CH209084A - Process for the preparation of a water-soluble azo dye. - Google Patents
Process for the preparation of a water-soluble azo dye.Info
- Publication number
- CH209084A CH209084A CH209084DA CH209084A CH 209084 A CH209084 A CH 209084A CH 209084D A CH209084D A CH 209084DA CH 209084 A CH209084 A CH 209084A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- preparation
- azo dye
- soluble azo
- dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 3
- 239000000975 dye Substances 0.000 claims description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 3
- LOCWBQIWHWIRGN-UHFFFAOYSA-N 2-chloro-4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1Cl LOCWBQIWHWIRGN-UHFFFAOYSA-N 0.000 claims description 2
- -1 phosphorous acid ester Chemical class 0.000 claims description 2
- 239000004552 water soluble powder Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 238000006243 chemical reaction Methods 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
- 125000000664 diazo group Chemical class [N-]=[N+]=[*] 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 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
- 235000010288 sodium nitrite 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 wasserlöslichen Azofarbstoflfes. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines wasser löslichen Azofarbstoffes. Das Verfahren ist dadurch gekennzeichnet, dass man diazotiertes 2-Chlor-4-nitranilin mit dem sauren Phos- phorigsäureester des Oxyäthyln)ethylar)ilins kuppelt. Der neue Farbstoff stellt ein dunkles, in Wasser gut lösliches Pulver dar und färbt Acetatseide in blaustichig roten Tönen.
<I>Beispiel:</I> 17,3 g 2-Chlor-4-nit),anilir) werden in 100 cm' Wasser angeschlämmt und nach Zugabe von 6,9 g Natriumnitrit durch Zu satz von 28 cm3 Salzsäure vor) 19,5 B6 bei Zimmertemperatur diazotiert. Diese Diazo- lösung fliesst bei etwa 5 C zu der schwach essigsauren Lösung des sauren Phosphorig- säureesters, welcher aus 15,
1 g Oxyäthyl- methylanilin durch Umsetzung mit der ent sprechenden Menge Phosphortrichlorid ge wonnen wird. Die Kupplung wird durch Zusatz von Natriumacetatlösung bis zur essig- sauren Reaktion beendet. Der Farbstoff fällt als dunkles Pulver an und wird nach dem Absaugen bei mässiger Temperatur getrocknet. Er ist in Wasser gut löslich und färbt aus der wässrigen Flotte in Gegenwart von Glaubersalz Acetatseide in blaustichig roten Tönen.
Die Ätzeigenschaften und Nassecht- heiten sind gut. Gegen Acetatseidenborken- krepp zeigt er ein gutes Durchfärbevermögen.
Process for the preparation of a water-soluble azo dye. The present patent relates to a process for the preparation of a water-soluble azo dye. The process is characterized in that diazotized 2-chloro-4-nitroaniline is coupled with the acidic phosphoric acid ester of oxyethylethylethylariline. The new dye is a dark, water-soluble powder and dyes acetate silk in bluish red tones.
<I> Example: </I> 17.3 g of 2-chloro-4-nit), anilir) are suspended in 100 cm 'of water and after adding 6.9 g of sodium nitrite by adding 28 cm3 of hydrochloric acid, before) 19 , 5 B6 diazotized at room temperature. This diazo solution flows at about 5 C to the weakly acetic acid solution of the acidic phosphorous acid ester, which is composed of 15,
1 g of oxyethyl methylaniline is obtained by reacting with the appropriate amount of phosphorus trichloride. The coupling is terminated by adding sodium acetate solution until the acetic acid reaction occurs. The dye is obtained as a dark powder and is dried at a moderate temperature after suction. It is readily soluble in water and, from the aqueous liquor, dyes acetate silk in the presence of Glauber's salt in bluish red shades.
The etching properties and wet fastness are good. Against acetate silk bark crepe, it shows good dye penetration.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE209084X | 1936-11-21 | ||
| CH201960T | 1937-11-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH209084A true CH209084A (en) | 1940-03-15 |
Family
ID=25723760
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH209084D CH209084A (en) | 1936-11-21 | 1937-11-09 | Process for the preparation of a water-soluble azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH209084A (en) |
-
1937
- 1937-11-09 CH CH209084D patent/CH209084A/en unknown
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