CH212647A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH212647A CH212647A CH212647DA CH212647A CH 212647 A CH212647 A CH 212647A CH 212647D A CH212647D A CH 212647DA CH 212647 A CH212647 A CH 212647A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- azo dye
- preparation
- dye
- parts
- 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
- 229920002678 cellulose Polymers 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims 1
- 125000004494 ethyl ester group Chemical group 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- RCTGMCJBQGBLKT-PAMTUDGESA-N scarlet red Chemical compound CC1=CC=CC=C1\N=N\C(C=C1C)=CC=C1\N=N\C1=C(O)C=CC2=CC=CC=C12 RCTGMCJBQGBLKT-PAMTUDGESA-N 0.000 claims 1
- 229960005369 scarlet red Drugs 0.000 claims 1
- 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229920003086 cellulose ether Polymers 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
- 150000002170 ethers Chemical class 0.000 description 1
- 239000004744 fabric Substances 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
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
Verfahren zur Herstellung eines Azofarbstoffes. Es wurde gefunden, dass man einen neuen, wertvollen Azofarbstoff erhält, wenn man diazotiertes 4-Nitro-l-aminobenzol mit ss-N- Methyl-N-phenylaminopropionsäure-R'-ogy- äthylester entsprechend der Formel
EMI0001.0007
kuppelt. Der neue Azofarbstoff eignet sich beson ders zum Färben von Celluloseestern und -äthern, wobei man klare scharlachrote Töne von ausgezeichneter Lichtechtheit erhält.
Der Farbstoff lässt sich mit Hilfe geeigneter Dis pergiermittel so fein in Wasser verteilen, dass man kolloidale Lösungen erhält, die sich nicht von echten Lösungen unterscheiden. Solche Lösungen besitzen ein vorzügliches Durchfärbevermögen für dichtgeschlagenes Acetatseidengewebe und stark gezwirntes Acetatseidengarn.
Beispiel: Die Diazoverbindung aus 138 Teilen 1- Amino-4-nitrobenzol wird bei 0-5<B>0</B> C lang- sam in die mit Wasser auf etwa 5000 Teile verdünnte Lösung von 234 Teilen f-N-Me thyl-N-phenylaminopropionsäure-P'-ogyäthyl- ester in 110 Teilen 35 o/oiger Salzsäure ein gegossen. Die Kupplung ist nach einigen Stunden beendet.
Man versetzt mit soviel Natriumacetat oder verdünnter Natronlauge, dass das p$ der Lösung 5 beträgt, saugt ab, wäscht gut aus, trocknet bei<B>501</B> C und ver- mahlt mit der gleichen Menge eines Disper- giermittels.
Der Farbstoff bildet ein rotbraunes Pulver und liefert aus Glaubersalz oder Ohloram- monium enthaltenden wässrigen Bädern kräf tige scharlachrote 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 ß-N-methyl-N-phenylaminopropionic acid-R'-ogy-ethyl ester according to the formula
EMI0001.0007
clutch. The new azo dye is particularly suitable for dyeing cellulose esters and ethers, with clear scarlet shades of excellent lightfastness being obtained.
With the help of suitable dispersants, 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 dyeing properties for tightly twisted acetate silk fabrics and heavily twisted acetate silk yarn.
Example: The diazo compound from 138 parts of 1-amino-4-nitrobenzene is slowly converted at 0-5 ° C. into the solution of 234 parts of fN-methyl-N diluted to about 5000 parts with water -phenylaminopropionic acid-P'-ogyäthyl- ester poured into 110 parts of 35% hydrochloric acid. The coupling is complete after a few hours.
Sodium acetate or dilute sodium hydroxide solution is added in an amount such that the p $ of the solution is 5, filtered off with suction, washed thoroughly, dried at 501 C and ground with the same amount of a dispersing agent.
The dye forms a red-brown powder and, from aqueous baths containing Glauber's salt or Ohloram- monium, produces strong, scarlet colorations on acetate silk that are well colored and lightfast.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE212647X | 1938-07-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH212647A true CH212647A (en) | 1940-12-15 |
Family
ID=5809144
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH212647D CH212647A (en) | 1938-07-28 | 1939-06-27 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH212647A (en) |
-
1939
- 1939-06-27 CH CH212647D patent/CH212647A/en unknown
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