 CH CH215832D patent/CH215832A/en unknown
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