CH217235A - Process for the preparation of a dye of the stilbene series. - Google Patents

Process for the preparation of a dye of the stilbene series.

Info

Publication number
CH217235A
CH217235A CH217235DA CH217235A CH 217235 A CH217235 A CH 217235A CH 217235D A CH217235D A CH 217235DA CH 217235 A CH217235 A CH 217235A
Authority
CH
Switzerland
Prior art keywords
dye
orange
mole
stilbene series
preparation
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 CH217235A publication Critical patent/CH217235A/en

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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
    • C09B56/00Azo dyes containing other chromophoric systems
    • C09B56/04Stilbene-azo dyes

Landscapes

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

Description

  

  Verfahren zur Herstellung eines Farbstoffes der     Stilbenreihe.       Es wurde gefunden,     daB    ein neuer Farb  stoff der     Stilbenreihe    hergestellt werden  kann, wenn man den Farbstoff, der durch  vorsichtige Reduktion von     4,4'-Dinitrostil-          ben-2,2'-disulfonsäure    unter Verknüpfung  zweier Moleküle erhalten wird, mit 1     Mol          4-Amino-4'-oxy-1,1'-azobenzol-3'-carbonsäure     kondensiert.  



  Der neue Farbstoff stellt in trockenem  Zustande ein dunkelbraunes Pulver dar, das    sich in konzentrierter Schwefelsäure mit rein  blauer,     in    Wasser mit orangegelber Farbe  löst und Baumwolle aus     gläubersalzhaltigem     Bade in orangen Tönen färbt, die beim Be  handeln mit Kupfersalzen in ein echtes, ins  besondere sehr gut waschechtes Rotorange  übergehen.  



  Der dem Verfahren als Ausgangsstoff  dienende Farbstoff ist als ein Gemisch der  Produkte der Formeln  
EMI0001.0010     
    und  
EMI0001.0011     
    aufzufassen.  Die Kondensation kann beispielsweise  durch Erhitzen der     Komponenten    in alkali  schem, vorzugsweise     ätzalkalischem    Medium,  offen oder unter Druck, durchgeführt wer  den.

      <I>Beispiel:</I>  9 Teile des Farbstoffes, der erhalten  wird, wenn man 45 Teile     4,4'-dinitrostilben-          2,2'-disulfonsaures        Natrium    mit 7 Teilen  Traubenzucker und 60 Teilen 30%iger Na  tronlauge, in etwa 400 Teilen Wasser gelöst,      bei 70 bis 80   reduziert und den Farbstoff  in bekannter Weise durch Neutralisieren und  Zugabe von     Natriumchlorid    abscheidet, und  2,8 Teile des     Natriumsalzes    der     4-Amino-4'-          oxy-1,1'-azobenzol-3'-carbonsäure    werden in  100 Teilen heissem Wasser gelöst und nach       Zugabe    von 16 Teilen 30%iger Natronlauge  etwa. 12 Stunden rückfliessend gekocht.

   Man  lässt erkalten und     filtritert    den ausgeschie  denen Farbstoff ab; nötigenfalls wird er aus  verdünnter Lauge umgelöst.



  Process for the preparation of a dye of the stilbene series. It has been found that a new dye of the stilbene series can be produced if the dye, which is obtained by careful reduction of 4,4'-dinitrostilbene-2,2'-disulfonic acid by linking two molecules, is added with 1 mol 4-Amino-4'-oxy-1,1'-azobenzene-3'-carboxylic acid condensed.



  When dry, the new dye is a dark brown powder that dissolves in concentrated sulfuric acid with a purely blue color, in water with an orange-yellow color and colors cotton from baths containing glory's salt in orange tones, which when treated with copper salts turn into a real, especially very pass over well-washed red-orange.



  The dye used as starting material for the process is available as a mixture of the products of the formulas
EMI0001.0010
    and
EMI0001.0011
    understand. The condensation can be carried out, for example, by heating the components in an alkaline, preferably caustic, medium, openly or under pressure.

      <I> Example: </I> 9 parts of the dye obtained when 45 parts of 4,4'-dinitrostilbene-2,2'-disulphonic acid sodium with 7 parts of grape sugar and 60 parts of 30% sodium hydroxide solution are added in about 400 parts of water dissolved, reduced at 70 to 80 and the dye separated in a known manner by neutralizing and adding sodium chloride, and 2.8 parts of the sodium salt of 4-amino-4'-oxy-1,1'-azobenzene-3 '-carboxylic acid are dissolved in 100 parts of hot water and after the addition of 16 parts of 30% sodium hydroxide solution about. Boiled under reflux for 12 hours.

   It is allowed to cool and the precipitated dye is filtered off; if necessary, it is redissolved from diluted lye.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Farb stoffes der Stilbenreihe, dadurch gekenn zeichnet, dass man 1 Mol des Farbstoffes, der durch vorsichtige Reduktion von 4,4'-Dini- trostilben-2,2'-disulfonsäure unter Verknüp fung zweier Moleküle erhalten wird und der ein Gemisch der folgenden Verbindungen darstellt, EMI0002.0013 und EMI0002.0014 mit 1 Mol 4-Amino-4'-oxy-1,1'-azobenzol-3'- carbonsäure kondensiert. PATENT CLAIM: A process for the production of a dye of the stilbene series, characterized in that one mole of the dye obtained by carefully reducing 4,4'-dinitostilbene-2,2'-disulfonic acid by linking two molecules and which is a mixture of the following compounds, EMI0002.0013 and EMI0002.0014 condensed with 1 mole of 4-amino-4'-oxy-1,1'-azobenzene-3'-carboxylic acid. Der neue Farbstoff stellt in trockenem Zustande ein dunkelbraunes Pulver dar, das sich in konzentrierter Schwefelsäure mit rein blauer, in Wasser mit orangegelber Farbe löst und Baumwolle aus glaubersalzhaltigem Bade in orangen Tönen färbt, die beim Be handeln mit Kupfersalzen in ein echtes, ins besondere sehr gut waschechtes Rotorange übergehen. When dry, the new dye is a dark brown powder that dissolves in concentrated sulfuric acid with a pure blue color, in water with an orange-yellow color and colors cotton from a bath containing Glauber's salt in orange tones, which when treated with copper salts turn into a real, especially very pass over well-washed red-orange.
CH217235D 1941-10-15 1939-08-08 Process for the preparation of a dye of the stilbene series. CH217235A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH217235T 1941-10-15

Publications (1)

Publication Number Publication Date
CH217235A true CH217235A (en) 1941-10-15

Family

ID=4450015

Family Applications (1)

Application Number Title Priority Date Filing Date
CH217235D CH217235A (en) 1941-10-15 1939-08-08 Process for the preparation of a dye of the stilbene series.

Country Status (1)

Country Link
CH (1) CH217235A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2466245A (en) * 1944-06-27 1949-04-05 Geigy Ag J R Azo-azoxy dyes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2466245A (en) * 1944-06-27 1949-04-05 Geigy Ag J R Azo-azoxy dyes

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