DE542177C - Process for the preparation of a sulfur-containing Kuepen dye - Google Patents

Process for the preparation of a sulfur-containing Kuepen dye

Info

Publication number
DE542177C
DE542177C DE1929542177D DE542177DD DE542177C DE 542177 C DE542177 C DE 542177C DE 1929542177 D DE1929542177 D DE 1929542177D DE 542177D D DE542177D D DE 542177DD DE 542177 C DE542177 C DE 542177C
Authority
DE
Germany
Prior art keywords
dye
sulfur
preparation
kuepen
oxythionaphthene
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
Application number
DE1929542177D
Other languages
German (de)
Inventor
Dr Wilhelm Bauer
Dr Ludwig Zeh
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Application granted granted Critical
Publication of DE542177C publication Critical patent/DE542177C/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B7/00Indigoid dyes
    • C09B7/10Bis-thionapthene indigos

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

Verfahren zur Darstellung eines schwefelhaltigen Küpenfarbstoffs Es wurde gefunden, dafj man einen roten schwefelhaltigen Küpenfaxbstof£ dadurch erhält, daB man ein 2-Anil des 2 # 3-Diketodihydrothionaphthens mit 4.6-Dichlor-3-oxythionaphthen oder ein 2-Anil des 4. 6-Dichlor-2#3-diketohydrothionaphthens mit 3-Oxythionaphthen umsetzt. Der so erhältliche asymmetrische 4.6-Dichlorbisthionaphthenindigo ist dadurch ausgezeichnet, äaß er aus der Küpe auf die Textilfaser aufgefärbt nach der Oxydation klare kräftige Rubintöne von sehr guter Chlor- und Kochechtheit liefert. Außerdem besitzen die Färbungen eine Lichtechtheit, wie sie mit Küpenfarbstoffen derselben Nuance bisher noch nicht erreicht werden konnte. Der Farbstoff eignet sich seiner leichten Fixierbarkeit wegen auch besonders für Zeugdruck.Process for the preparation of a sulfur-containing vat dye Es it was found that a red, sulfur-containing vat pulp is obtained by that a 2-anil of 2 # 3-diketodihydrothionaphthene is used with 4,6-dichloro-3-oxythionaphthene or a 2-anil of the 4. 6-dichloro-2 # 3-diketohydrothionaphthene with 3-oxythionaphthene implements. The asymmetric 4,6-dichlorobisthionaphthene indigo thus obtainable is thereby Excellent, he ate from the vat colored on the textile fiber after the oxidation delivers clear, strong ruby tones of very good chlorine and boiling fastness. aside from that the dyeings have a lightfastness as they do with vat dyes Nuance has not yet been achieved. The dye is suitable for him easy to fix because also especially for stuff printing.

Beispiel 282 Gewichtsteile 2-p-Dimethylaminoanil des 2 # 3-Diketohydrothionaphthens und 21y Gewichtsteile 4. 6-Dichlor-3-oxythionaphthen werden in 40oo Gewichtsteilen Eisessig so lange unter Rühren erhitzt, bis die Abscheidung des Farbstoffs beendet ist. Der Farbstoff stellt nach dem Absaugen, Auswaschen und Trocknen ein rosarotes kristallinisches Pulver dar, das in organischen Lösungsmitteln wenig, in konzentrierter Schwefelsäure schwer mit grüner Farbe löslich ist. Er gibt mit alkalischem Hydrosulfit eine gelbe Küpe, aus der die Textilfaser nach dem Oxydieren echt rubinrot gefärbt wird. Die Färbungen sind durch besondere Lichtechtheit ausgezeichnet.Example 282 parts by weight of 2-p-dimethylaminoanil of 2 # 3-diketohydrothionaphthene and 21y parts by weight 4. 6-dichloro-3-oxythionaphthene are in 40oo parts by weight Glacial acetic acid is heated with stirring until the dye has stopped separating is. The dye turns pink after suction, washing and drying crystalline powder, which is little in organic solvents, in concentrated Sulfuric acid is difficult to dissolve with green color. He gives with alkaline hydrosulfite a yellow vat from which the textile fiber is dyed ruby red after oxidizing will. The dyeings are distinguished by their particular lightfastness.

Derselbe Farbstoff entsteht, wenn man 351 Gewichtsteile des durch Einwirkung von Nitrosodimethylanilin auf eine alkalische Lösung des 4 # 6-Dichloroxythionaphthens erhältlichen a-(p-Dimethylamino-) anils des 4. 6-Dichlor-2# 3-diketohydrotbionaphthensmit I5oGewichtsteilen 3-Oxythionaphthen in Eisessig erhitzt. Das 4.6-Dichlor-3-oxythionaphthen ist leicht darstellbar, z. B. durch Behandeln des Chlorids der 3#5-Dichlorphenyl-I-thioglykolsäure mit Aluminiumchlorid.The same dye is formed if you add 351 parts by weight of the Action of nitrosodimethylaniline on an alkaline solution of 4 # 6-Dichloroxythionaphthens available a- (p-dimethylamino) anil des 4. 6-dichloro-2 # 3-diketohydrotbionaphthensmit 150 parts by weight of 3-oxythionaphthene heated in glacial acetic acid. 4.6-dichloro-3-oxythionaphthene is easy to represent, e.g. B. by treating the chloride of 3 # 5-dichlorophenyl-I-thioglycolic acid with aluminum chloride.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines schwefelhaltigen Küpenfarbstoffs, darin bestehend, daß man 4 # 6-Dichlor-3-oxythionaphthen mit einem reaktionsfähigen a-Derivat des 3-Oxythionaphthens oder ein reaktionsfähiges a-Derivat des 4# 6-Dichlor-3-oxythionaphthens mit 3-Oxythionaphthen kondensiert. Claim: A process for the preparation of a sulfur-containing vat dye, consisting in that 4 # 6-dichloro-3-oxythionaphthene is mixed with a reactive α-derivative of 3-oxythionaphthene or a reactive α-derivative of 4 # 6-dichloro-3-oxythionaphthene 3-oxythionaphthene condensed.
DE1929542177D 1929-07-30 1929-07-30 Process for the preparation of a sulfur-containing Kuepen dye Expired DE542177C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE542177T 1929-07-30

Publications (1)

Publication Number Publication Date
DE542177C true DE542177C (en) 1932-01-21

Family

ID=6559568

Family Applications (1)

Application Number Title Priority Date Filing Date
DE1929542177D Expired DE542177C (en) 1929-07-30 1929-07-30 Process for the preparation of a sulfur-containing Kuepen dye

Country Status (1)

Country Link
DE (1) DE542177C (en)

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