CH249788A - Process for the preparation of a substantive azo dye. - Google Patents

Process for the preparation of a substantive azo dye.

Info

Publication number
CH249788A
CH249788A CH249788DA CH249788A CH 249788 A CH249788 A CH 249788A CH 249788D A CH249788D A CH 249788DA CH 249788 A CH249788 A CH 249788A
Authority
CH
Switzerland
Prior art keywords
mol
preparation
amino
azo dye
dye
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH249788A publication Critical patent/CH249788A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B45/00Complex metal compounds of azo dyes
    • C09B45/02Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14Monoazo compounds
    • C09B45/18Monoazo compounds containing copper
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B33/00Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02Disazo dyes
    • C09B33/08Disazo dyes in which the coupling component is a hydroxy-amino compound
    • C09B33/10Disazo dyes in which the coupling component is a hydroxy-amino compound in which the coupling component is an amino naphthol
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/12Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Paper (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

  <B>Zusatzpatent</B> zum     Hauptpatent    Nr. 245067.    Verfahren zur Herstellung eines Substantiven     Azofarbstoffes.       Gegenstand des vorliegenden Zusatz  patentes ist ein Verfahren zur     Herstellung     eines Substantiven     Azofarbstoffes,    dadurch  gekennzeichnet, dass man 1     Mol        dia.zotiertes          1-Oxy-2-aminobenzol    - 4 -     carbonsäure-phenyl-          amid    mit 1     Mol    des sekundären Kondensa  tionsproduktes aus 1     Mol        Cyanurchlorid,

       1     Mol        2-Amino-5-oxynaphthalin    - 7 -     sulfon-          säure    und 1     Mol        4-Amino-4'-oxy-1,1'-azo-          benzol-3'-carbonsäure    in alkalischem Medium  vereinigt.  



  Der neue Farbstoff färbt Baumwolle aus  schwach alkalischem Bade, welchem noch  Kupfersulfat und     Natriumtartrat        zugegeben     worden sind, in     echten        braunstichig    roten  Tönen.  



       Beispiel:     22,8 Gewichtsteile     1-Oxy-2-aminobenzol-          4-ca.rbonsäurephenylamid    werden unter Zu  satz von 6,9     Gewichtsteilen        Natriumnitrit     und 27 Gewichtsteilen konzentrierter Salz  säure bei 0      diazotiert    und die     Diazoverbin-          dung    mit 60,7     Gewichtsteilen    des sekundären  Kondensationsproduktes aus 1     Mol        Cyanur-          chlorid,

      1     Mol        2-Amino-5-oxynaphthalin-7-          sulfonsäure    und 1     Mol        4-Am.ino-4'-oxy-1,1'-          azobenzol-3'-carbonsäure,    de als     Natriumsalz     unter Zusatz von 100 Gewichtsteilen 20 %     igem          Caleiumhydroxyd    in 1000 Gewichtsteilen    Wasser gelöst wurden, vereinigt. Nach  4 Stunden wird der gebildete Farbstoff durch  Zusatz von Salzsäure abgeschieden und fil  triert. Der Filterrückstand wird als Natrium  salz gelöst. Aus der Lösung wird der Farb  stoff mit Kochsalz abgeschieden, filtriert und  getrocknet.

   Er     stellt    ein schwarzes Pulver  dar, das Baumwolle in schwach alkalischem  Bade in roten Tönen anfärbt. Durch Ver  setzen des Färbebades mit Kupfersalzlösung  aus     Kupfersulfat    und weinsaurem Natrium  schlägt der Farbton nach     braunstichig    rot um.  Die Färbung     ist    wasch- und lichtecht.



  <B> Additional patent </B> to main patent no. 245067. Process for the production of a noun azo dye. The subject of the present additional patent is a process for the production of a noun azo dye, characterized in that 1 mol of dia.zotierter 1-oxy-2-aminobenzene - 4 - carboxylic acid phenyl amide with 1 mol of the secondary condensation product from 1 mol of cyanuric chloride ,

       1 mol of 2-amino-5-oxynaphthalene-7-sulfonic acid and 1 mol of 4-amino-4'-oxy-1,1'-azobenzene-3'-carboxylic acid are combined in an alkaline medium.



  The new dye dyes cotton from a weakly alkaline bath to which copper sulphate and sodium tartrate have been added in real brownish red tones.



       Example: 22.8 parts by weight of 1-oxy-2-aminobenzene-4-ca.rboxylic acid phenylamide are diazotized at 0 with the addition of 6.9 parts by weight of sodium nitrite and 27 parts by weight of concentrated hydrochloric acid and the diazo compound with 60.7 parts by weight of the secondary Condensation product from 1 mol of cyanuric chloride,

      1 mol of 2-amino-5-oxynaphthalene-7-sulfonic acid and 1 mol of 4-amino-4'-oxy-1,1'-azobenzene-3'-carboxylic acid, de as the sodium salt with the addition of 100 parts by weight of 20% strength Caleiumhydroxyd were dissolved in 1000 parts by weight of water, combined. After 4 hours, the dye formed is deposited by adding hydrochloric acid and filtered. The filter residue is dissolved as sodium salt. The dye is precipitated from the solution with common salt, filtered and dried.

   It is a black powder that dyes cotton in a weakly alkaline bath in red tones. By adding a copper salt solution of copper sulphate and tartrate of sodium to the dye bath, the color changes to a brownish red. The color is washable and lightfast.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Substan tiven Azofarbstoffes,dadurch gekennzeichnet, dass man 1 Mol dia.zotiertes 1-Oxy-2-amiuo- benzol-4-carbonsäure-phenylamid mit 1 Mol des sekundären Kondensationsproduktes aus 1 Mol Cyanurchlorid, 1 Mol 2-Amino-5-oxy- naphthalin-7-sulfansäure und 1 Mol 4-Amino- 4'-o@xy-1, PATENT CLAIM: A process for the preparation of a substantive azo dye, characterized in that 1 mol of dia.zotierter 1-oxy-2-amiuobenzene-4-carboxylic acid phenylamide with 1 mol of the secondary condensation product of 1 mol of cyanuric chloride, 1 mol of 2- Amino-5-oxynaphthalene-7-sulfanic acid and 1 mol of 4-amino-4'-o @ xy-1, 1'-azobenzol-3'-carbo@nsäure in alka lischem Medium vereinigt. Der neue Farbstoff färbt Baumwolle aus schwach alkalischem Bade, welchem noch Kupfersulfat und Natriumtartrat zugegeben worden sind, in echten braunstichig roten Tönen. 1'-azobenzene-3'-carbonic acid combined in alkaline medium. The new dye dyes cotton from a weakly alkaline bath to which copper sulphate and sodium tartrate have been added in real brownish red tones.
CH249788D 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye. CH249788A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH245067T 1946-01-18

Publications (1)

Publication Number Publication Date
CH249788A true CH249788A (en) 1947-07-15

Family

ID=4464679

Family Applications (14)

Application Number Title Priority Date Filing Date
CH249795D CH249795A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH245067D CH245067A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249789D CH249789A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249794D CH249794A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249791D CH249791A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249785D CH249785A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249793D CH249793A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249786D CH249786A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249787D CH249787A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249788D CH249788A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249792D CH249792A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249790D CH249790A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH269047D CH269047A (en) 1946-01-18 1946-01-18 Process for the preparation of a substantive azo dye.
CH252072D CH252072A (en) 1946-01-18 1946-01-18 Process for the preparation of a substantive azo dye.

Family Applications Before (9)

Application Number Title Priority Date Filing Date
CH249795D CH249795A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH245067D CH245067A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249789D CH249789A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249794D CH249794A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249791D CH249791A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249785D CH249785A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249793D CH249793A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249786D CH249786A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249787D CH249787A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.

Family Applications After (4)

Application Number Title Priority Date Filing Date
CH249792D CH249792A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249790D CH249790A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH269047D CH269047A (en) 1946-01-18 1946-01-18 Process for the preparation of a substantive azo dye.
CH252072D CH252072A (en) 1946-01-18 1946-01-18 Process for the preparation of a substantive azo dye.

Country Status (1)

Country Link
CH (14) CH249795A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3320972A1 (en) * 1982-06-19 1983-12-22 Sandoz-Patent-GmbH, 7850 Lörrach Metal-containing disazo compounds, process for preparation and process for dyeing or printing

Also Published As

Publication number Publication date
CH249795A (en) 1947-07-15
CH249787A (en) 1947-07-15
CH249791A (en) 1947-07-15
CH249793A (en) 1947-07-15
CH249785A (en) 1947-07-15
CH249786A (en) 1947-07-15
CH249790A (en) 1947-07-15
CH249794A (en) 1947-07-15
CH269047A (en) 1950-06-15
CH252072A (en) 1947-11-30
CH245067A (en) 1946-10-31
CH249789A (en) 1947-07-15
CH249792A (en) 1947-07-15

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