CH155453A - Process for the preparation of a new monoazo dye. - Google Patents
Process for the preparation of a new monoazo dye.Info
- Publication number
- CH155453A CH155453A CH155453DA CH155453A CH 155453 A CH155453 A CH 155453A CH 155453D A CH155453D A CH 155453DA CH 155453 A CH155453 A CH 155453A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- new
- red
- monoazo dye
- dye
- Prior art date
Links
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 9
- TWBPWBPGNQWFSJ-UHFFFAOYSA-N 2-phenylaniline Chemical group NC1=CC=CC=C1C1=CC=CC=C1 TWBPWBPGNQWFSJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000007864 aqueous solution 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 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
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung eines neuen Monoazofarbstoffes. Es wurde gefunden, dass man einen neuen wertvollen Monoazofarbstoff erhält, wenn man die Diazoverbindung von 2-Amino-di- phenyläther-4-sulfäthylanilid mit p-Toluol- sulfo-l-amino-8-naphthol- 3 . 6 - disulfosäure kombiniert.
Der neue Farbstoff stellt ein rotes Pul ver dar, welches in Wasser mit lebhaft roter, in konzentrierter Schwefelsäure mit trüb blauroter Farbe löslich ist. Er färbt auf Wolle und Seide ein sehr klares Rot von sehr guter Licht- und Walkechtheit und vorzüg licher Seewasserechtheit. Beispiel;
36,8 kg 2 - Aminodiphenyläther - 4 - sulf- äthylanilid, welches man erhält dadurch, dass man 2-Nitrochlorbenzol-4-sulfochlorid mit 11lonoäthylanilin behandelt, das so erhaltene 2-Nitrochlorbenzol-4-sulfäthylanilid mit Phe- nolnatrium kondensiert und hernach mit Ei sen reduziert, werden diazotiert. Die Diazo- lösung lässt man in eine wässerige Lösung von 47,
3 kg p-Toluolsulfo-l-amino-8-naph- thol-3 . 6-disulfosäure und überschüssiges Na- triumacetat einlaufen. Durch Zugabe von Sodalösung wird allmählich neutralisiert. Nach beendeter Kupplung wird aufgeheizt, ausgesalzen, filtriert und getrocknet. Der er haltene Farbstoff bildet ein rotes Pulver, das in Wasser mit lebhaft roter, in konzentrier ter Schwefelsäure mit trüb blauroter Farbe löslich ist.
Er färbt auf Wolle und Seide ein sehr klares Rot von sehr guter Licht- und Walkechtheit und vorzüglicher Seewas- serechtheit.
Process for the preparation of a new monoazo dye. It has been found that a new valuable monoazo dye is obtained if the diazo compound of 2-amino-diphenyl ether-4-sulfethylanilide with p-toluenesulfo-1-amino-8-naphthol-3. 6 - disulfonic acid combined.
The new dye is a red powder that is soluble in water with a vivid red color, and in concentrated sulfuric acid with a cloudy blue-red color. It dyes wool and silk a very clear red with very good lightfastness and millfastness and excellent seawaterfastness. Example;
36.8 kg of 2-aminodiphenyl ether-4-sulfethylanilide, which is obtained by treating 2-nitrochlorobenzene-4-sulfochloride with 11lonoethylaniline, condensing the 2-nitrochlorobenzene-4-sulfethylanilide with phenol sodium and then with it Iron reduced, are diazotized. The diazo solution is immersed in an aqueous solution of 47,
3 kg of p-toluenesulfo-1-amino-8-naphthol-3. Run in 6-disulfonic acid and excess sodium acetate. It is gradually neutralized by adding soda solution. After the coupling has ended, the mixture is heated, salted out, filtered and dried. The dye he holds forms a red powder that is soluble in water with a vivid red color, and in concentrated sulfuric acid with a cloudy blue-red color.
It dyes wool and silk a very clear red with very good lightfastness and millfastness and excellent seawaterfastness.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH155453T | 1931-11-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH155453A true CH155453A (en) | 1932-06-30 |
Family
ID=4409964
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH155453D CH155453A (en) | 1931-11-12 | 1931-11-02 | Process for the preparation of a new monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH155453A (en) |
-
1931
- 1931-11-02 CH CH155453D patent/CH155453A/en unknown
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