CH267316A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH267316A
CH267316A CH267316DA CH267316A CH 267316 A CH267316 A CH 267316A CH 267316D A CH267316D A CH 267316DA CH 267316 A CH267316 A CH 267316A
Authority
CH
Switzerland
Prior art keywords
production
vat dye
bromocinnamoyle
dye
red
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH267316A publication Critical patent/CH267316A/en

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
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
    • C09B5/34—Anthraquinone acridones or thioxanthrones
    • C09B5/36—Amino acridones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines     Küpenfarhstoffes.       Es wurde gefunden, dass ein wertvoller       Küpenfarbstoff        hergestellt    werden kann,  wenn man     4-Aminoantliraeliinon-2,1-(N)-          1',2'-    (N)     -benzaeridon    mit einem     m-brom-          einnamoy-lierenden    Mittel behandelt.  



  Der neue Farbstoff löst sieh in konzen  trierter     Sehwefelsäure    mit     -elbroter    Farbe  und färbt Baumwolle aus rotvioletter     IIvdro-          sulfitküpe    in     kräftigen    blauen Tönen von  guter     Eelitheit.     



  Als     m-brom-einnamoylierendes    Mittel kön  nen     gemäss        vorliegendem    Verfahren     beispiels-          weise        ni-Bromzinitsäui-e    und     insbesondere     ihre funktionellen Derivate,     vorzugsweise    das       Säureelilorid,    verwendet werden. Die Reak  tion wird in an sich bekannter Weise     zweelt-          niäl3in    in einem indifferenten Lösungsmittel,  wie     Nitrobenzol    oder     Diehlorbenzol,    durch  geführt.  



  <I>Beispiel:</I>  Man erhitzt ein     (emiseh    von 3 Teilen       m-Bromzimtsäure,    104 Teilen     o-Diehlorbenzul     (enthaltend eine     geringe        Menge        Pyridin)    und  8 Teilen     Thionylehlorid    unter     Rüekfluss        all-          mählieh    bis zum Sieden.

   Sobald die     Bildung     des     ni-Bronizimtsäureelilorids    beendet und  eine klare     Lösun    -     entstanden    ist., destilliert  man das überschüssige     Thionylehlorid    mit    etwa 13 Teilen Lösungsmittel ab. Dann gibt  man bei     90     3 Teile     4-Aminoanthraehinon-2',1-          (N)-1',2'-(N)-benzaeridon    zu     Lind    erhitzt     1/2     Stunde     auf    140 bis     150 .    Der Farbstoff wird  kalt     abfiltriert,    mit Alkohol gewaschen und       getroeknet.  



  Process for the production of a vat raw material. It has been found that a valuable vat dye can be made by treating 4-aminoantliraeliinone-2,1- (N) -1 ', 2'- (N) -benzaeridone with an m-bromo-inhibiting agent.



  The new dye dissolves in concentrated sulfuric acid with an egg-red color and dyes cotton from red-violet IIvdrosulfite vat in strong blue tones of good purity.



  According to the present process, ni-bromocinite and in particular its functional derivatives, preferably acid eliloride, can be used as m-bromo-mono-namoylating agent. The reaction is usually carried out in a manner known per se in an inert solvent such as nitrobenzene or diehlobenzene.



  <I> Example: </I> One heats a (emiseh of 3 parts of m-bromocinnamic acid, 104 parts of o-Diehlorbenzul (containing a small amount of pyridine) and 8 parts of thionyl chloride with reflux gradually until boiling.

   As soon as the formation of the ni-bronizinnamic acid eliloride has ended and a clear solution has arisen, the excess thionyl chloride is distilled off with about 13 parts of solvent. Then at 90 3 parts of 4-aminoanthraehinone-2 ', 1- (N) -1', 2 '- (N) -benzaeridone are added to and heated to 140 to 150 for 1/2 hour. The dye is filtered off cold, washed with alcohol and dried.

Claims (1)

PATENTANSPRLTCII: Verfahren zur Herstellung eines Küpen- farbstoffes, dadurch. gekennzeiehnet, dass man 4 - Aminoaiithrachinon- 2,1- (N) -1', 2'- (N) -benz- aeridon mit einem. nl-bromcinnamaylierenden Mittel behandelt. PATENTANSPRLTCII: Process for the production of a vat dye, thereby. marked that 4 - Aminoaiithraquinone 2,1- (N) -1 ', 2'- (N) -benz- aeridon with a. nl-bromocinnamaylating agents treated. Der neue Farbstoff löst sieh in konzen trierter Schwefelsäure mit gelbroter Farbe und färbt Baumwolle aus rotvioletter Hydro- s-cilfitl-,üpe in kräftigen blauen Tönen von gu ter Eehtheit. UNTERANSPRÜCHE: 1. Verfahren gemäss Patentansprueh, ge- kennzeiehnet durch die Verwendung von ni- Bromcinnamoylehlorid als m-bromcinnamoy- lierendes Mittel. 2. Verfahren gemäss Patentansprueh, da durch gekennzeichnet, dass die Reaktion in einem indifferenten. The new dye dissolves in concentrated sulfuric acid with a yellow-red color and dyes cotton made of red-violet hydro-cilfitl-, oil in strong blue tones of good integrity. SUBClaims: 1. Process according to patent claim, characterized by the use of ni-bromocinnamoyle chloride as an m-bromocinnamoyle- lating agent. 2. The method according to patent claim, characterized in that the reaction in an indifferent. Lösungsmittel dureh- geführt wird. Solvent is carried out.
CH267316D 1943-12-28 1943-12-28 Process for the production of a vat dye. CH267316A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH267316T 1943-12-28
CH261975T 1943-12-28

Publications (1)

Publication Number Publication Date
CH267316A true CH267316A (en) 1950-03-15

Family

ID=25730517

Family Applications (1)

Application Number Title Priority Date Filing Date
CH267316D CH267316A (en) 1943-12-28 1943-12-28 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH267316A (en)

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