CH267878A - Process for the preparation of an acidic dye of the anthraquinone series. - Google Patents
Process for the preparation of an acidic dye of the anthraquinone series.Info
- Publication number
- CH267878A CH267878A CH267878DA CH267878A CH 267878 A CH267878 A CH 267878A CH 267878D A CH267878D A CH 267878DA CH 267878 A CH267878 A CH 267878A
- Authority
- CH
- Switzerland
- Prior art keywords
- blue
- dye
- anthraquinone
- good
- 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
- C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
- C09B1/343—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated only sulfonated in the anthracene nucleus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 263286. Verfahren zur Herstellung eines sauren Farbstoffes der Anthrachinonreihe. Es wurde gefunden, dass man neue An- thrachinonfarbstoffe dadurch herstellen kann, dass man Anthraehinonverbindungen der all gemeinen Formel
EMI0001.0007
worin X Halogen oder Sulfo, Y Halogen und Z Wasserstoff oder Sulfo bedeuten, mit aro- matisehen Aminen der allgemeinen Formel
EMI0001.0012
worin R ein Arylkern und R,
Wasserstoff oder Alkyl bedeuten, kondensiert, und wenn X ein Halogenatom bedeutet, dieses in übli cher Weise durch eine Sulfogruppe ersetzt.
Die so gewonnenen Farbstoffe färben ani malische Fasern in blauen Tönen an, die gute Licht- und Nasseelitheit besitzen und sich von den Farbstoffen gemäss der sehweiz. Patent selirift Nr. 150808 und dem U. S. A.-Patent Nr. 1927125 besonders durch eine stark ge steigerte Walkechtheit unterscheiden.
Zur Herstellung dieser Farbstoffe werden als aroylierte aromatische Aminoverbindun- gen zum Beispiel o-, in-, p-Benzoylamino-ani- lin; o-, m-, p-(o'-Chlorbenzoyl-methylamino)- anhin; o-, m-, p-(p'-Toluyl-äthylamino)-ani- lin; o-, m-, p-(m'-Phenyl-benzoyl-butyl-amino)- m-, -p-, -o-toluidin; o-, m-, p-Benzoylamino-in-, -p-, -o-ehloranilin und viele andere mehr ver wendet.
Das vorliegende Patent betrifft ein Ver fahren zur Herstellung eines neuen sauren Farbstoffes der Anthrachinonreihe und ist i da durch gekennzeichnet, dass man 1-amino-4- brom-anthrachinon-2-sulfonsaures Natrium mit m-Aminobenzanilid kondensiert.
Im folgenden Beispiel bedeuten Teile Ge wichtsteile.
<I>Beispiel:</I> 20,2 Teile 1-amino-4-brom-anthraehinon-2- sulfonsaures Natrium, 15,9 Teile m-Amino- benzanilid, 8 Teile Natriumbikarbonat, 0,4 Teile Kupferbronze, 60 Teile Äthanol und 120 Teile Wasser werden unter Rühren während drei Stunden auf 700 erhitzt.
Die blau gewordene Kondensationsmasse wird auf übliche Weise aufgearbeitet und lie fert nach dem Trocknen ein blaues Farbstoff pulver, das sich in warmem Wasser klar blau löst. Die Farbe der Lösung in konzentrierter Schwefelsäure ist hell blaugrün, beim Zusatz von wenig Paraformaldehyd tritt ein Um schlag nach tiefgrasgrün ein. Der neue Farb stoff färbt Wolle, Seide und andere tierische Fasern sowie künstliche Fasern, wie z. B. Nylon, in schönen blauen Tönen an. Die Fär bungen sind von guter Lichtechtheit, sehr guter Wasch- und Schweissechtheit und guter Walkechtheit.
Additional patent to main patent No. 263286. Process for the production of an acidic dye of the anthraquinone series. It has been found that new anthraquinone dyes can be prepared by using anthraquinone compounds of the general formula
EMI0001.0007
wherein X is halogen or sulfo, Y is halogen and Z is hydrogen or sulfo, with aromatic amines of the general formula
EMI0001.0012
where R is an aryl nucleus and R,
Denotes hydrogen or alkyl, condensed, and when X denotes a halogen atom, this is replaced by a sulfo group in a customary manner.
The dyes obtained in this way dye ani malic fibers in blue tones, which have good light and wet elicity and differ from the dyes according to the sehweiz. Patent selirift no. 150808 and the U.S.A. patent no. 1927125 differ particularly through a greatly increased flexing fastness.
To produce these dyes, the aroylated aromatic amino compounds, for example, o-, in-, p-benzoylamino-aniline; o-, m-, p- (o'-chlorobenzoyl-methylamino) - anhin; o-, m-, p- (p'-toluylethylamino) aniline; o-, m-, p- (m'-phenyl-benzoyl-butyl-amino) -m-, -p-, -o-toluidine; o-, m-, p-Benzoylamino-in, -p-, -o-ehloraniline and many others are used.
The present patent relates to a process for the production of a new acidic dye of the anthraquinone series and is characterized in that 1-amino-4-bromo-anthraquinone-2-sulfonic acid sodium is condensed with m-aminobenzanilide.
In the following example, parts mean parts by weight.
<I> Example: </I> 20.2 parts of 1-amino-4-bromo-anthraquinone-2-sulfonic acid sodium, 15.9 parts of m-aminobenzanilide, 8 parts of sodium bicarbonate, 0.4 part of copper bronze, 60 parts Ethanol and 120 parts of water are heated to 700 for three hours while stirring.
The condensation mass, which has turned blue, is worked up in the usual way and, after drying, delivers a blue dye powder that dissolves in warm water to give a clear blue color. The color of the solution in concentrated sulfuric acid is light blue-green; if a little paraformaldehyde is added, it changes to deep grass green. The new dye dyes wool, silk and other animal fibers as well as artificial fibers such as. B. Nylon, in beautiful blue tones. The dyeings are of good lightfastness, very good fastness to washing and perspiration and good fastness to milled.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH267878T | 1947-06-25 | ||
CH263286T | 1947-06-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH267878A true CH267878A (en) | 1950-04-15 |
Family
ID=25730639
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH267878D CH267878A (en) | 1947-06-25 | 1947-06-25 | Process for the preparation of an acidic dye of the anthraquinone series. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH267878A (en) |
-
1947
- 1947-06-25 CH CH267878D patent/CH267878A/en unknown
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