CH134367A - Process for the preparation of a nitrogenous vat dye. - Google Patents

Process for the preparation of a nitrogenous vat dye.

Info

Publication number
CH134367A
CH134367A CH134367DA CH134367A CH 134367 A CH134367 A CH 134367A CH 134367D A CH134367D A CH 134367DA CH 134367 A CH134367 A CH 134367A
Authority
CH
Switzerland
Prior art keywords
violet
reaction
allowed
take place
vat dye
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
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
Priority claimed from US199420A external-priority patent/US1841961A/en
Application filed by Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Priority claimed from US296089A external-priority patent/US1841963A/en
Priority claimed from GB3820628A external-priority patent/GB327175A/en
Publication of CH134367A publication Critical patent/CH134367A/en

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
    • C09B3/00Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
    • C09B3/70Benzo-, naphtho-, and anthra-dianthrones
    • C09B3/74Preparation from starting materials already containing the benzo, naphtho-, or anthradianthrone nucleus
    • C09B3/76Preparation from starting materials already containing the benzo, naphtho-, or anthradianthrone nucleus by halogenation
    • 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
    • C09B3/00Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
    • C09B3/70Benzo-, naphtho-, and anthra-dianthrones
    • C09B3/74Preparation from starting materials already containing the benzo, naphtho-, or anthradianthrone nucleus

Description

  

  Verfahren zur Darstellung eines stickstoffhaltigen     Küpenfarbstoffes.       Es wurde gefunden, dass man einen sehr  wertvollen neuen     Küpenfarbstoff    erhält; wenn  man     Trihalogenpyranthron    hergestellt durch       Halogenieren    von     Pyranthron    in     Chlorsulfon-          säure    mit     1-Aminoanthrachinon    in der Weise  umsetzt, dass 1     Mol.        Trihalogenpyranthron     mit 3     Mol.        Aminoanthrachinon    reagiert.

   Der  Farbstoff entsteht zum Beispiel in vorzüglicher  Ausbeute, wenn man das     Trihalogenpyran-          thron    mit     1-Aminoanthrachinon    erhitzt, wo  bei es vorteilhaft ist, in Gegenwart hochsie  dender Lösungsmittel zu arbeiten. Statt  hochsiedender Lösungsmittel kann man auch  hochsiedende Verdünnungsmittel anwenden,  und es ist oftmals auch von Vorteil, wenn  bei der Umsetzung die Reaktion fördernde       Stoffe,    wie Katalysatoren, säurebindende Mittel       etc.    zugegen sind.  



  Der neue     Küpenfarbstoff    enthält kein  Halogen mehr. Er stellt ein     violettschwarzes     Pulver dar, das sich in konzentrierter Schwe  felsäure mit blauvioletter Farbe löst und    Baumwolle aus violetter     Küpe    in violett  schwarzen Tönen anfärbt.  



       Beispiel:     Man kocht während 8 Stunden unter  Rühren eine Suspension von 64 Teilen     Tri-          brompyranthron,    30 Teilen     Natriumacetat,     10 Teilen Kupferkarbonat und 66 Teilen 1  Aminoanthrachinon in 500 Teilen Nitrobenzol.  Nach dem Erkalten saugt man ab und ent  fernt aus dem Rückstand die anorganischen  Bestandteile mit Wasser.



  Process for the preparation of a nitrogenous vat dye. It has been found that a very valuable new vat dye is obtained; when trihalopyranthrone prepared by halogenating pyranthrone in chlorosulfonic acid is reacted with 1-aminoanthraquinone in such a way that 1 mole of trihalopyranthrone reacts with 3 moles of aminoanthraquinone.

   The dye is produced in excellent yield, for example, if the trihalopyranothrone is heated with 1-aminoanthraquinone, where it is advantageous to work in the presence of high-boiling solvents. Instead of high-boiling solvents, high-boiling diluents can also be used, and it is often also advantageous if substances which promote the reaction, such as catalysts, acid-binding agents, etc., are present during the reaction.



  The new vat dye no longer contains halogen. It is a violet-black powder that dissolves in concentrated sulfuric acid with a blue-violet color and dyes cotton from a violet vat in violet-black tones.



       Example: A suspension of 64 parts of tribromopyranthrone, 30 parts of sodium acetate, 10 parts of copper carbonate and 66 parts of 1 aminoanthraquinone in 500 parts of nitrobenzene is boiled for 8 hours while stirring. After cooling, it is filtered off with suction and the inorganic constituents are removed from the residue with water.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines stick stoffhaltigen Küpenfarbstoffes, dadurch ge kennzeichnet, dass man Trihalogenpyranthron hergestellt durch Halogenieren von Pyranthron in Chlorsulforisäure mit 1-Aminoanthracbinon in der Weise umsetzt, dass 1 Mol. Trihalogen- pyranthron mit 3 Mol. 1-Aminoanthrachinon reagiert. PATENT CLAIM: Process for the preparation of a nitrogen-containing vat dye, characterized in that trihalopyranthrone prepared by halogenating pyranthrone in chlorosulforic acid is reacted with 1-aminoanthracbinone in such a way that 1 mol. Trihalogenpyranthrone reacts with 3 mol. 1-Aminoanthraquinone. Der neue Küpenfarbstoff ist ein violett schwarzes Pulver, das sich in konzentrierter Schwefelsäure mit blauvioletter Farbe löst und Baumwolle aus violetter Küpe in violett schwarzen Tönen anfärbt. Er enthält kein Halogen mehr. UNTERANSPRüCHE 1. Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass man die Umsetzung in Anwesenheit eines hochsiedenden Lö sungsmittels erfolgen lässt. 2. Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass man die Umsetzung in Anwesenheit eines hochsiedenden Ver dünnungsmittels erfolgen lässt. 3. Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass man die Umsetzung in Anwesenheit eines Katalysators erfolgen lässt. 4. The new vat dye is a violet-black powder that dissolves in concentrated sulfuric acid with a blue-violet color and dyes cotton from a violet vat in violet-black tones. It no longer contains halogen. SUBClaims 1. Process according to patent claim, characterized in that the reaction is allowed to take place in the presence of a high-boiling solvent. 2. Process according to claim, characterized in that the reaction is allowed to take place in the presence of a high-boiling diluent. 3. The method according to claim, characterized in that the reaction is allowed to take place in the presence of a catalyst. 4th Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass man die Umsetzung in Anwesenheit eines säurebindenden Mit tels erfolgen lässt. Process according to claim, characterized in that the reaction is allowed to take place in the presence of an acid-binding agent.
CH134367D 1927-02-18 1928-02-16 Process for the preparation of a nitrogenous vat dye. CH134367A (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
DEI30370D DE470948C (en) 1927-02-18 1927-02-18 Process for the preparation of halogenated Kuepen dyes
US199420A US1841961A (en) 1926-06-30 1927-06-16 Manufacture of vat dyestuffs
US296089A US1841963A (en) 1927-06-16 1928-07-28 Production of vat dyestuffs
US296085A US1841966A (en) 1927-06-16 1928-07-28 Production of vat dyestuffs
DEI36415D DE510481C (en) 1927-06-16 1928-12-09 Process for the preparation of halogen-containing cow dyes
GB3820628A GB327175A (en) 1928-12-27 1928-12-27 Improvements in the manufacture and production of halogenated allo-ms-naphthodianthrones and condensation products thereof

Publications (1)

Publication Number Publication Date
CH134367A true CH134367A (en) 1929-07-31

Family

ID=27544850

Family Applications (1)

Application Number Title Priority Date Filing Date
CH134367D CH134367A (en) 1927-02-18 1928-02-16 Process for the preparation of a nitrogenous vat dye.

Country Status (2)

Country Link
CH (1) CH134367A (en)
DE (1) DE470948C (en)

Also Published As

Publication number Publication date
DE470948C (en) 1929-01-31

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