CH245577A - Process for the preparation of a vat dye mixture. - Google Patents
Process for the preparation of a vat dye mixture.Info
- Publication number
- CH245577A CH245577A CH245577DA CH245577A CH 245577 A CH245577 A CH 245577A CH 245577D A CH245577D A CH 245577DA CH 245577 A CH245577 A CH 245577A
- Authority
- CH
- Switzerland
- Prior art keywords
- mixture
- dye mixture
- preparation
- vat dye
- vat
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 15
- 238000000034 method Methods 0.000 title claims description 5
- 239000000984 vat dye Substances 0.000 title claims 2
- 239000000975 dye Substances 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- XCSNRORTQRKCHB-UHFFFAOYSA-N 2-chloro-6-nitrotoluene Chemical compound CC1=C(Cl)C=CC=C1[N+]([O-])=O XCSNRORTQRKCHB-UHFFFAOYSA-N 0.000 description 1
- PLAZTCDQAHEYBI-UHFFFAOYSA-N 2-nitrotoluene Chemical compound CC1=CC=CC=C1[N+]([O-])=O PLAZTCDQAHEYBI-UHFFFAOYSA-N 0.000 description 1
- SQFLFRQWPBEDHM-UHFFFAOYSA-N 4-chloro-1-methyl-2-nitrobenzene Chemical compound CC1=CC=C(Cl)C=C1[N+]([O-])=O SQFLFRQWPBEDHM-UHFFFAOYSA-N 0.000 description 1
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000007858 starting material 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
- C09B7/00—Indigoid dyes
- C09B7/10—Bis-thionapthene indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 240798. Verfahren zur Herstellung eines Nüpenfarbstoffgemisehes. Es wurde gefunden, dass ein wertvolles Rüpenfarbstoffgemisch hergestellt werden kann, wenn man ein Gemisch von die Reste
EMI0001.0004
abgebenden Verbindungen, das etwa '/3 der in 4"Stellung chlorierten Komponente ent hält, mit einer den Rest
EMI0001.0008
abgebenden Verbindung kondensiert.
Das neue Farbstoffgemisch ist ein rotes Pulver und färbt Baumwolle aus rötlich- gelber Küpe in kräftigen roten Tönen von guter Echtheit.
Ein bei dem vorliegenden Verfahren als Ausgangsstoff verwendbares Ogythionaph- thengemisch kann. wie folgt erhalten werden: o-Nitrotoluol wird bei mässiger Tempera tur in Gegenwart von Halogenüberträgern chloriert. Man erhält ein Gemisch, das rund 66 % 6-Chlor-2-nitro-l-methylbenzol und rund 34 ,wo 4-Chlor-2-nitro-l-methylbenzol aufweist.
Dieses Gemisch wird reduziert, das erhaltene Amingemisch wird diazotiert, mit Xan- thogenaten umgesetzt und in üblicher Weise zum Gemisch der entsprechenden Ogythio- naphthene weiterverarbeitet (vergl. auch ITelv. Chim. Acta, Band 12, S.. 9312, 1929).
Das so erhaltene Ogythionaphthengemisch kann nun. in an sich üblicher Weise in einem indifferenten Lösungsmittel mit einem Anil, z.B. dem p-Dimethylaminoanil, des 4,7-Di- methyl - 5 - chlorogythionaphthens kondensiert werden.
Ebenso ist es möglich, das Ogy- thionaphthengemisch in ein passendes Anil, z. B. wieder in das p-Dimethylaminoanil, überzuführen und hierauf mit dem 4,7-Di- methyl-5-chloroxythionaphthen selbst zu kon densieren.
<I>Beispiel:</I> 19,85 g eines trockenen Gemisches von 6-Chlor-7-methyl-3-oxythionaphthen und 4- Chlor-7-methyl-3-oxythionaphthen, das etwa 1j,, der in 4-Stellung chlorierten Kompo nente enthält, werden zusammen mit 34,5 g 4,7 - Dimethyl - 5 - chlorthionaphthenchinon - p-dimethylaminoanil in 500 cm@ Chlorbenzol gelöst und 10 bis 14 Stunden bei 80 bis. 82 C gerührt.
Der in guter Ausbeute entstandene Farbstoff wird abfiltriert und mit Chlor benzol nachgewaschen.
Additional patent to main patent no. 240798. Process for the production of a nub dye mixture. It has been found that a valuable beet dye mixture can be made by mixing the residues
EMI0001.0004
releasing compounds, which contains about 1/3 of the chlorinated component in the 4 "position, with one the rest
EMI0001.0008
condensing compound emitting.
The new dye mixture is a red powder and dyes cotton from a reddish-yellow vat in strong red tones with good fastness.
An ogythionaphthene mixture which can be used as starting material in the present process can. be obtained as follows: o-Nitrotoluene is chlorinated at moderate tempera ture in the presence of halogen carriers. A mixture is obtained which has around 66% 6-chloro-2-nitro-1-methylbenzene and around 34% where 4-chloro-2-nitro-1-methylbenzene.
This mixture is reduced, the amine mixture obtained is diazotized, reacted with xanthogenates and further processed in the customary manner to form the mixture of the corresponding ogythionaphthenes (see also ITelv. Chim. Acta, Volume 12, pp. 9312, 1929).
The ogythionaphthen mixture thus obtained can now. in a conventional manner in an inert solvent with an anil, e.g. the p-dimethylaminoanil, the 4,7-dimethyl - 5 - chlorogythionaphthens are condensed.
It is also possible to convert the ogythionaphthene mixture into a suitable anil, e.g. B. again in the p-dimethylaminoanil, and then condense with the 4,7-dimethyl-5-chloroxythionaphthen itself to kon.
<I> Example: </I> 19.85 g of a dry mixture of 6-chloro-7-methyl-3-oxythionaphthene and 4- chloro-7-methyl-3-oxythionaphthene, which is about 1j, which is in 4- Position contains chlorinated component, are dissolved together with 34.5 g of 4,7 - dimethyl - 5 - chlorothionaphthenchinone - p-dimethylaminoanil in 500 cm @ chlorobenzene and 10 to 14 hours at 80 to. 82 C stirred.
The dyestuff formed in good yield is filtered off and washed with chlorobenzene.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH245577T | 1944-08-03 | ||
| CH240798T | 1944-08-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH245577A true CH245577A (en) | 1946-11-15 |
Family
ID=25728545
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH245577D CH245577A (en) | 1944-08-03 | 1944-08-03 | Process for the preparation of a vat dye mixture. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH245577A (en) |
-
1944
- 1944-08-03 CH CH245577D patent/CH245577A/en unknown
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