CH308896A - Process for the preparation of an asymmetric indigoid dye. - Google Patents
Process for the preparation of an asymmetric indigoid dye.Info
- Publication number
- CH308896A CH308896A CH308896DA CH308896A CH 308896 A CH308896 A CH 308896A CH 308896D A CH308896D A CH 308896DA CH 308896 A CH308896 A CH 308896A
- Authority
- CH
- Switzerland
- Prior art keywords
- formula
- dye
- asymmetric
- remainder
- preparation
- Prior art date
Links
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
- C09B7/06—Indone-thionapthene indigos
-
- 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)
- Coloring (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Description
Verfahren zur Herstellung eines asymmetrischen indigoiden Farbstoffes. Es wurde gefunden, dass ein asymmetri- scher indigoider Küpenfarbstoff hergestellt werden kann, indem man eine den Rest der Pormel
EMI0001.0008
abgebende Verbindung mit einer den Rest der Formel
EMI0001.0009
abgebenden Verbindung kondensiert. Der neue Farbstoff der Formel
EMI0001.0011
stellt ein braunviolettes Pulver dar und zeigt in konzentrierter Schwefelsäure blauviolette Färbung.
Der Farbstoff ergibt nach dem übli chen Pottaschedruckverfahren auf Baumwolle dunkelbraune Töne von sehr guter Lichtecht heit.
Als Verbindung, die den Rest der erst genannten Formel abgibt, kann zweckmässig das 5-Methoxy-6-chlor-3-oxythionaphthen ver wendet werden, und als Verbindung, die den Rest der zweitgenannten Formel abgibt, kann zweckmässig ein Anil, insbesondere das 2-(p- Dimethylamino)-anil des 4,5-Benzo-3-oxythio- naphthens zur Anwendung gelangen.
Die Kondensation kann nach den an sich bekannten, in der indigoiden Chemie üblichen Methoden, beispielsweise durch Zusammen bringen der Komponenten in. einem indifferen ten Lösungsmittel, wie Benzol und insbeson dere Chlorbenzol, bei leicht erhöhter Tem peratur herbeigeführt werden.
Beispiel: 28,5 Teile 5-Methoxy-6-chlor-3-oxythio- naphthen werden in 1000 Teilen Chlorbenzol gelöst und mit 44,0 Teilen 2-(p-Dimethyl- amino)-anil des 4,5-Benzo-3-oxythionaphthens während einigen Stunden bei 80 bis 90 kon densiert. Der in guter Ausbeute abgeschiedene Farbstoff wird filtriert, mit Chlorbenzol und Alkohol ausgewaschen und getrocknet.
Process for the preparation of an asymmetric indigoid dye. It has been found that an asymmetric indigoid vat dye can be made by adding one of the remainder of the formula
EMI0001.0008
donating compound with a the remainder of the formula
EMI0001.0009
condensing compound emitting. The new dye in the formula
EMI0001.0011
represents a brown-violet powder and shows blue-violet coloration in concentrated sulfuric acid.
The dye produces dark brown shades of very good lightfastness on cotton using the customary potash printing process.
As a compound that gives off the remainder of the first-mentioned formula, 5-methoxy-6-chloro-3-oxythionaphthene can conveniently be used, and as a compound that gives off the remainder of the second-mentioned formula, an anil, in particular the 2nd - (p-Dimethylamino) -anil of 4,5-benzo-3-oxythio- naphthens are used.
The condensation can be brought about by methods known per se and customary in indigoid chemistry, for example by bringing the components together in an indifferent solvent, such as benzene and in particular chlorobenzene, at a slightly elevated temperature.
Example: 28.5 parts of 5-methoxy-6-chloro-3-oxythio naphthene are dissolved in 1000 parts of chlorobenzene and mixed with 44.0 parts of 2- (p-dimethylamino) anil of 4,5-benzo-3 -oxythionaphthens condenses at 80 to 90 for a few hours. The dyestuff which has separated out in good yield is filtered off, washed out with chlorobenzene and alcohol and dried.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH308896T | 1951-08-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH308896A true CH308896A (en) | 1955-08-15 |
Family
ID=4493622
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH308896D CH308896A (en) | 1951-08-23 | 1951-08-23 | Process for the preparation of an asymmetric indigoid dye. |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH308896A (en) |
DE (1) | DE1017304B (en) |
FR (1) | FR1061518A (en) |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE582613C (en) * | 1930-11-17 | 1933-08-17 | Chem Ind Basel | Process for the production of asymmetrical indigoid dyes |
DE631655C (en) * | 1933-06-09 | 1936-06-25 | I G Farbenindustrie Akt Ges | Process for the production of asymmetrical indigoid dyes |
CH184196A (en) * | 1934-02-10 | 1936-05-15 | Ig Farbenindustrie Ag | Process for the production of an indigoid vat dye. |
DE637210C (en) * | 1934-02-11 | 1936-10-23 | I G Farbenindustrie Akt Ges | Process for the production of indigoid dyes |
DE663314C (en) * | 1935-04-19 | 1938-08-03 | I G Farbenindustrie Akt Ges | Process for the production of indigoid dyes |
-
1951
- 1951-08-23 CH CH308896D patent/CH308896A/en unknown
-
1952
- 1952-08-16 DE DEC6279A patent/DE1017304B/en active Pending
- 1952-08-19 FR FR1061518D patent/FR1061518A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE1017304B (en) | 1957-10-10 |
FR1061518A (en) | 1954-04-13 |
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