CH226616A - Process for the production of a copper-containing trisazo dye. - Google Patents

Process for the production of a copper-containing trisazo dye.

Info

Publication number
CH226616A
CH226616A CH226616DA CH226616A CH 226616 A CH226616 A CH 226616A CH 226616D A CH226616D A CH 226616DA CH 226616 A CH226616 A CH 226616A
Authority
CH
Switzerland
Prior art keywords
copper
dye
coupled
sulfonic acid
diazotized
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH226616A publication Critical patent/CH226616A/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
    • C09B35/36Trisazo dyes of the type
    • 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
    • C09B31/00Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/16Trisazo dyes
    • C09B31/22Trisazo dyes from a coupling component "D" containing directive hydroxyl and amino groups
    • 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
    • C09B35/36Trisazo dyes of the type
    • C09B35/362D is benzene
    • 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
    • C09B35/36Trisazo dyes of the type
    • C09B35/366D is diphenyl
    • 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
    • C09B35/36Trisazo dyes of the type
    • C09B35/37D is diarylamine
    • 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
    • C09B35/36Trisazo dyes of the type
    • C09B35/372D is diarylurea
    • 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
    • C09B35/36Trisazo dyes of the type
    • C09B35/374D contains two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Chemical Treatment Of Metals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Electroplating And Plating Baths Therefor (AREA)
  • Treatment Of Fiber Materials (AREA)
  • Electromechanical Clocks (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

  

      Zusatzpatent        zum        Hauptpatent    Nr. 213429.    Verfahren zur Herstellung eines kupferhaltigen     Trisazofarbstoffes.       Gegenstand des vorliegenden Zusatz  patentes ist ein Verfahren zur Darstellung       eines    kupferhaltigen     Trisazofarbetoffes,    da  durch gekennzeichnet, dass     4'-Oxy-3'-carboxy-          3-aminoazobenzol        diazotiert,    mit     1-Amino-2-          äthoxynaphthalin    - 6 -     sulfonsäure    gekuppelt,

    der     Disazofarbstoff    weiter     diazotiert,    die       Diazodisazoverbindung    mit     2-Maleinylamino-          6-oxynaphthalin-8-sulfonisäure    gekuppelt und  der gebildete Farbstoff durch Umsetzung  mit kupferabgebenden Verbindungen in die       gupferkomplexverbindung    übergeführt wird.  



  Der Farbstoff, ein dunkles Pulver, das  sich in Wasser mit     gelbstichig    grüner Farbe  und in konzentrierter Schwefelsäure mit       gelboliver    Farbe löst, färbt Baumwolle aus  dem     Glaubersalzbad    in     grünen    Tönen.

      <I>Beispiel:</I>  25,7 Teile     4'-Oxy-3'-carboxy-3-aminoazo-          benzol    werden wie bekannt     diazotiert    und  mit 26,7 Teilen     1-Amino-2-äthoxynaphtha-          lin-6-sulfonsäure    in     Gegenwart    von Na-         triumacetat    gekuppelt und der erhaltene  Farbstoff als     Natriumsalz    isoliert, in 1500  Teilen Wasser und Natronlauge gelöst, mit  7,5 Teilen     Natriumnitrit    versetzt     und:

      durch       Einstürzen    von 80 Teilen konzentrierter  Salzsäure bei 5      diazotiert.    Die     abfiltrierte          Diazoniumverbindung    wird in Eiswasser sus  pendiert     und    darauf mit 35,4 Teilen     2-Ma-          leinylamino    - 6 -     oxynaphthalin-8-sulfo@nsäure,     gelöst in 200 Teilen Wasser mit 200 Teilen       Pyridin    und 20 Teilen Soda, bei 0  gekup  pelt. Der fertig gebildete Farbstoff wird       ausgesalzen,    filtriert und im Vakuum ge  trocknet.



      Additional patent to main patent No. 213429. Process for the production of a copper-containing trisazo dye. The subject of the present additional patent is a process for the preparation of a copper-containing trisazo dye, characterized in that 4'-oxy-3'-carboxy-3-aminoazobenzene diazotized, coupled with 1-amino-2-ethoxynaphthalene-6-sulfonic acid,

    the disazo dye is further diazotized, the diazodisazo compound is coupled with 2-maleinylamino-6-oxynaphthalene-8-sulfonic acid and the dye formed is converted into the copper complex compound by reaction with copper-donating compounds.



  The dye, a dark powder that dissolves in water with a yellowish green color and in concentrated sulfuric acid with a yellow-olive color, dyes cotton from the Glauber's salt bath in green tones.

      <I> Example: </I> 25.7 parts of 4'-oxy-3'-carboxy-3-aminoazobenzene are diazotized as is known and with 26.7 parts of 1-amino-2-ethoxynaphthalin-6- sulfonic acid coupled in the presence of sodium acetate and the resulting dye isolated as the sodium salt, dissolved in 1500 parts of water and sodium hydroxide solution, treated with 7.5 parts of sodium nitrite and:

      diazotized by collapsing 80 parts of concentrated hydrochloric acid at 5. The filtered off diazonium compound is suspended in ice water and then with 35.4 parts of 2-maleinylamino-6-oxynaphthalene-8-sulfonic acid, dissolved in 200 parts of water with 200 parts of pyridine and 20 parts of soda, coupled at 0. The finished dye is salted out, filtered and dried in vacuo.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines kupfer haltigen Trisazofarbstoffes, dadurch ge kennzeichnet, dass 4'-Oxy-3'-carboxy-3-amino- azobenzol diazotiert, mit 1-Amino-2-äthoxy- naphthalin-6-sulfonsäure gekuppelt, der Dis azofarbstoff weiter diazotiert, PATENT CLAIM: Process for the preparation of a copper-containing trisazo dye, characterized in that 4'-oxy-3'-carboxy-3-amino-azobenzene diazotized, coupled with 1-amino-2-ethoxynaphthalene-6-sulfonic acid, the dis azo dye further diazotized, die Diazfl- disazoverbindung mit 2-Maleinylamino-6- oxynaphthalin-8-sulfonsäure gekuppelt und der gebildete Farbstoff durch Umsetzung mit kupferabgebenden Verbindungen in die gupferkomplegverbindung übergeführt wird. Der Farbstoff, ein dunkles Pulver, das s sich. in Wasser mit gelbstichig grüner Farbe und in konzentrierter Schwefelsäure mit gelboliver Farbe löst, färbt Baumwolle aus dem Glaubersalzbad in grünen Tönen. the diazfl-disazo compound is coupled with 2-maleinylamino-6-oxynaphthalene-8-sulfonic acid and the dye formed is converted into the copper complex compound by reaction with copper-releasing compounds. The dye, a dark powder, is itself. Dissolves in water with a yellowish green color and in concentrated sulfuric acid with a yellow-olive color, dyes cotton from the Glauber's salt bath in green tones.
CH226616D 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye. CH226616A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH213429T 1939-07-20
CH226616T 1940-08-02

Publications (1)

Publication Number Publication Date
CH226616A true CH226616A (en) 1943-04-15

Family

ID=4448239

Family Applications (22)

Application Number Title Priority Date Filing Date
CH215059D CH215059A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215062D CH215062A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215067D CH215067A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH213429D CH213429A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215065D CH215065A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215064D CH215064A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215066D CH215066A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215061D CH215061A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215063D CH215063A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215060D CH215060A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH226617D CH226617A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226614D CH226614A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226613D CH226613A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH224547D CH224547A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226611D CH226611A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226608D CH226608A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226616D CH226616A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226610D CH226610A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226615D CH226615A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226609D CH226609A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226618D CH226618A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226612D CH226612A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.

Family Applications Before (16)

Application Number Title Priority Date Filing Date
CH215059D CH215059A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215062D CH215062A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215067D CH215067A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH213429D CH213429A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215065D CH215065A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215064D CH215064A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215066D CH215066A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215061D CH215061A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215063D CH215063A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215060D CH215060A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH226617D CH226617A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226614D CH226614A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226613D CH226613A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH224547D CH224547A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226611D CH226611A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226608D CH226608A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.

Family Applications After (5)

Application Number Title Priority Date Filing Date
CH226610D CH226610A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226615D CH226615A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226609D CH226609A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226618D CH226618A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.
CH226612D CH226612A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.

Country Status (2)

Country Link
CH (22) CH215059A (en)
FR (1) FR866854A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE926506C (en) * 1951-12-13 1955-04-18 Ciba Geigy Process for the production of metal-containing azo dyes of the stilbene series
US3021322A (en) * 1957-11-16 1962-02-13 Cfmc Trisazo cupriferous dyestuffs

Also Published As

Publication number Publication date
CH226609A (en) 1943-04-15
CH215061A (en) 1941-05-31
CH226610A (en) 1943-04-15
CH215066A (en) 1941-05-31
CH215065A (en) 1941-05-31
CH215059A (en) 1941-05-31
CH226614A (en) 1943-04-15
CH226618A (en) 1943-04-15
CH226615A (en) 1943-04-15
CH215067A (en) 1941-05-31
CH226612A (en) 1943-04-15
CH215063A (en) 1941-05-31
CH215062A (en) 1941-05-31
CH215064A (en) 1941-05-31
FR866854A (en) 1941-09-15
CH226608A (en) 1943-04-15
CH215060A (en) 1941-05-31
CH226611A (en) 1943-04-15
CH226613A (en) 1943-04-15
CH226617A (en) 1943-04-15
CH224547A (en) 1942-11-30
CH213429A (en) 1941-02-15

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