CH226611A - 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
CH226611A
CH226611A CH226611DA CH226611A CH 226611 A CH226611 A CH 226611A CH 226611D A CH226611D A CH 226611DA CH 226611 A CH226611 A CH 226611A
Authority
CH
Switzerland
Prior art keywords
copper
dye
coupled
compound
sulfonic acid
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 CH226611A publication Critical patent/CH226611A/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)
  • Electromechanical Clocks (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Treatment Of Fiber Materials (AREA)

Description

  

  <B>Zusatzpatent</B>     zum        Hauptpatent    Nr. 213429.    Verfahren zur Herstellung eines kupferhaltigen     Trisazofarbstoffes.       Gegenstand des vorliegenden Zusatz  patentes ist ein Verfahren zur Darstellung  eines kupferhaltigen     Trisazofarbstoffes,    da  durchgekennzeichnet, dass     3'-Aminobenzoyl-          1,4-diaminobenzol        tetrazotiert,    halbseitig  mit     Salicylsäure    gekuppelt, die erhaltene       Diazoazoverbindung    mit     1-Amino-2-meth-          oxynaphthalin-6-sulfonsäure    sauer vereinigt,

    der     Disazofarbstoff    weiter     diazotiert,    die       Diazodisazoverbindung    mit     2-Carbomethoxy-          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 grüner Farbe und in       konz.    Schwefelsäure mit     gelboliver    Farbe  löst, färbt Baumwolle aus dem Glaubersalz  bad in gelbgrünen Tönen.    <I>Beispiel:</I>  22,7 Teile     3'-Aminobenzoyl-1,4-diamino-          benzo1    werden wie bekannt     tetrazotiert    und         halbseitig    mit 14 Teilen     Salicylsäure    in  Gegenwart von Magnesia bei 0  gekuppelt.

    Nun wird mit Salzsäure     lackmussauer        ,ge-          stellt    und mit 25,3 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     2'9,7    Teilen     2-Carbamethoxyamino-6-          oxynaphthalin-8-sulfonsäure,

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



  <B> Additional patent </B> 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 by the fact that 3'-aminobenzoyl-1,4-diaminobenzene is tetrazotized, coupled on one side with salicylic acid, the resulting diazoazo compound with 1-amino-2-methoxynaphthalene-6 -sulfonic acid combined acidic,

    the disazo dye is further diazotized, the diazodisazo compound with 2-carbomethoxy-amino-6-oxynaphthalene-8-sulfonic acid gekup pelt and the dye formed is converted into the copper complex compound by conversion with copper-donating compounds.



  The dye, a dark powder that turns green in water and conc. Sulfuric acid dissolves with yellow-olive color, dyes cotton from the Glauber's salt bath in yellow-green tones. <I> Example: </I> 22.7 parts of 3'-aminobenzoyl-1,4-diamino-benzo1 are tetrazotized as known and coupled on one side with 14 parts of salicylic acid in the presence of magnesia at 0.

    Lackmussauer is now made with hydrochloric acid and then coupled with 25.3 parts of 1-amino-2-methoxynaphthalene-6-sulfonic acid in acetic 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 off diazonium compound is suspended in ice water and then with 2'9.7 parts of 2-carbamethoxyamino-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 gekenn zeichnet, dass, 3'-Aminobenzoyl-1,4-diamino- benzol tetrazotiert, halbseitig mit Salicyl- säure gekuppelt, die erhaltene Di-azoazover- bindung mit 1-Amino-?-methoxynaphthalin- 6-sulfonsäure sauer vereinigt, der Disazo- farbstoff weiter diazotiert, PATENT CLAIM: A process for the preparation of a copper-containing trisazo dye, characterized in that, 3'-aminobenzoyl-1,4-diamino-benzene tetrazotized, coupled with salicylic acid on one side, the di-azoazo compound obtained with 1-amino? -methoxynaphthalene- 6-sulfonic acid combined acidic, the disazo dye is further diazotized, die Diazodi.aazo- verbinduno- mit ?-Carbomethoxyamino-6- oxynaphthalin-8-sulfonsäure gekuppelt und der gebildete Farbstoff dureh L msetzung mit kupferabgebenden Verbindungen in die Tsupferkomplexverbindung übergeführt wird. the diazodi.aazo compound is coupled with? -Carbomethoxyamino-6-oxynaphthalene-8-sulfonic acid and the dye formed is converted into the copper complex compound by reaction with copper-releasing compounds. Der Farbstoff. ein dunkles, Pulver, das io sieh in Wasser mit grüner Farbe und in konz. Sehwefelsäure mit gelboliver Farbe löst, färbt Baumwolle aus dem Glaubersalz- bad in gelbgrünen: Tönen. The dye. a dark, powder, which looks green in water and in conc. Sulfuric acid dissolves with a yellow-olive color, colors cotton from the Glauber's salt bath in yellow-green: shades.
CH226611D 1939-07-20 1940-08-02 Process for the production of a copper-containing trisazo dye. CH226611A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH213429T 1939-07-20
CH226611T 1940-08-02

Publications (1)

Publication Number Publication Date
CH226611A true CH226611A (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.
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.
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.
CH215064D CH215064A (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.
CH215062D CH215062A (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.
CH215067D CH215067A (en) 1939-07-20 1939-07-20 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.
CH226613D CH226613A (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.
CH224547D CH224547A (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.
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.
CH226608D CH226608A (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.
CH226616D CH226616A (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.
CH226610D CH226610A (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
CH215061D CH215061A (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.
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.
CH215064D CH215064A (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.
CH215062D CH215062A (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.
CH215067D CH215067A (en) 1939-07-20 1939-07-20 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.
CH226613D CH226613A (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.
CH224547D CH224547A (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.
CH226618D CH226618A (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
CH226608D CH226608A (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.
CH226616D CH226616A (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.
CH226610D CH226610A (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)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3021322A (en) * 1957-11-16 1962-02-13 Cfmc Trisazo cupriferous dyestuffs

Families Citing this family (1)

* 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

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3021322A (en) * 1957-11-16 1962-02-13 Cfmc Trisazo cupriferous dyestuffs

Also Published As

Publication number Publication date
CH226614A (en) 1943-04-15
CH215063A (en) 1941-05-31
CH226616A (en) 1943-04-15
CH226610A (en) 1943-04-15
FR866854A (en) 1941-09-15
CH215059A (en) 1941-05-31
CH226617A (en) 1943-04-15
CH226612A (en) 1943-04-15
CH215064A (en) 1941-05-31
CH215067A (en) 1941-05-31
CH226608A (en) 1943-04-15
CH226618A (en) 1943-04-15
CH215066A (en) 1941-05-31
CH215062A (en) 1941-05-31
CH215061A (en) 1941-05-31
CH226613A (en) 1943-04-15
CH213429A (en) 1941-02-15
CH215065A (en) 1941-05-31
CH226615A (en) 1943-04-15
CH226609A (en) 1943-04-15
CH224547A (en) 1942-11-30
CH215060A (en) 1941-05-31

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