CH369842A - Process for the preparation of a copperable disazo dye - Google Patents

Process for the preparation of a copperable disazo dye

Info

Publication number
CH369842A
CH369842A CH6134258A CH6134258A CH369842A CH 369842 A CH369842 A CH 369842A CH 6134258 A CH6134258 A CH 6134258A CH 6134258 A CH6134258 A CH 6134258A CH 369842 A CH369842 A CH 369842A
Authority
CH
Switzerland
Prior art keywords
preparation
disazo dye
parts
copperable
dye
Prior art date
Application number
CH6134258A
Other languages
German (de)
Inventor
Hans Dr Ischer
Lukas Dr Schneider
Original Assignee
Sandoz Ag
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 Sandoz Ag filed Critical Sandoz Ag
Priority to CH6134258A priority Critical patent/CH369842A/en
Publication of CH369842A publication Critical patent/CH369842A/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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/38—Preparation from compounds with —OH and —COOH adjacent in the same ring or in peri position
    • C09B45/40—Chromium compounds
    • 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
    • C09B35/02—Disazo dyes
    • C09B35/039—Disazo dyes characterised by the tetrazo component
    • C09B35/28—Disazo dyes characterised by the tetrazo component the tetrazo component containing two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—
    • 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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/24—Disazo or polyazo compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

      Verfahren    zur Herstellung eines kupferbaren     Disazofarbstoffes       Gegenstand des vorliegenden Patentes ist ein  Verfahren zur Herstellung eines kupferbaren     Disazo-          farbstoffes,    welches darin besteht, dass man 1     Mol       der     Diazoverbindung    aus dem     Aminomonoazofarb-          stoff    der Formel  
EMI0001.0009     
    mit 1     Mol        2-Benzoylamino-5-oxy-naphthalin-7-sul-          fonsäure    kuppelt.  



  Im nachfolgenden Beispiel bedeuten die Teile  Gewichtsteile.  



  <I>Beispiel</I>  53 Teile des     Aminomonoazofarbstoffes,    welchen  man durch Kuppeln von     diazotierter        2-Amino-5-          nitro-benzol-l-carbonsäure    mit     1-(4'-Oxy-3'-carboxy)-          phenyl-3-methyl-5-pyrazolon,    Reduzieren der     Nitro-          gruppe    zur     Aminogruppe,

          Acylieren    der erhaltenen       Aminomonoazoverbindung    mit 3 -     Methyl-4-nitro-          benzol-l-carbonsäurechlorid    und erneutes Reduzie  ren der     -Nitromonoazoverbindung    erhält, werden     in     Gegenwart von     Natriumhydroxyd    in 1000 Teilen  Wasser gelöst. Man versetzt die Lösung mit 24  Teilen     30o/oiger        Natriumnitritlösung,    kühlt sie mit  tels Eis auf eine Temperatur von 5  und lässt ihr  rasch 40 Teile 30     1/oige        Salzsäure    zulaufen.

   Nach  dreistündigem Rühren bei einer Temperatur von 10    bis 15  ist die     Diazotierung    beendigt; man vereinigt  nun die entstandene Suspension in Gegenwart von  überschüssigem     Natriumearbonat    mit einer     wässrigen     Lösung aus 34,3 Teilen     2-Benzoylamino-5-oxy-          naphthalin-7-sulfonsäure    und<B>13,2</B> Teilen     30o/oiger          Natriumhydroxydlösung.    Man fällt den     Diazofarb-          stoff    aus der warmen Reaktionslösung mittels Na  triumchlorid aus, filtriert ihn ab und trocknet ihn.

    Er löst sich in Wasser mit gelbroter, in konzentrier  ter Schwefelsäure mit blauroter Farbe und färbt  Baumwolle und     Fasern    aus regenerierter     Cellulose     im     Nachkupferungsverfahren    in roten Tönen von  guter Licht- und Waschechtheit.



      Process for the preparation of a copperable disazo dye The present patent relates to a process for the preparation of a copperable disazo dye, which consists in converting 1 mol of the diazo compound from the amino monoazo dye of the formula
EMI0001.0009
    with 1 mole of 2-benzoylamino-5-oxy-naphthalene-7-sulphonic acid.



  In the following example, the parts are parts by weight.



  <I> Example </I> 53 parts of the amino monoazo dye which can be obtained by coupling diazotized 2-amino-5-nitro-benzene-1-carboxylic acid with 1- (4'-oxy-3'-carboxy) - phenyl-3 -methyl-5-pyrazolone, reducing the nitro group to the amino group,

          Acylating the aminomonoazo compound obtained with 3 - methyl-4-nitrobenzene-1-carboxylic acid chloride and again reducing the -nitromonoazo compound is dissolved in 1000 parts of water in the presence of sodium hydroxide. The solution is mixed with 24 parts of 30% sodium nitrite solution, cooled with ice to a temperature of 5 and quickly run in 40 parts of 30% hydrochloric acid.

   After three hours of stirring at a temperature of 10 to 15, the diazotization is complete; the resulting suspension is now combined in the presence of excess sodium carbonate with an aqueous solution of 34.3 parts of 2-benzoylamino-5-oxynaphthalene-7-sulfonic acid and 13.2 parts of 30% sodium hydroxide solution. The diazo dye is precipitated from the warm reaction solution using sodium chloride, filtered off and dried.

    It dissolves in water with yellow-red color, in concentrated sulfuric acid with a blue-red color and dyes cotton and fibers made of regenerated cellulose in red shades of good lightfastness and washfastness in the post-copper plating process.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines kupferbaren Disazofarbstoffes, dadurch gekennzeichnet, dass man 1 Mol der Diazoverbindung aus dem Aminomono- azofarbstoff der Formel EMI0002.0001 mit 1 Mol 2-Benzoylamino-5-oxy-naphthalin-7-sulfonsäure kuppelt. PATENT CLAIM Process for the preparation of a copperable disazo dye, characterized in that 1 mol of the diazo compound from the aminomono azo dye of the formula EMI0002.0001 with 1 mole of 2-benzoylamino-5-oxy-naphthalene-7-sulfonic acid.
CH6134258A 1950-07-06 1958-07-03 Process for the preparation of a copperable disazo dye CH369842A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CH6134258A CH369842A (en) 1950-07-06 1958-07-03 Process for the preparation of a copperable disazo dye

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH285140T 1950-07-06
CH6134258A CH369842A (en) 1950-07-06 1958-07-03 Process for the preparation of a copperable disazo dye

Publications (1)

Publication Number Publication Date
CH369842A true CH369842A (en) 1963-06-15

Family

ID=25732506

Family Applications (1)

Application Number Title Priority Date Filing Date
CH6134258A CH369842A (en) 1950-07-06 1958-07-03 Process for the preparation of a copperable disazo dye

Country Status (1)

Country Link
CH (1) CH369842A (en)

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