CH215063A - 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
CH215063A
CH215063A CH215063DA CH215063A CH 215063 A CH215063 A CH 215063A CH 215063D A CH215063D A CH 215063DA CH 215063 A CH215063 A CH 215063A
Authority
CH
Switzerland
Prior art keywords
dye
copper
parts
mol
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 CH215063A publication Critical patent/CH215063A/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)
  • Electromechanical Clocks (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

  

  <B>Zusatzpatent</B>     zuan        Hauptpatent        NT.    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-          zotiertes        Benzidin    alkalisch mit 1     Mol.        m-          Kresotinsäure    und anschliessend die     Diazoazo-          verbindung    sauer mit 1     Mol.        1-Amino-2-          äthogynaphthalin-6-sulfonsäure    kuppelt, den  erhaltenen     Aminodisazofarbstoff        weiterdiazo-          tiert,

      mit 1     Mol.        2-Phthaloylamino-6-ogy-          naphthalin-8-sulfonsäure    vereinigt und den       Trisazofarbstoff    mit     kupferabgebenden    Ver  bindungen behandelt.  



  <I>Beispiel:</I>  18,4 Teile     Benzidin    werden wie üblich in  salzsaurer Lösung mit 14 Teilen Natrium  nitrit     tetrazotiert    und zuerst     sodaalkalisch     mit 16,0 Teilen     m-Kresotinsäure    und hierauf  die     Diazoazoverbindung    essigsauer mit<B>26,7</B>  Teilen     1-Amino-    2     -naphtoläthyläther-    6     -sul-          fonsäure    gekuppelt.

   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 38,7 Teilen     2-Phthaloylamino-          6-ogynaphthalin-    8     -sulfonsäure,    40     Teilen     25 %     igem    Ammoniak und 150 Teilen     Pyridin     in 200 Teilen Wasser ein.

   Der fertig gebildete  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    über  geführt. Er stellt ein dunkles Pulver dar,  das sich     in    Wasser olive,     in    Schwefelsäure  mit violetter Farbe löst.

   Er färbt Baumwolle  aus dem neutralen     Glaubersalzbad    in oliven  Tönen von hervorragender Lichtechtheit.  



  Ebensogut kann der Farbstoff im neu  tralen     Glaubersalzbad    -auf Baumwolle ge-      färbt und wie üblich mit Kupfersulfat nach  behandelt werden.



  <B> Additional patent </B> to main NT patent. 213429. Process for the preparation 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 by

   that 1 mole of tetrazotized benzidine is coupled alkaline with 1 mole of m-cresotinic acid and then the diazoazo compound acidically with 1 mole of 1-amino-2-ethogynaphthalene-6-sulfonic acid, the aminodisazo dye obtained is further diazo-

      combined with 1 mol. 2-phthaloylamino-6-ogy- naphthalene-8-sulfonic acid and treated the trisazo dye with copper-releasing compounds.



  <I> Example: </I> 18.4 parts of benzidine are tetrazotized as usual in hydrochloric acid solution with 14 parts of sodium nitrite and first alkaline with 16.0 parts of m-cresotinic acid and then the diazoazo compound with acetic acid with <B> 26.7 < / B> Parts of 1-amino-2-naphtholethyl ether-6-sulfonic acid coupled.

   The disazo dye obtained is made alkaline with 20 parts of soda, 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 separated diazo body is added to a solution of 38.7 parts of 2-phthaloylamino-6-ogynaphthalene-8-sulfonic acid, 40 parts of 25% ammonia and 150 parts of pyridine in 200 parts of water.

   The finished dye 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 1,600 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 violet 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 in the neutral Glauber's salt bath on cotton and treated with copper sulfate as usual.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Trisazo- farbstoffes, dadurch gekennzeichnet, dass man 1 Mol. tetrazotiertes Benzidin alkalisch mit 1 Mol. m-Kresotinsäure und anschliessend die Diazoazoverbindung sauer mit 1 Mol. 1- Amino-2 -äthoxynaphthalin-6 -sulfonsäure kuppelt, den erhaltenen Aminodisazofarbstoff weiterdiazotiert, PATENT CLAIM: Process for the preparation of a trisazo dye, characterized in that 1 mol. Of tetrazotised benzidine is coupled alkaline with 1 mol. Of m-cresotinic acid and then the diazoazo compound is coupled acidic with 1 mol. further diazotizes the aminodisazo dye obtained, mit 1 M01. 2-Phthaloyl- amino-6-oxynaphthalin-8-sulfonsäurevereinigt und den Trisazofarbstoff mit kupferabgeben den Verbindungen behandelt. Der neue Farbstoff, ein dunkles Pulver, löst sich in Wasser mit oliver, in Schwefel säure mit violetter Farbe. Er färbt Baum wolle aus dem neutralen Glaubersalzbad in oliven Tönen von hervorragender Licht e chtheit. with 1 M01. 2-Phthaloyl-amino-6-oxynaphthalene-8-sulfonic acid combined 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 purple color. It dyes cotton from the neutral Glauber's salt bath in olive tones with excellent lightfastness.
CH215063D 1939-07-20 1939-07-20 Process for the production of a copper-containing trisazo dye. CH215063A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH215063T 1939-07-20
CH213429T 1939-07-20

Publications (1)

Publication Number Publication Date
CH215063A true CH215063A (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.
CH215064D CH215064A (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.
CH215066D CH215066A (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.
CH215059D CH215059A (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.
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.
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.
CH226618D CH226618A (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.
CH226616D CH226616A (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.
CH226614D CH226614A (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.
CH226615D CH226615A (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.
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.

Family Applications Before (5)

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.
CH215064D CH215064A (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.
CH215066D CH215066A (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.

Family Applications After (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.
CH215061D CH215061A (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.
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.
CH226618D CH226618A (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.
CH226616D CH226616A (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.
CH226614D CH226614A (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.
CH226615D CH226615A (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.
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.

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
CH215062A (en) 1941-05-31
FR866854A (en) 1941-09-15
CH215060A (en) 1941-05-31
CH226611A (en) 1943-04-15
CH215061A (en) 1941-05-31
CH224547A (en) 1942-11-30
CH215067A (en) 1941-05-31
CH215064A (en) 1941-05-31
CH226608A (en) 1943-04-15
CH215065A (en) 1941-05-31
CH215059A (en) 1941-05-31
CH226612A (en) 1943-04-15
CH226615A (en) 1943-04-15
CH226613A (en) 1943-04-15
CH213429A (en) 1941-02-15
CH226614A (en) 1943-04-15
CH226616A (en) 1943-04-15
CH226618A (en) 1943-04-15
CH226609A (en) 1943-04-15
CH215066A (en) 1941-05-31
CH226617A (en) 1943-04-15
CH226610A (en) 1943-04-15

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