CH192042A - Process for the production of a new azo dye. - Google Patents
Process for the production of a new azo dye.Info
- Publication number
- CH192042A CH192042A CH192042DA CH192042A CH 192042 A CH192042 A CH 192042A CH 192042D A CH192042D A CH 192042DA CH 192042 A CH192042 A CH 192042A
- Authority
- CH
- Switzerland
- Prior art keywords
- new azo
- production
- azo dye
- combined
- diazo compound
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 239000002253 acid Substances 0.000 claims description 6
- 239000000975 dye Substances 0.000 claims description 6
- 150000008049 diazo compounds Chemical class 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- SXEBHIMOUHBBOS-UHFFFAOYSA-N 5-chloro-2-phenoxyaniline Chemical compound NC1=CC(Cl)=CC=C1OC1=CC=CC=C1 SXEBHIMOUHBBOS-UHFFFAOYSA-N 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 2
- -1 azo carbate Chemical compound 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 125000000664 diazo group Chemical class [N-]=[N+]=[*] 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 238000003756 stirring Methods 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/08—Disazo dyes in which the coupling component is a hydroxy-amino compound
- C09B33/10—Disazo dyes in which the coupling component is a hydroxy-amino compound in which the coupling component is an amino naphthol
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 190424. Verfahren zur Herstellung eines neuen Azofarbstoffes. Es wurde gefunden, dass man einen neuen Azofarbstoff erhält, wenn man die Diazover- bindung des 1-Aminobenzol-2-methylsulfons in saurem Medium mit 1-Amino-8-oxynaph- thalin-3,
6-disulfonsäure vereinigt und diesen so erhältlichen Farbstoff in alkalischem Me dium mit der Diazoverbindung von 4-Chlor- 2-aminodiphenyläther umsetzt. Der neue Azo- farbstoff bildet ein dunkles Pulver, das sich in Wasser mit blauer Farbe löst und Wolle aus saurem Bade in blauschwarzen Tönen von guten Echtheitseigenschaften färbt.
Beispiel: 17,1 Teile 1-Aminobenzol-2-methylsulfon werden fein pulverisiert, mit 30 Teilen Salz säure und 30 Teilen Wasser gut angeschwemmt und bei 50 in Lösung gebracht. Beim Ab kühlen fällt das Chlorhydrat der Base in feiner Form aus. Man gibt 100 Teile Eis zu und innerhalb etwa 10 Minuten lässt man die berechnete Menge Natriumnitrit zutropfen. Nach etwa 20 Minuten ist die Diazotierung fertig.
Diese Diazolösung giesst man nun unter Rühren zu 31,9 Teilen fein gefällter 1-Amino- 8-oxynaphthalin-3,6-disulfonsäure und rührt etwa 3 Stunden bei gewöhnlicher Temperatur. Dann trägt man 35 Teile Natriumkarbonat ein und vereinigt sodaalkalisch mit einer Diazolösung aus 22,1 Teilen 4-Chlor-2-amino- diphenyläther, die auf bekannte Weise her gestellt wird. Der Farbstoff fällt aus und wird abfiltriert. Durch Umlösen und Aus salzen wird er gereinigt.
Nach dem Trocknen erhält man ein dunkles Pulver, das sich in Wasser mit blauer Farbe löst und Wolle aus saurem Bade blauschwarz färbt.
Additional patent to main patent No. 190424. Process for the production of a new azo dye. It has been found that a new azo dye is obtained if the diazo compound of 1-aminobenzene-2-methylsulfone is mixed in an acidic medium with 1-amino-8-oxynaphthalene-3,
6-disulfonic acid combined and this dye thus obtainable in alkaline Me with the diazo compound of 4-chloro-2-aminodiphenyl ether reacted. The new azo dye forms a dark powder which dissolves in water with a blue color and dyes wool from an acid bath in blue-black shades with good fastness properties.
Example: 17.1 parts of 1-aminobenzene-2-methylsulfone are finely pulverized, washed thoroughly with 30 parts of hydrochloric acid and 30 parts of water and dissolved at 50. When cooling down, the chlorohydrate of the base precipitates in fine form. 100 parts of ice are added and the calculated amount of sodium nitrite is added dropwise within about 10 minutes. Diazotization is finished after about 20 minutes.
This diazo solution is then poured into 31.9 parts of finely precipitated 1-amino-8-oxynaphthalene-3,6-disulfonic acid with stirring and stirred for about 3 hours at normal temperature. 35 parts of sodium carbonate are then introduced and combined with a soda-alkaline solution with a diazo solution of 22.1 parts of 4-chloro-2-aminodiphenyl ether, which is made in a known manner. The dye precipitates and is filtered off. It is cleaned by dissolving and salting out.
After drying, a dark powder is obtained which dissolves in water with a blue color and dyes wool from an acid bath blue-black.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH190424T | 1936-01-30 | ||
| CH192042T | 1936-01-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH192042A true CH192042A (en) | 1937-07-15 |
Family
ID=25721982
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH192042D CH192042A (en) | 1936-01-30 | 1936-01-30 | Process for the production of a new azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH192042A (en) |
-
1936
- 1936-01-30 CH CH192042D patent/CH192042A/en unknown
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