CH221202A - Process for the preparation of a water-soluble disazo dye. - Google Patents
Process for the preparation of a water-soluble disazo dye.Info
- Publication number
- CH221202A CH221202A CH221202DA CH221202A CH 221202 A CH221202 A CH 221202A CH 221202D A CH221202D A CH 221202DA CH 221202 A CH221202 A CH 221202A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- dye
- preparation
- disazo dye
- aminobenzene
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 238000004043 dyeing Methods 0.000 claims description 6
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- -1 aminoazo Chemical group 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- PEMGGJDINLGTON-UHFFFAOYSA-N n-(3-aminophenyl)acetamide Chemical compound CC(=O)NC1=CC=CC(N)=C1 PEMGGJDINLGTON-UHFFFAOYSA-N 0.000 claims description 3
- 235000013311 vegetables Nutrition 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 2
- 235000010288 sodium nitrite Nutrition 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
- 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
- 238000006193 diazotization reaction Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
- C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
- C09B43/14—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with phosgene or thiophosgene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 217239. Verfahren zur Herstellung eines wasserlöslichen Disazofarbstoifes. Gegenstand des vorliegenden Zusatz patentes ist ein Verfahren zur Herstellung eines wasserlöslichen Disazofarbstoffes, wel ches dadurch gekennzeichnet ist, dass man die Diazoverbindung aus 4-(w-Sulfopropio- nylamino)-1-aminobenzol mit 3-Acetamino-l- aminobenzol vereinigt,
und den so erhaltenen Aminoazofarbstoff in Gegenwart von säure bindenden Mitteln mit Phosgen behandelt.
Der erhaltene Farbstoff eignet sich zum Färben von pflanzlichen Fasern in klaren rötlich gelben Tönen. Die Färbungen zeich nen sich durch sehr gute Echtheitseigen schaften, sehr gute Nassechtheiten und vor züglicher Ätzbarkeit aus.
<I>Beispiel:</I> 24,4 Gewichtsteile 4-(w-Sulfopropionyl- amino)-1-aminobenzol (M. G. 244) werden in 200 Volumteilen Wasser mit der erforder lichen Menge Natriumcarbonat gelöst, mit 52 Volumteilen einer 2/n Natriumnitrit- lösung versetzt, und das Gemisch wird in Gegenwart von Eis langsam in 30 Volumteile roher Salzsäure (20' B6) unter Rühren ein getragen.
Nach beendeter Diazotierung wird das überschüssige Natriumnitrit zerstört und zu der Diazoverbindung eine Lösung von 20 Gewichtsteilen des salzsauren Salzes von 3-Acetamino-l-aminobenzol (M. G. 186,5) in 250 Volumteilen Wasser gegeben. Nach Abstumpfen der Mineralsäure mit Natrium acetatlösung wird die Kupplung durch längeres Nachrühren in essigsaurem Medium bei Zimmertemperatur zu Ende geführt.
Der erhaltene Aminoazofarbstoff wird abgesaugt und in Natriumcarbonatlösung gelöst; diese Lösung wird bei 30-40' C unter Rühren, in Gegenwart von etwas überschüssigem Natriumcarbonat, so lange mit Phosgen ver setzt, bis die Überführung in den Disazo- farbstoff beendet ist.
Der erhaltene Farb stoff eignet sich zum Färben von pflanz- linl,A" Fa.carn in lrla.rAr, rii+linh mall-i@@ Tiinan Die Färbungen zeichnen sich durch sehr gute Lichtechtheit, sehr gute Nassechtheiten und vorzügliche Ätzbarkeit aus.
Additional patent to main patent No. 217239. Process for the production of a water-soluble disazo dye. The subject of the present additional patent is a process for the production of a water-soluble disazo dye, which is characterized in that the diazo compound from 4- (w-sulfopropionylamino) -1-aminobenzene is combined with 3-acetamino-l-aminobenzene,
and treating the aminoazo dye thus obtained with phosgene in the presence of acid-binding agents.
The dye obtained is suitable for dyeing vegetable fibers in clear reddish yellow tones. The dyeings are characterized by very good fastness properties, very good wet fastness properties and excellent etchability.
<I> Example: </I> 24.4 parts by weight 4- (w-sulfopropionyl-amino) -1-aminobenzene (MW 244) are dissolved in 200 parts by volume of water with the required amount of sodium carbonate, with 52 parts by volume of a 2 / n Sodium nitrite solution is added, and the mixture is slowly added to 30 parts by volume of crude hydrochloric acid (20 'B6) in the presence of ice while stirring.
When the diazotization is complete, the excess sodium nitrite is destroyed and a solution of 20 parts by weight of the hydrochloric acid salt of 3-acetamino-1-aminobenzene (M.G. 186.5) in 250 parts by volume of water is added to the diazo compound. After the mineral acid has been blunted with sodium acetate solution, the coupling is completed by prolonged stirring in an acetic acid medium at room temperature.
The aminoazo dye obtained is filtered off with suction and dissolved in sodium carbonate solution; this solution is treated with phosgene at 30-40 ° C. with stirring, in the presence of a little excess sodium carbonate, until the conversion into the disazo dye has ended.
The dye obtained is suitable for dyeing vegetable linl, A "Fa.carn in lrla.rAr, rii + linh mall-i @@ Tiinan The dyeings are characterized by very good lightfastness, very good wet fastnesses and excellent etchability.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE221202X | 1939-07-10 | ||
| CH217239T | 1940-05-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH221202A true CH221202A (en) | 1942-05-15 |
Family
ID=25725985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH221202D CH221202A (en) | 1939-07-10 | 1940-05-30 | Process for the preparation of a water-soluble disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH221202A (en) |
-
1940
- 1940-05-30 CH CH221202D patent/CH221202A/en unknown
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