CH183892A - Process for the preparation of a dye. - Google Patents
Process for the preparation of a dye.Info
- Publication number
- CH183892A CH183892A CH183892DA CH183892A CH 183892 A CH183892 A CH 183892A CH 183892D A CH183892D A CH 183892DA CH 183892 A CH183892 A CH 183892A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- amino
- preparation
- carboxylic acid
- toluidine
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 10
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 4
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methyl-N-phenylamine Natural products CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 2
- XATMSWLFSJLJTP-UHFFFAOYSA-N 1-amino-4-(4-methylanilino)anthracene-9,10-dione Chemical compound C1=CC(C)=CC=C1NC1=CC=C(N)C2=C1C(=O)C1=CC=CC=C1C2=O XATMSWLFSJLJTP-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- BIZVHVKTTCPVPP-UHFFFAOYSA-N 1-amino-9,10-dioxoanthracene-2-carbonyl chloride Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC(C(Cl)=O)=C2N BIZVHVKTTCPVPP-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000001816 cooling Methods 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
- 238000004519 manufacturing process Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Farbstoffes. Das Hauptpatent betrifft ein Verfahren zur Herstellung eines Farbstoffes, bei dem 1- Amino - 4 - halogenanthrachinon - 2 - carbon - säuretaurid mit Anilin kondensiert wird.
Es wurde nun gefunden, dass man einen ähnlichen, ebenfalls sehr wertvollen Farb stoff erhält, wenn man .1-Amino-4-halogen- anthrachinon-2-carbonsäuremethyltaurid mit p-Toluidin kondensiert. Die Kondensation wird zweckmässig in Gegenwart von Wasser unter Zusatz von säurebindenden Mitteln und Katalysatoren ausgeführt.
Der erhaltene Farbstoff, das 1-Amino-4- (p - toluidino) - anthrachinon - 2 - carbonsäure- methyltaurid, färbt Wolle aus saurem Bade in grünstichig blauen 'Tönen.
<I>Beispiel:</I> 12 Teile .1-Amino-4-bromanthrachinon-2- carbonsäuremethyltaurid (erhältlich zum Bei spiel durch Kondensation von 1-Amino- anthrachinon-2-carbonsäurechlorid mit Me- thyltaurin in alkalischer Lösung und Bromie- ren) werden in ,100 Teilen Wasser mit 12 Teilen Natriumbicarbonat, 1 Teil Kupfer sulfat und 15 Teilen p-Toluidin so lange auf <B>90'</B> C erhitzt, bis die Farbstoffbildung be endet ist.
Nach dem Erkalten scheidet man den Farbstoff in der üblichen Weise ab.
Process for the preparation of a dye. The main patent relates to a process for the production of a dye in which 1-amino-4-haloanthraquinone-2-carboxylic acid tauride is condensed with aniline.
It has now been found that a similar, also very valuable dye is obtained if 1-amino-4-halogenanthraquinone-2-carboxylic acid methyl tauride is condensed with p-toluidine. The condensation is expediently carried out in the presence of water with the addition of acid-binding agents and catalysts.
The dye obtained, 1-amino-4- (p - toluidino) - anthraquinone - 2 - carboxylic acid methyl tauride, dyes wool from an acid bath in greenish blue shades.
<I> Example: </I> 12 parts .1-Amino-4-bromoanthraquinone-2-carboxylic acid methyl tauride (obtainable, for example, by condensation of 1-amino anthraquinone-2-carboxylic acid chloride with methyl taurine in an alkaline solution and bromine ren) are heated in .100 parts of water with 12 parts of sodium bicarbonate, 1 part of copper sulfate and 15 parts of p-toluidine to <B> 90 '</B> C until the dye formation has ended.
After cooling, the dye is separated off in the usual way.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE183892X | 1933-01-21 | ||
| CH178226T | 1933-12-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH183892A true CH183892A (en) | 1936-04-30 |
Family
ID=25720099
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH183892D CH183892A (en) | 1933-01-21 | 1933-12-20 | Process for the preparation of a dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH183892A (en) |
-
1933
- 1933-12-20 CH CH183892D patent/CH183892A/en unknown
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