CH164199A - Process for the production of a new azo dye. - Google Patents
Process for the production of a new azo dye.Info
- Publication number
- CH164199A CH164199A CH164199DA CH164199A CH 164199 A CH164199 A CH 164199A CH 164199D A CH164199D A CH 164199DA CH 164199 A CH164199 A CH 164199A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- azo dye
- sulfonic acid
- new azo
- new
- Prior art date
Links
- 239000000975 dye Substances 0.000 claims description 6
- 150000008049 diazo compounds Chemical class 0.000 claims description 5
- -1 phenol ester Chemical class 0.000 claims description 5
- HBZVNWNSRNTWPS-UHFFFAOYSA-N 6-amino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C(O)C2=CC(N)=CC=C21 HBZVNWNSRNTWPS-UHFFFAOYSA-N 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 239000000987 azo dye Substances 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- LTASFWDWBYFZQQ-UHFFFAOYSA-N 2-amino-5-nitrobenzenesulfonic acid Chemical compound NC1=CC=C([N+]([O-])=O)C=C1S(O)(=O)=O LTASFWDWBYFZQQ-UHFFFAOYSA-N 0.000 description 3
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 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
- 238000003756 stirring Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines neuen Azofarbstoffes. E s wurde gefunden, dass man einen neuen Azofarbstoff erhält, wenn man die Diazover- bindung des Phenolesters der p-Nitranilin-o- sulfosäure in saurem Medium mit 2-Amino- 8-naphthol-6-sulfosäure vereinigt.
Der neue Farbstoff bildet ein blaues Pul ver, das sich in Wasser mit violetter Farbe löst und Wolle aus saurem Bade in echten violettblauen Tönen anfärbt.
<I>Beispiel:</I> In eine wässerige, schwach saure Sus pension der Diazoverbindung des Phenolesters der p-Nitranilin-o-sulfosäure trägt man eine genau neutralisierte Lösung von 239 Teilen 2-Amino-8-naphthol-6-sulfosäure ein und rührt bis die FarbstofFbildung beendet ist. Diese kann gegebenenfalls durch Zusatz von Na triumacetat oder dergleichen beschleunigt werden. Der gebildete Farbstoff wird nun abfiltriert und neutral gewaschen.
Die Diazoverbindung des Phenolesters der p-Nitranilin-o-sulfosäure kann wie folgt her gestellt werden Man löst 70 Teile Natriumnitrit unter Kühlung in etwa 600 Teilen konzentrierter Schwefelsäure. Hierauf erwärmt man auf etwa 65 , kühlt auf Zimmertemperatur ab und trägt 294 Teile des pulverisierten Phe- nolesters der p-Nitranilin-o-sulfosäure ein. Nachdem alles eingetragen wurde, rührt man noch kurze Zeit und trägt die dicke Masse auf Eiswasser. Die Diazoverbindung scheidet sieh aus und kann abfiltriert werden.
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 the phenol ester of p-nitraniline-o-sulfonic acid is combined with 2-amino-8-naphthol-6-sulfonic acid in an acidic medium.
The new dye forms a blue powder that dissolves in water with a purple color and dyes wool from an acid bath in real purple-blue shades.
<I> Example: </I> A precisely neutralized solution of 239 parts of 2-amino-8-naphthol-6-sulfonic acid is introduced into an aqueous, weakly acidic suspension of the diazo compound of the phenol ester of p-nitroaniline-o-sulfonic acid and stir until dye formation has ended. This can optionally be accelerated by adding sodium acetate or the like. The dye formed is then filtered off and washed neutral.
The diazo compound of the phenol ester of p-nitroaniline-o-sulfonic acid can be prepared as follows: 70 parts of sodium nitrite are dissolved in about 600 parts of concentrated sulfuric acid with cooling. It is then heated to about 65, cooled to room temperature and 294 parts of the pulverized phenol ester of p-nitroaniline-o-sulfonic acid are added. After everything has been entered, the mixture is stirred for a short time and the thick mass is placed on ice water. The diazo compound separates out and can be filtered off.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH164199T | 1933-09-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH164199A true CH164199A (en) | 1933-09-30 |
Family
ID=4417216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH164199D CH164199A (en) | 1933-09-30 | 1932-05-15 | Process for the production of a new azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH164199A (en) |
-
1932
- 1932-05-15 CH CH164199D patent/CH164199A/en unknown
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