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CH226612A - 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
CH226612A
CH226612A CH226612DA CH226612A CH 226612 A CH226612 A CH 226612A CH 226612D A CH226612D A CH 226612DA CH 226612 A CH226612 A CH 226612A
Authority
CH
Switzerland
Prior art keywords
dye
copper
sulfonic acid
coupled
parts
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 CH226612A publication Critical patent/CH226612A/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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/36—Trisazo dyes of the type
    • 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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/16—Trisazo dyes
    • C09B31/22—Trisazo dyes from a coupling component "D" containing directive hydroxyl and amino groups
    • 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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/36—Trisazo dyes of the type
    • C09B35/362—D is benzene
    • 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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/36—Trisazo dyes of the type
    • C09B35/366—D is diphenyl
    • 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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/36—Trisazo dyes of the type
    • C09B35/37—D is diarylamine
    • 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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/36—Trisazo dyes of the type
    • C09B35/372—D is diarylurea
    • 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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/36—Trisazo dyes of the type
    • C09B35/374—D 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)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Electromechanical Clocks (AREA)

Description

  

      Verfahren    zur Herstellung eines kupferhaltigen     Trisazofarbstoffes.       Gegenstand des vorliegenden Zusatz  patentes ist ein Verfahren zur Darstellung  eines kupferhaltigen     Trisazo-farbstoffes,    da  durch gekennzeichnet,     da.B;

          4,4'-Diamina-          diphenylamin    - 2 -     sulfonsäure        tetrazotiert,     halbseitig mit     Salicylsäure    gekuppelt, die er  haltene     Diazoazoverbindung    mit     1-Amino-2-          methoxynaphthalin-6-sulfon6äure    sauer ver  einigt, der     Disazofarbstoff        weiter        diazotiert,

       die     Diazodisazoverbindung    mit     2-Acetyl-          amino-6-oxynaphthalin-8-sulfonsäure    gekup  pelt und der gebildete Farbstoff durch Um  setzung mit kupferabgebenden Verbindungen  in die     gupferkomplexverbindung    überge  führt wird.  



  Der Farbstoff, ein dunkles Pulver, das  sich in Wasser mit olivgrüner Farbe löst,  färbt Baumwolle aus dem     Glaubersalzbad    in  grauen Tönen.  



  <I>Beispiel:</I>  27,9 Teile     4,4'-Diaminodiphenylamin-2-          sulfonsäure    werden wie bekannt     tetrazotiert     und halbseitig mit 14 Teilen     S-alioylsäure    in  Gegenwart von Magnesia bei 0  gekuppelt.    Nun wird mit Salzsäure     lackmussauer    ge  stellt und mit<B>25,3</B> Teilen     1-Amino-2-meth-          oxynaphthalin-6-sulfonsäure        essigsauer    wei  ter gekuppelt.

   Der     Disazofarbstoff    wird  sauer isoliert,     in    1500 Teilen Wasser und  Natronlauge gelöst, mit 7,5 Teilen Natrium  nitrit versetzt und durch     Einstürzen    von  80 Teilen konzentrierter Salzsäure bei 5        diazotiert.    Die     abfiltrierte        Diazoniumverbin-          dung    wird in     Eiswasser    suspendiert und dar  auf     mit    28,1 Teilen     2-Acetylamino@-6-oxy-          naphthalin-8-sulfonsäure,

      gelöst in 200 Tei  len Wasser mit 200     .Teilen        Pyridin    und  20 Teilen Soda, bei 0  gekuppelt. Der fertig       gebildete    Farbstoff wird     ausgesalzen,    fil  triert und im Vakuum getrocknet.



      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, as characterized by da.B;

          4,4'-Diaminodiphenylamine - 2 - sulfonic acid tetrazotized, coupled on one side with salicylic acid, the diazoazo compound he obtained is acidically combined with 1-amino-2-methoxynaphthalene-6-sulfonic acid, the disazo dye is further diazotized,

       the diazodisazo compound with 2-acetylamino-6-oxynaphthalene-8-sulfonic acid gekup pelt 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 an olive green color, dyes cotton from the Glauber's salt bath in gray tones.



  <I> Example: </I> 27.9 parts of 4,4'-diaminodiphenylamine-2-sulfonic acid are tetrazotized as known and coupled on one side with 14 parts of S-alioic acid in the presence of magnesia at 0. Lackmussauer is now placed with hydrochloric acid and then coupled with <B> 25.3 </B> parts of 1-amino-2-methoxynaphthalene-6-sulfonic acid in acetic acidic acid.

   The disazo dye is isolated under acidic conditions, dissolved in 1500 parts of water and sodium hydroxide solution, treated with 7.5 parts of sodium nitrite and diazotized at 5 by collapsing 80 parts of concentrated hydrochloric acid. The filtered diazonium compound is suspended in ice water and then with 28.1 parts of 2-acetylamino @ -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, daB 4,4'- Diaminodiphenyl- amin-2-sulfonsäure tetrazotiert, halbseitig mit Salicylsäure gekuppelt, die erhaltene Diazoazoverbindung mit 1-Amino-2-methoxy- naphthalin-6-sulfonsäure sauer vereinigt, der Disazofarbstoff weiter dianotiert, PATENT CLAIM: Process for the preparation of a copper-containing trisazo dye, characterized in that 4,4'-diaminodiphenylamine-2-sulfonic acid is tetrazotized, coupled on one side with salicylic acid, the diazoazo compound obtained with 1-amino-2-methoxynaphthalene-6- sulfonic acid combined acidic, the disazo dye further dianotates, die Diazo- disazoverbindung mit 2-Acetylamino-6-oxy - naphthalin-8-,sulfonsäure gekuppelt und der ,gebildete Farbstoff durch Umsetzung mit kupferabgebenden Verbindungen in die gup- ferlkomplexverbindung übergeführt wird. Der Farbstoff, ein dunkles Pulver, das sich in Wasser mit olivgrüner Farbe löst, färbt Baumwolle aus dem Glaubersalzbad in grauen Tönen. the diazo-disazo compound is coupled with 2-acetylamino-6-oxy-naphthalene-8-, sulfonic acid and the dye formed is converted into the gupferl complex compound by reaction with copper-releasing compounds. The dye, a dark powder that dissolves in water with an olive green color, dyes cotton from the Glauber's salt bath in gray tones.
CH226612D 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye. CH226612A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH213429T 1939-07-20
CH226612T 1940-08-02

Publications (1)

Publication Number Publication Date
CH226612A true CH226612A (en) 1943-04-15

Family

ID=4448239

Family Applications (22)

Application Number Title Priority Date Filing Date
CH215061D CH215061A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215059D CH215059A (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.
CH215062D CH215062A (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.
CH215063D CH215063A (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.
CH215066D CH215066A (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.
CH213429D CH213429A (en) 1939-07-20 1939-07-20 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.
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.
CH226612D CH226612A (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.
CH224547D CH224547A (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.
CH226617D CH226617A (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.
CH226614D CH226614A (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.
CH226611D CH226611A (en) 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye.

Family Applications Before (13)

Application Number Title Priority Date Filing Date
CH215061D CH215061A (en) 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye.
CH215059D CH215059A (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.
CH215062D CH215062A (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.
CH215063D CH215063A (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.
CH215066D CH215066A (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.
CH213429D CH213429A (en) 1939-07-20 1939-07-20 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.
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.

Family Applications After (8)

Application Number Title Priority Date Filing Date
CH226615D CH226615A (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.
CH226613D CH226613A (en) 1939-07-20 1940-08-02 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.
CH226608D CH226608A (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.
CH226618D CH226618A (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.

Country Status (2)

Country Link
CH (22) CH215061A (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
CH226611A (en) 1943-04-15
CH226614A (en) 1943-04-15
CH226609A (en) 1943-04-15
CH226615A (en) 1943-04-15
CH226613A (en) 1943-04-15
CH226608A (en) 1943-04-15
CH226618A (en) 1943-04-15
FR866854A (en) 1941-09-15
CH215063A (en) 1941-05-31
CH213429A (en) 1941-02-15
CH226616A (en) 1943-04-15
CH215061A (en) 1941-05-31
CH226610A (en) 1943-04-15
CH215064A (en) 1941-05-31
CH215067A (en) 1941-05-31
CH215062A (en) 1941-05-31
CH215065A (en) 1941-05-31
CH215059A (en) 1941-05-31
CH226617A (en) 1943-04-15
CH215060A (en) 1941-05-31
CH215066A (en) 1941-05-31
CH224547A (en) 1942-11-30

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