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CH223075A - Process for the preparation of a disazo dye. - Google Patents

Process for the preparation of a disazo dye.

Info

Publication number
CH223075A
CH223075A CH223075DA CH223075A CH 223075 A CH223075 A CH 223075A CH 223075D A CH223075D A CH 223075DA CH 223075 A CH223075 A CH 223075A
Authority
CH
Switzerland
Prior art keywords
mol
preparation
sulfonic acid
disazo dye
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
Application filed by Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH223075A publication Critical patent/CH223075A/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
    • C09B35/00Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02Disazo dyes
    • C09B35/039Disazo dyes characterised by the tetrazo component
    • C09B35/08Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl

Landscapes

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

Description

  

  Verfahren zur     Herstellung    eines     Disazofarbstoffes.       Die Erfindung betrifft ein Verfahren zur  Herstellung von unsymmetrischen     Disazo-          farbstoffen.    Das Verfahren besteht darin, dass  man     tetrazotierte        4,4'-Diaminodiphenyl-3,3'-          dioxyessigsäure    in beliebiger Reihenfolge mit  einem     Mol        2-Amino-8-oxynaphtlialin-6-sul-          fonsäure    und einem     Mol    einer     2-Arylamino-          8-oxynaphthalin-6-sulfonsäure    nacheinander  kuppelt.  



  Die neuen Farbstoffe färben natürliche  und regenerierte     Cellulose    in grauen Tönen.  Durch Nachbehandlung der Färbungen mit  metallabgebenden Mitteln,     insbesondere    mit  Kupfersalzen, werden die     Echtheiten    der  Färbungen verbessert.  



  Gegenstand vorliegenden Patentes ist ein  Verfahren zur     Herstellung    eines     Disazofarb-          stoffes..    Das. Verfahren ist dadurch     gekenn-          zeieli.net,    dass man 1     Mol        tetrazotierte        4,4'-          Dia.mi.nodiphenyl    -<B>U'-</B>     dioxy        essigsäure    mit  1.

       1.o1    2- Amino-8-oxynaphthalin-6-sulfon-         säure    und 1     Mol        2-Benzidino-8-oxynap@htha-          lin-6-sulifonsäure        nacheinander    kuppelt.  



  Der neue Farbstoff stellt ein dunkles,       wasserlösliches    Pulver dar und färbt Baum  wolle in grauen Tönen.  



  <I>Beispiel:</I>  In die mit     Natriumbicarbonat    neutrali  sierte     wässrige        Tetrazolösung    von 0,029     Mol          4,4'-Diaminodiphenyl-3,3-dioxyessigsäure,    zu  deren     Herstellung    4     Gewichtsteile        Natrium-          nitrit    erforderlich sind, lässt man bei 0   C  die     wässrige    Lösung von 7,

  56 Gewichtsteilen       2-amino-8-oxynaphthalin-6-sulfonsaurem    Na  trium     einlaufen.    Wenn keine freie     Tetrazo-          verbindung    mehr nachweisbar ist, lässt man  die halbseitige Kupplung in eine stark       ammoniakalische    Lösung von 0,03     Mol          2-Benzidino-8-oxynaphthalin-6-sulfonsäure     bei 0   C einfliessen, kuppelt längere Zeit,  zum Schluss bei Raumtemperatur. Der fertige  Farbstoff wird     genutscht    und getrocknet. Er      stellt ein dunkles, metallisch glänzendes  Pulver dar, das sieh in Wasser mit blau  grauer Farbe löst. Baumwolle wird grau an  gefärbt.

   Beim Nachbehandeln der Färbung  mit Kupfersalzen erhält man ein     rotstiehiges     Grau mit guter Wasch- und Lichtechtheit.



  Process for the preparation of a disazo dye. The invention relates to a process for the production of asymmetrical disazo dyes. The process consists in that tetrazotized 4,4'-diaminodiphenyl-3,3'-dioxyacetic acid in any order with one mole of 2-amino-8-oxynaphthalene-6-sulfonic acid and one mole of a 2-arylamino-8- oxynaphthalene-6-sulfonic acid couples one after the other.



  The new dyes color natural and regenerated cellulose in gray tones. Post-treatment of the dyeings with metal-donating agents, in particular with copper salts, improves the fastness of the dyeings.



  The subject of the present patent is a process for the preparation of a disazo dye .. The. The process is characterized in that 1 mol of tetrazotized 4,4'-Dia.mi.nodiphenyl - <B> U'- </B> dioxyacetic acid is mixed with 1.

       1.o1 2- amino-8-oxynaphthalene-6-sulfonic acid and 1 mole of 2-benzidino-8-oxynap @ hthalin-6-sulfonic acid couples in succession.



  The new dye is a dark, water-soluble powder and dyes cotton in gray tones.



  <I> Example: </I> In the aqueous tetrazole solution of 0.029 mol of 4,4'-diaminodiphenyl-3,3-dioxyacetic acid, which is neutralized with sodium bicarbonate and which requires 4 parts by weight of sodium nitrite, is left at 0 ° C. aqueous solution of 7,

  56 parts by weight of 2-amino-8-oxynaphthalene-6-sulfonic acid Na run in. When no more free tetrazo compound can be detected, the half-sided coupling is allowed to flow into a strongly ammoniacal solution of 0.03 mol of 2-benzidino-8-oxynaphthalene-6-sulphonic acid at 0 C, coupling is carried out for a longer period, finally at room temperature. The finished dye is sucked up and dried. It is a dark, metallic, shiny powder that dissolves in water with a blue-gray color. Cotton is dyed gray on.

   When the dyeing is aftertreated with copper salts, a reddish gray with good wash and lightfastness is obtained.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Disazo- farbstoffes, dadurch gekennzeichnet, daB man 1 Mol tetrazotierte 4,4'-Diaminodi- phenyl - 3, PATENT CLAIM: Process for the production of a disazo dye, characterized in that 1 mol of tetrazotized 4,4'-diaminodiphenyl - 3, 3' - diogyessigsäure mit 1 Mol 2-Amino-8-ozynaphthalin-6-sulfonaäure und 1 Mol 2-Benzidino-8-ogynaphthalin-6-sulfon- säure nacheinander kuppelt. Der neue Farbstoff stellt ein dunkles, wasserlösliches Pulver dar und färbt Baum wolle in grauen Tönen. 3 '- diogyacetic acid with 1 mol of 2-amino-8-ozynaphthalene-6-sulfonic acid and 1 mol of 2-benzidino-8-ogynaphthalene-6-sulfonic acid successively couples. The new dye is a dark, water-soluble powder and dyes cotton in gray tones.
CH223075D 1940-10-26 1941-08-29 Process for the preparation of a disazo dye. CH223075A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE223075X 1940-10-26

Publications (1)

Publication Number Publication Date
CH223075A true CH223075A (en) 1942-08-31

Family

ID=5848580

Family Applications (1)

Application Number Title Priority Date Filing Date
CH223075D CH223075A (en) 1940-10-26 1941-08-29 Process for the preparation of a disazo dye.

Country Status (1)

Country Link
CH (1) CH223075A (en)

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