CH220115A - Process for the preparation of a triazole series dye. - Google Patents
Process for the preparation of a triazole series dye.Info
- Publication number
- CH220115A CH220115A CH220115DA CH220115A CH 220115 A CH220115 A CH 220115A CH 220115D A CH220115D A CH 220115DA CH 220115 A CH220115 A CH 220115A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- triazole
- preparation
- treated
- brownish
- Prior art date
Links
- 150000003852 triazoles Chemical class 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- 239000000975 dye Substances 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 150000001879 copper Chemical class 0.000 claims description 4
- 239000007800 oxidant agent Substances 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000012266 salt solution Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- -1 copper complex compounds Chemical class 0.000 description 2
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 150000003568 thioethers Chemical class 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 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
- C09B43/06—Preparation of azo dyes from other azo compounds by oxidation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 215941. Verfahren zur Herstellung eines Farbstoffes der Triazolreihe. Es wurde gefunden, dass ein Farbstoff der Triazolreihe hergestellt werden kann, wenn man den Farbstoff der Formel
EMI0001.0006
mit oxydierenden Mitteln bis zur Bildung des Triazols behandelt.
Der erhaltene Farbstoff stellt in trockenem Zustande ein rötliches Pulver dar, das sich in konzentrierter Schwefelsäure mit blaustichig roter, in Wasser mit bräunlichroter Farbe löst und Baumwolle aus glaubersalzhaltigem Bade in braunroten Tönen färbt, die beim Behan deln mit Kupfersalzen licht- und waschecht werden.
Zur Durchführung des vorliegenden Ver fahrens können alle oxydierenden Mittel ver wendet werden, die die o-Aminoazogruppie- rung zum Triazolring zu oxydieren vermögen. Vorzugsweise verwendet man eine ammonia- kalische Kupfersalzlösung. Da sich in diesem Falle Kupferkomplexverbindungen des Farb stoffes bilden, so muss hier das erhaltene Pro dukt in einem weiteren Arbeitsgang, der sich an die Oxydation auch unmittelbar anschliessen kann, entkupfert werden. Dies kann in an sich bekannter Weise, z.
B. mittels Mineral säuren, wie Salzsäure, oder mittels Schwefel wasserstoff oder Schwefelwasserstoff abgeben den Mitteln, wie Sulfide, insbesondere lösliche Sulfide, geschehen.
Beispiel: 5 Teile des N atriumsalzes des Farbstoffes der Formel
EMI0002.0005
werden in 250 Teilen heissem Wasser gelöst und bei 95 mit einer ammoniakalkalischen Kupferlösung, bestehend aus 6,3 Teilen krist. Kupfersulfat, 25 Teilen Wasser und 18,5 Tei len 24 ,-'o iger Ammoniaklösung versetzt.
Man lässt etwa 6 Stunden bei 90-951 rühren. Der ausgefallene Farbstoff wird abfiltriert, mit Wasser nachgewaschen und zur Überführung in die kupferfreie Verbindung in 100 Teilen ,Wasser und 30 Teilen 30 'oiger Salzsäure 6 Stunden gekocht. Nachl>m Abfiltrieren und Nachwaschen wird' ,er in üblicher;
Weise durch Umsetzen zeit Soda oder Natronlauge in das Natriumsalz übergeführt.
Additional patent to main patent No. 215941. Process for the production of a dye of the triazole series. It has been found that a triazole series dye can be prepared using the dye of the formula
EMI0001.0006
treated with oxidizing agents until the triazole is formed.
When dry, the dye obtained is a reddish powder that dissolves in concentrated sulfuric acid with a bluish red color, in water with a brownish red color and dyes cotton from a bath containing Glauber's salt in brownish-red shades, which become light and washfast when treated with copper salts.
To carry out the present process, all oxidizing agents can be used which are capable of oxidizing the o-aminoazo group to the triazole ring. An ammoniacal copper salt solution is preferably used. Since copper complex compounds of the dye are formed in this case, the product obtained here has to be decuppered in a further operation, which can also immediately follow the oxidation. This can be done in a manner known per se, e.g.
B. by means of mineral acids, such as hydrochloric acid, or by means of hydrogen sulfide or hydrogen sulfide give off the means such as sulfides, especially soluble sulfides, happen.
Example: 5 parts of the sodium salt of the dye of the formula
EMI0002.0005
are dissolved in 250 parts of hot water and at 95 with an ammonia-alkaline copper solution consisting of 6.3 parts of crystalline. Copper sulfate, 25 parts of water and 18.5 parts of 24, - 'o iger ammonia solution added.
The mixture is stirred at 90-951 for about 6 hours. The precipitated dye is filtered off, washed with water and boiled for 6 hours in 100 parts, water and 30 parts of 30% hydrochloric acid to convert it into the copper-free compound. After filtering off and rewashing, it is more usual;
Way converted into the sodium salt by reacting soda or sodium hydroxide solution.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH220115T | 1939-07-29 | ||
| CH215941T | 1939-07-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH220115A true CH220115A (en) | 1942-03-15 |
Family
ID=25725789
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH220115D CH220115A (en) | 1939-07-29 | 1939-07-29 | Process for the preparation of a triazole series dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH220115A (en) |
-
1939
- 1939-07-29 CH CH220115D patent/CH220115A/en unknown
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