CH119632A - Process for the production of an indigoid dye of the anthracene series. - Google Patents

Process for the production of an indigoid dye of the anthracene series.

Info

Publication number
CH119632A
CH119632A CH119632DA CH119632A CH 119632 A CH119632 A CH 119632A CH 119632D A CH119632D A CH 119632DA CH 119632 A CH119632 A CH 119632A
Authority
CH
Switzerland
Prior art keywords
production
anthracene
oxythiophene
dye
indigoid dye
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH119632A publication Critical patent/CH119632A/en

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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)
  • Coloring (AREA)

Description

  

  Verfahren zur Herstellung eines     indigoiden        Farbstoffes    der     Antliraeenreilie.       Es wurde gefunden, dass man einen neuen       indigoiden    Farbstoff aus     2,1-Anthracen-          oxythiophen    und     2,3-Naphthooxythiophen     erhält, wenn man auf eine dieser Komponen  ten eine aromatische     Nitrosoverbindung    ein  wirken lässt und das so erhaltene     Anil    mit  der zweiten Komponente kondensiert.

   Der  neue Farbstoff ist in Schwefelsäure mit  grüner Farbe löslich; er bildet mit     Hydro-          sulfit    und Natronlauge eine rote     Küpe,    aus  welcher Baumwolle in echten, gedeckten  blaustichigen Bordeauxtönen gefärbt wird.    <I>Beispiel</I>    20 Teile     2,3-Naphthooxythiophen,    280  Teile Alkohol, 280 Teile Wasser und 13  Teile 30     %ige    Natronlauge werden zusam  men auf 40' erwärmt, mit einer Lösung von  16 Teilen     Nitrosodimethylanilin    in 100 Tei  len Alkohol versetzt und eine Stunde bei  dieser Temperatur gerührt.

   Hierauf filtriert  man das abgeschiedene     p-Dimethylaminoanil     des     2,3-Thionaphthisatins.       33 Teile dieser Verbindung werden nun  mit 25 Teilen     2,1-Anthracenoxythiophen    und  500 Teilen     Pyridin    oder     Trichlorbenzol    zwei  Stunden unter     Rückfluss    gekocht. Der aus  geschiedene Farbstoff wird abgesaugt, ge  waschen und getrocknet.    Derselbe Farbstoff entsteht auch, wenn  man statt der     Oxythiophenverbindung    die       entsprechendeThiogylkolkarbonsäure    verwen  det.

   In diesem Falle arbeitet man in Gegen  wart von     Essigsäureanhydrid    und Natrium  acetat,     wobei    die     Oxythiophenverbindung    zu  nächst entsteht und 'dann mit den vorhan  denen Komponenten reagiert.



  Process for the production of an indigoid dye of the anti-lirae. It has been found that a new indigoid dye is obtained from 2,1-anthracene oxythiophene and 2,3-naphthooxythiophene if an aromatic nitroso compound is allowed to act on one of these components and the anil thus obtained is condensed with the second component.

   The new dye is soluble in sulfuric acid with a green color; Together with hydrosulfite and caustic soda, it forms a red vat, from which cotton is dyed in genuine, muted blue-tinged Bordeaux tones. <I> Example </I> 20 parts of 2,3-naphthooxythiophene, 280 parts of alcohol, 280 parts of water and 13 parts of 30% sodium hydroxide solution are heated together to 40 ′ with a solution of 16 parts of nitrosodimethylaniline in 100 parts of alcohol added and stirred for one hour at this temperature.

   The p-dimethylaminoanil of 2,3-thionaphthisatin which has separated out is then filtered off. 33 parts of this compound are then refluxed for two hours with 25 parts of 2,1-anthracene oxythiophene and 500 parts of pyridine or trichlorobenzene. The separated dye is filtered off, washed and dried. The same dye is also produced if the corresponding thioglycolic acid is used instead of the oxythiophene compound.

   In this case, you work in the presence of acetic anhydride and sodium acetate, the oxythiophene compound is formed next and 'then reacts with the existing components.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines indi- goiden Farbstoffes der Anthracenreihe aus 2,1-Anthracenoxythiophen und 2,3-Naphtho- oxythiophen, dadurch gekennzeichnet, dass man auf eine dieser Komponenten eine aro matische Nitrosoverbindung einwirken lässt und das so erhaltene Anil mit der zweiten Komponente kondensiert. PATENT CLAIM: Process for the production of an indigoid dye of the anthracene series from 2,1-anthracene oxythiophene and 2,3-naphtho oxythiophene, characterized in that one of these components is allowed to act on an aromatic nitroso compound and the anil thus obtained with the second Component condensed. Der neue Farb stoff ist in Schwefelsäure mit grüner Farbe löslich; er bildet mit Hydrosulfit und Na tronlauge eine rote Küpe, aus welcher Baumwolle in echten, gedeckten blaustichi gen Bordeauxtönen gefärbt wird. The new dye is soluble in sulfuric acid with a green color; Together with hydrosulphite and sodium hydroxide solution, it forms a red vat, from which cotton is dyed in genuine, muted blue-tinged Bordeaux tones.
CH119632D 1923-01-24 1925-03-18 Process for the production of an indigoid dye of the anthracene series. CH119632A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH103649T 1923-01-24
CH119632T 1925-03-18

Publications (1)

Publication Number Publication Date
CH119632A true CH119632A (en) 1927-04-01

Family

ID=25706548

Family Applications (1)

Application Number Title Priority Date Filing Date
CH119632D CH119632A (en) 1923-01-24 1925-03-18 Process for the production of an indigoid dye of the anthracene series.

Country Status (1)

Country Link
CH (1) CH119632A (en)

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