CH215059A - 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
CH215059A
CH215059A CH215059DA CH215059A CH 215059 A CH215059 A CH 215059A CH 215059D A CH215059D A CH 215059DA CH 215059 A CH215059 A CH 215059A
Authority
CH
Switzerland
Prior art keywords
mol
dye
copper
acid
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 CH215059A publication Critical patent/CH215059A/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

  

  <B>Zusatzpatent</B>     zum        Hauptpatent    Nr. 213429.    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-          zotierte        Benzidinmonosulfonsäure    alkalisch  mit 1     Mol.        Salicylsäure    und anschliessend die       Diazoazoverbindungsauer    mit 1     Mol.1-Amino-          2-methoxynaphthalin-    6     -sulfonsäure    kuppelt,  den erhaltenen     Aminodisazofarbstoff        weiter-          diazotiert,

      mit 1     Mol.        2-Benzoylamino-6-          oxynaphthalin-8-sulfonsäure        vereinigt    und  den     Trisazofarbstoff    mit kupferabgebenden  Verbindungen behandelt.  



  <I>Beispiel:</I>  26,4 Teile     Benzidinmonosulfonsäure    wer  den wie üblich     in,    salzsaurer Lösung mit 14  Teilen     Natriumnitrit        tetrazotiert    und zuerst       sodaalkalisch    mit 14,5 Teilen     Salicylsäure     und hierauf die     Diazoazoverbindung    essigsauer  mit 25,3 Teilen     1-Amino-2-naphtolmethyl-          äther-6-sulfonsäure    gekuppelt.

   Der erhaltene       Disazofarbstoff    wird mit 20 Teilen Soda al  kalisch gestellt, isoliert, in 2000 Teilen Was-         ser    gelöst, mit 7,2 Teilen     Natriumnitrit    ver  setzt und durch Zustürzen von 70 Teilen kon  zentrierter Salzsäure bei<B>10'</B>     diazotiert.    Den  abgeschiedenen     Diazokörper    trägt man     in    eine  Lösung von 34,3 Teilen     2-Benzoylamino-6-          oxynaphthalin    - 8     -sulfonsäure,

      40     Teilen     25 %     igem    Ammoniak und 150 Teilen     Pyridin     in 200 Teilen Wasser     ein.    Der fertig gebil  dete Farbstoff wird mit 5 %     Kochsalz    aus  gesalzen, filtriert und mit     2,5%iger    Sole ge  waschen.  



  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    über  geführt. Er stellt ein dunkles Pulver dar,  das sich in Wasser olive,     in    Schwefelsäure       mit    stumpf violetter 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.



  <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 production of a copper-containing trisazo dye, as characterized

   that 1 mol of tetrazotized benzidine monosulfonic acid is coupled alkaline with 1 mol of salicylic acid and then the diazoazo compound with 1 mol of 1-amino-2-methoxynaphthalene-6-sulfonic acid, the aminodisazo dye obtained is further diazotized,

      combined with 1 mol. 2-benzoylamino-6-oxynaphthalene-8-sulfonic acid and treated the trisazo dye with copper-donating compounds.



  <I> Example: </I> 26.4 parts of benzidine monosulphonic acid are tetrazotized as usual in a hydrochloric acid solution with 14 parts of sodium nitrite and first alkaline with 14.5 parts of salicylic acid and then the diazoazo compound is acetic acid with 25.3 parts of 1-amino 2-naphtholmethyl ether-6-sulfonic acid coupled.

   The disazo dye obtained is made alkaline with 20 parts of sodium carbonate, isolated, dissolved in 2000 parts of water, treated with 7.2 parts of sodium nitrite and diazotized by adding 70 parts of concentrated hydrochloric acid at 10 ' . The deposited diazo body is carried into a solution of 34.3 parts of 2-benzoylamino-6-oxynaphthalene-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% common salt, filtered and washed with 2.5% 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 olive in water and dull purple in sulfuric acid.

   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 a neutral Glauber's salt bath and treated with copper sulfate as usual.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Trisazo- farbstoffes, dadurch gekennzeichnet, da.ss man 1 Mol. tetrazotierte Benzidinmonosulfonsäure alkalisch mit 1 Mol. Salicylsäure und an schliessend die Diazoazoverbindung sauer mit o 1 Mol. 1-Amino-2-methoxynaphthalin-6-sul- fonsäure kuppelt, den erhaltenen Amino- disazofarbstoff weiterdiazotiert, PATENT CLAIM: A process for the preparation of a trisazo dye, characterized in that 1 mol of tetrazotised benzidine monosulfonic acid is alkaline with 1 mol of salicylic acid and then the diazoazo compound is acidic with 1 mol of 1-amino-2-methoxynaphthalene-6-sulph - Fonsäure couples, the amino disazo dye obtained is further diazotized, mit 1 Mol. 2-Benzoylamino- 6 -oxynaphthalin- 8 -sulfon- säure vereinigt und den Trisazofarbstoff mit kupferabgebenden Verbindungen behandelt. Der neue Farbstoff, ein dunkles Pulver, löst sich in Wasser mit oliver, in Schwefel säure mit stumpf violetter Farbe. Er färbt Baumwolle aus dem neutralen Glaubersalz bad in oliven Tönen von hervorragender Lichtechtheit. combined with 1 mol. 2-benzoylamino-6-oxynaphthalene-8-sulfonic acid and treated the trisazo dye with copper-releasing compounds. The new dye, a dark powder, dissolves in water with an olive color and in sulfuric acid with a dull purple color. It dyes cotton from the neutral Glauber's salt bath in olive tones with excellent lightfastness.
CH215059D 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye. CH215059A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH215059T 1939-07-20
CH213429T 1939-07-20

Publications (1)

Publication Number Publication Date
CH215059A true CH215059A (en) 1941-05-31

Family

ID=4448239

Family Applications (22)

Application Number Title Priority Date Filing Date
CH215062D CH215062A (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.
CH215065D CH215065A (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.
CH215061D CH215061A (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.
CH215059D CH215059A (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.
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.
CH226611D CH226611A (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.
CH226613D CH226613A (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.
CH226609D CH226609A (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.
CH226608D CH226608A (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 Before (8)

Application Number Title Priority Date Filing Date
CH215062D CH215062A (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.
CH215065D CH215065A (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.
CH215061D CH215061A (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.

Family Applications After (13)

Application Number Title Priority Date Filing Date
CH213429D CH213429A (en) 1939-07-20 1939-07-20 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.
CH226611D CH226611A (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.
CH226613D CH226613A (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.
CH226609D CH226609A (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.
CH226608D CH226608A (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.

Country Status (2)

Country Link
CH (22) CH215062A (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
CH213429A (en) 1941-02-15
CH215062A (en) 1941-05-31
CH226611A (en) 1943-04-15
CH226616A (en) 1943-04-15
CH215067A (en) 1941-05-31
CH215064A (en) 1941-05-31
CH226613A (en) 1943-04-15
CH215060A (en) 1941-05-31
CH226610A (en) 1943-04-15
CH215065A (en) 1941-05-31
CH215066A (en) 1941-05-31
CH226608A (en) 1943-04-15
CH226618A (en) 1943-04-15
CH215061A (en) 1941-05-31
CH226612A (en) 1943-04-15
CH224547A (en) 1942-11-30
CH226614A (en) 1943-04-15
FR866854A (en) 1941-09-15
CH226609A (en) 1943-04-15
CH215063A (en) 1941-05-31
CH226615A (en) 1943-04-15
CH226617A (en) 1943-04-15

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