CH215060A - 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
CH215060A
CH215060A CH215060DA CH215060A CH 215060 A CH215060 A CH 215060A CH 215060D A CH215060D A CH 215060DA CH 215060 A CH215060 A CH 215060A
Authority
CH
Switzerland
Prior art keywords
mol
dye
copper
parts
trisazo dye
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 CH215060A publication Critical patent/CH215060A/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

  

  Verfahren zur Herstellung eines kupferhaltigen     Trisazofarbstoffes.       Gegenstand des vorliegenden Zusatz  patentes ist ein Verfahren zur Herstellung  eines kupferhaltigen     Trisazofarbstoffes,    da  durch gekennzeichnet, dass man 1     Mol.        tetra-          zotiertes        o-Tolidin    alkalisch mit 1     Mol.        Sali-          cylsäure    und anschliessend die     Diazoazoverbin-          dung    sauer mit 1     Mol.        1-Amino-2-methogy-          

  naphthalin-6-sulfonsäure    kuppelt, den erhal  tenen     Aminodisazofarbstoff        weiterdiazotiert,     mit 1     Mol.        2-Acetylamino-6-ogynaphthalin-          8-sulfonsäure    vereinigt und den     Trisazofarb-          stoff    mit kupferabgebenden     Verbindungen     behandelt.  



  <I>Beispiel:</I>  21,2 Teile     o-Tolidin    werden wie üblich  in salzsaurer Lösung mit 14,0 Teilen Na  triumnitrit     tetrazotiert    und zuerst     sodaalka-          lisch    mit 14,5 Teilen     Salicylsäure    und hier  auf die     Diazoazoverbindung    essigsauer mit  25,8 Teilen     1-Amino-2-naphtolmethyläther-          6-sulfonsäure    kuppelt.

   Der erhaltene     Disazo-          farbstoff    wird mit 20 Teilen Soda alkalisch  gestellt, isoliert, in 2000 Teilen Wasser ge  löst, mit 7,2 Teilen     Natriumnitrit    versetzt    und durch Zustürzen von 70 Teilen     konzen-          trierter,Salzsäure    bei<B>10'</B>     diazotiert.    Den ab  geschiedenen     Diazokörper    trägt man in eine  Lösung von 28,1 Teilen     2-Acetylamino-6-          ogynaphthalin    - 8 -     sulfonsäure,

      40 Teilen       25%igem        Ammoniak    und 150 Teilen     Pyri-          din.    in 200 Teilen Wasser     ein.    Der fertig ge  bildete Farbstoff wird mit 5 % Kochsalz       ausgesalzen,    filtriert und mit 2,5     %iger    Sole  gewaschen.  



  Zur     Kupferung    in Substanz löst man den  erhaltenen     Trisazofarbstoff    in 1600 Teilen  Wasser von<B>95',</B> gibt eine Lösung von 25  Teilen kristallisiertem     Kupfersulfat    zu und  kocht während vier     Stunden.    Der Farbstoff  wird     abfiltriert        und    in das     Natriumsalz     übergeführt. Er stellt ein dunkles Pulver  dar, das sich in Wasser olive, in Schwefel  säure mit     blauvioletter    Farbe löst. Er färbt  Baumwolle aus dem neutralen Glaubersalz  bad in oliven Tönen von hervorragender  Lichtechtheit.  



  Ebensogut kann der Farbstoff im neutra  len     Glaubersalzbad    auf Baumwolle gefärbt      und     wie    üblich mit Kupfersulfat nachbehan  delt werden.



  Process for the production of a copper-containing trisazo dye. The subject of the present additional patent is a process for the production of a copper-containing trisazo dye, characterized in that 1 mol of tetrazotized o-tolidine is alkaline with 1 mol of salicylic acid and then the diazoazo compound is acidic with 1 mol. Amino-2-methogy-

  Coupling naphthalene-6-sulfonic acid, further diazotizing the aminodisazo dye obtained, combining it with 1 mol. 2-acetylamino-6-ogynaphthalene-8-sulfonic acid and treating the trisazo dye with copper-releasing compounds.



  <I> Example: </I> 21.2 parts of o-tolidine are tetrazotized as usual in hydrochloric acid solution with 14.0 parts of sodium nitrite and first soda-alkaline with 14.5 parts of salicylic acid and here on the diazoazo compound with 25, 8 parts of 1-amino-2-naphthol methyl ether-6-sulfonic acid are coupled.

   The disazo dye obtained is made alkaline with 20 parts of soda, isolated, dissolved in 2000 parts of water, 7.2 parts of sodium nitrite are added and 70 parts of concentrated hydrochloric acid are added to 10 ' diazotized. The separated diazo body is carried in a solution of 28.1 parts of 2-acetylamino-6-ogynaphthalene-8-sulfonic acid,

      40 parts of 25% ammonia and 150 parts of pyridine. in 200 parts of water. The finished dyestuff is salted out with 5% sodium chloride, filtered and washed with 2.5% strength brine.



  For copper plating in bulk, the trisazo dye obtained is dissolved in 1600 parts of water at 95 ', a solution of 25 parts of crystallized copper sulfate is added and the mixture is boiled for four hours. The dye is filtered off and converted into the sodium salt. It is a dark powder that dissolves in water olive, in sulfuric acid with a blue-violet color. It dyes cotton from the neutral Glauber's salt bath in olive tones with excellent lightfastness.



  The dye can just as well be dyed on cotton in the neutral Glauber's salt bath and treated with copper sulfate as usual.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Trisazo- s farbstoffes, dadurch gekennzeichnet, dass man 1 Mol. tetrazotiertes o-Tolidin alkalisch mit 1 Mol. Salicylsäure und anschliessend die Diazoazoverbinduna sauer mit 1 Mol.1- Amino- 2-methoxynaphthalin-6-sulfonsäure kuppelt, io den erhaltenen Aminodisazofarbstoff weiter- diazotiert, Claim: Process for the preparation of a trisazo dye, characterized in that 1 mol. Tetrazotized o-tolidine is coupled alkaline with 1 mol. Salicylic acid and then the diazoazo compound acidic with 1 mol. 1-amino-2-methoxynaphthalene-6-sulfonic acid , io further diazotized the aminodisazo dye obtained, mit 1 Mol. 2-Acetylamino-6-oxy- naphthalin-8-sulfonsäure vereinigt und den Trisazofarbstoff mit kupferabgebenden Ver bindungen behandelt. Der neue Farbstoff, ein dunkles Pulver, löst sich in Wasser olive, in Schwefelsäure mit blauvioletter Farbe. Er färbt Baumwolle aus dem neuiralen Glaubersalzbad in oliven Tönen von hervorragender Lichtechtheit. combined with 1 mol. 2-acetylamino-6-oxynaphthalene-8-sulfonic acid and treated the trisazo dye with copper-releasing compounds. The new dye, a dark powder, dissolves in water olive, in sulfuric acid with a blue-violet color. It dyes cotton from the neural Glauber's salt bath in olive tones with excellent lightfastness.
CH215060D 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye. CH215060A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH215060T 1939-07-20
CH213429T 1939-07-20

Publications (1)

Publication Number Publication Date
CH215060A true CH215060A (en) 1941-05-31

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 (4)

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.

Family Applications After (17)

Application Number Title Priority Date Filing Date
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.

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
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
CH226611A (en) 1943-04-15
CH226615A (en) 1943-04-15
CH226609A (en) 1943-04-15
CH224547A (en) 1942-11-30

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