DE65282C - Process for the conversion of rhodamine dyes into yellower dyes by means of oxidizing agents - Google Patents
Process for the conversion of rhodamine dyes into yellower dyes by means of oxidizing agentsInfo
- Publication number
- DE65282C DE65282C DENDAT65282D DE65282DA DE65282C DE 65282 C DE65282 C DE 65282C DE NDAT65282 D DENDAT65282 D DE NDAT65282D DE 65282D A DE65282D A DE 65282DA DE 65282 C DE65282 C DE 65282C
- Authority
- DE
- Germany
- Prior art keywords
- dyes
- conversion
- oxidizing agents
- yellower
- rhodamine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000975 dye Substances 0.000 title claims description 7
- 239000007800 oxidant agent Substances 0.000 title claims description 3
- 238000006243 chemical reaction Methods 0.000 title claims 2
- 238000000034 method Methods 0.000 title claims 2
- 239000001022 rhodamine dye Substances 0.000 title 1
- 239000001044 red dye Substances 0.000 claims description 3
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 239000003929 acidic solution Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- NPDODHDPVPPRDJ-UHFFFAOYSA-N permanganate Chemical compound [O-][Mn](=O)(=O)=O NPDODHDPVPPRDJ-UHFFFAOYSA-N 0.000 description 2
- PYWVYCXTNDRMGF-UHFFFAOYSA-N Rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L Zinc chloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 1
- 239000000981 basic dye Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M superoxide Chemical class [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride 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
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/10—Amino derivatives of triarylmethanes
- C09B11/24—Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Die neuerdings bekannt gewordenen blaurothen basischen Farbstoffderivate von Dialkylm-amidophenolen (z. B. die Phtalei'ne, Succine'ine, Benze'fne des Dialkyl-m-amidophenols, ferner die Pyronine) lassen sich durch energische Oxydation in neue Farbstoffe überführen, welche sich von den Ausgangsproducten durch ihre gelbere Nuance unterscheiden.The recently known blue-red basic dye derivatives of dialkylm-amidophenols (e.g. the Phtalei'ne, Succine'ine, Benze'fne of dialkyl-m-amidophenol, also the pyronines) can be converted into new dyes by vigorous oxidation, which differ from the starting products by their yellow nuance.
Die besten Resultate liefert hierbei die Oxydation mit Permanganat in saurer Lösung; auch Superoxyde in heifser, saurer Lösung können angewendet werden.Oxidation with permanganate in acidic solution gives the best results; Super oxides in a hot, acidic solution can also be used.
Statt bei der Oxydation von den Farbstoffen auszugehen, kann man auch deren Reductionspfoducte verwenden. In diesem Falle entsteht bei der Oxydation zunächst der blaurothe Farbstoff, welcher alsdann bei weiterer Einwirkung in den gelbrothen übergeht.Instead of starting from the dyes in the oxidation, one can also use their reduction products use. In this case the blue-red dye is formed first during the oxidation, which then turns into the yellow-red with further action.
Man ist dabei in der Lage, durch wechselnde Mengen des Oxydationsmittels die Nuance des ursprünglichen blaurothen Farbstoffes mehr oder weniger nach gelbroth hin zu verändern.One is able to change the amount of the oxidizing agent to change the nuance of the to change the original bluish-red dye more or less to yellowish-red.
Die neuen Farbstoffe sind ebenso wie die Ausgangsproducte basischer Natur. Sie lösen sich in Wasser und Spiritus mit Scharlach- bis gelbrother Farbe auf; besonders die Spirituslösung zeigt eine charakteristische, intensiv grünliche Fluorescenz. Sie eignen sich besonders zum Färben von gebeizter Baumwolle und von Seide; auch auf ungeheizter Baumwolle fixiren sie sich in bemerkenswerthem Grade. Sie stehen allen chemischen Eigenschaften nach den aus Monoalkyl-m-amidophenolen erhaltenen Farbstoffen nahe.The new dyes, like the starting products, are of a basic nature. You solve in water and alcohol with a scarlet to yellow-red color; especially the alcohol solution shows a characteristic, intensely greenish fluorescence. They are particularly suitable for dyeing stained cotton and silk; even on unheated cotton fixate themselves in a remarkable degree. They face all chemical properties close to the dyes obtained from monoalkyl-m-amidophenols.
8 kg Bernsteinsäurerhodamin werden in 400 1 Wasser und 50 1 Essigsäure gelöst und die kalte Lösung unter Umrühren mit einer Lösung von 4 kg Permanganat in 100 1 Wasser versetzt. Die Oxydation findet schon in der Kälte statt.8 kg of succinic acid rhodamine are dissolved in 400 1 of water and 50 1 of acetic acid and the cold solution with stirring with a solution of 4 kg of permanganate in 100 l of water offset. The oxidation takes place in the cold.
Nach einigem Stehen wird aufgekocht, filtrirt und der Farbstoff aus dem Filtrat mit Chlorzink gefällt.After standing for a while it is boiled and filtered, and the dye is removed from the filtrate with zinc chloride pleases.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE65282C true DE65282C (en) |
Family
ID=339087
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT65282D Expired - Lifetime DE65282C (en) | Process for the conversion of rhodamine dyes into yellower dyes by means of oxidizing agents |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE65282C (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2525834A (en) * | 1947-02-25 | 1950-10-17 | Alfred F Schmutzler | Process of toner manufacture |
| WO2010067078A2 (en) | 2008-12-10 | 2010-06-17 | Wista Laboratories Ltd. | 3,6-disubstituted xanthylium salts as medicaments |
-
0
- DE DENDAT65282D patent/DE65282C/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2525834A (en) * | 1947-02-25 | 1950-10-17 | Alfred F Schmutzler | Process of toner manufacture |
| WO2010067078A2 (en) | 2008-12-10 | 2010-06-17 | Wista Laboratories Ltd. | 3,6-disubstituted xanthylium salts as medicaments |
| EP3689346A1 (en) | 2008-12-10 | 2020-08-05 | WisTa Laboratories Ltd. | 3,6-disubstituted xanthylium salts |
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