CH134837A - Process for the preparation of an arylaminonaphthalene derivative. - Google Patents
Process for the preparation of an arylaminonaphthalene derivative.Info
- Publication number
- CH134837A CH134837A CH134837DA CH134837A CH 134837 A CH134837 A CH 134837A CH 134837D A CH134837D A CH 134837DA CH 134837 A CH134837 A CH 134837A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- derivative
- blue
- arylaminonaphthalene
- sulfonic acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 5
- VKURVCNKVWKGLX-UHFFFAOYSA-N 5-amino-2-(4-aminoanilino)benzenesulfonic acid Chemical compound C1=CC(N)=CC=C1NC1=CC=C(N)C=C1S(O)(=O)=O VKURVCNKVWKGLX-UHFFFAOYSA-N 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 claims description 2
- 150000001875 compounds Chemical group 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- -1 aryl aminonaphthalene derivative Chemical class 0.000 claims 1
- 239000002253 acid Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines Arylaminonaphtalinderivates. Analog dem im Hauptpatent besehrie- benen Verfahren kann man 4-(ss-Na-phtyl- amino)-4'-aminodiphLnylaminsulfosäure dar stellen, wenn man 2-Oxynaphtalin und 4. 4'- Diaminodiphenylamin-2-sulfosäure mit Bi- sulfitlauge im offenen oder im Druckgefäss durch Erhitzen kondensiert.
<I>Beispiel:</I> In einem verbleiten oder emaillierten Rührkessel mit Heizmantel und Rückfluss- kühler werden 140 Teile 2-Oxynaphtalin und 280 Teile 4.4'-Diaminodiphenylamin- 2-sulfosäure mit 2'000 Teilen Natrium- bisulfitlösung von 36 B6 und 2000 Teilen Wasser 50 bis 70 Stunden unter Rühren gekocht. Das Kondensationsprodukt wird mit Mineralsäure gefällt.
Es wird durch Umlösen aus verdünnter Sodalösung und Wiederausfällen mit Säure gereinigt und stellt eine 4-(B-Naphtylamino)-4'-aminodi- phenylaminsulfosäure dar. Die neue Verbindung bildet ein blau graues Pulver, das aus schwach saurer wässeriger Lösung auf tierische Faser auf zieht und beim Nachbehandeln mit Chrom säure echte blauschwarze Töne liefert.
Aus einer wässerigen, seifenhaltigen Suspension wird die neue Sulfosäure von Acetatseide absorbiert. Durch eine nach folgende Behandlung mit einem schwachen Oxydationsmittel wird die Seide blau ge färbt.
Process for the preparation of an arylaminonaphthalene derivative. Analogously to the process described in the main patent, 4- (ss-Na-phtyl-amino) -4'-aminodiphLnylamine sulfonic acid can be represented if 2-oxynaphthalene and 4 4'-diaminodiphenylamine-2-sulfonic acid are mixed with bisulfite liquor open or condensed in a pressure vessel by heating.
<I> Example: </I> In a leaded or enamelled stirred kettle with a heating jacket and reflux condenser, 140 parts of 2-oxynaphthalene and 280 parts of 4,4'-diaminodiphenylamine-2-sulfonic acid are mixed with 2,000 parts of sodium bisulfite solution of 36 B6 and 2000 parts of water boiled for 50 to 70 hours with stirring. The condensation product is precipitated with mineral acid.
It is purified by dissolving from dilute soda solution and reprecipitation with acid and represents a 4- (B-naphthylamino) -4'-aminodiphenylamine sulfonic acid. The new compound forms a blue-gray powder that is made from weakly acidic aqueous solution on animal fiber pulls and delivers real blue-black tones when treated with chromic acid.
The new sulfonic acid is absorbed by acetate silk from an aqueous, soap-containing suspension. The silk is colored blue by a subsequent treatment with a weak oxidizing agent.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH132030T | 1927-12-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH134837A true CH134837A (en) | 1929-08-15 |
Family
ID=28679870
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH134837D CH134837A (en) | 1927-12-03 | 1927-12-03 | Process for the preparation of an arylaminonaphthalene derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH134837A (en) |
-
1927
- 1927-12-03 CH CH134837D patent/CH134837A/en unknown
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