CH269047A - Process for the preparation of a substantive azo dye. - Google Patents

Process for the preparation of a substantive azo dye.

Info

Publication number
CH269047A
CH269047A CH269047DA CH269047A CH 269047 A CH269047 A CH 269047A CH 269047D A CH269047D A CH 269047DA CH 269047 A CH269047 A CH 269047A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
mol
substantive azo
weight
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 CH269047A publication Critical patent/CH269047A/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
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14—Monoazo compounds
    • C09B45/18—Monoazo compounds containing copper
    • 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
    • C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02—Disazo dyes
    • C09B33/08—Disazo dyes in which the coupling component is a hydroxy-amino compound
    • C09B33/10—Disazo dyes in which the coupling component is a hydroxy-amino compound in which the coupling component is an amino naphthol
    • 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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues

Landscapes

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

Description

  

      Zusatzpatent        zum    Hauptpatent Nr. 245067.    Verfahren zur Herstellung eines     substantiven        Azofarbatoffes.       Gegenstand des vorliegenden Zusatzpaten  tes ist ein Verfahren zur     Herstellung    eines       substantiven        Azofarbstoffes,    dadurch gekenn  zeichnet, dass man 2     Mol    einer     Diazoverbin-          dung    des Amins der Formel  
EMI0001.0011     
    mit 1     Mol        5,5'-Dioxy-2,2'-dinaphthylamin-7,7'-          disulfonsäure    in alkalischem Medium ver  einigt.

    



  Der neue Farbstoff färbt Baumwolle aus  schwach alkalischem Bade, welchem noch     Kup-          fersulfat    und     Natriumtartrat    zugegeben wor  den sind, in echten blauvioletten Tönen.  



  Das beim vorliegenden Verfahren als Aus  gangsstoff dienende Amin der     obenstehenden     Formel kann beispielsweise hergestellt werden,  indem man     3-Nitro-4-oxybenzoesäure    in Ge  genwart eines organischen Lösungsmittels wie  Chlorbenzol mit     Hilfe    eines Phosphorhalo  genides wie     Phosphortrichlorid    mit     2-Methyl-          6-amino-benzimidazol    kondensiert und im so  erhaltenen Kondensationsprodukt die     Nitro-          gruppe    zur     Aminogruppe    reduziert. Die Re  duktion kann z. B. katalytisch mit Wasser  stoff erfolgen.

      <I>Beispiel:</I>  28,2     Gewichtsteile    des Amins der Formel  
EMI0001.0028     
    werden unter Zusatz von 6,9 Gewichtsteilen       Natriumnitrit    und 27 Gewichtsteilen konzen  trierter     Salzsäure    bei<B>00</B>     diazotiert    und die       Diazoverbindung    mit 23     Gewichtsteilen        5,5'-          Dioxy-2,2'-        dinaphthylamin-7,7'-disulfonsäure,

       die als     Natriumsalz        unter    Zusatz von 100 Ge  wichtsteilen 20     1/a        igem        Calciumhydroxyd    in  1000 Gewichtsteilen Wasser gelöst werden,       vereinigt.    Nach 4 Stunden wird der gebildete  Farbstoff durch Zusatz von Salzsäure abge  schieden und filtriert. Der Filterrückstand  wird als     Natriumsalz    gelöst. Aus der Lösung  wird der Farbstoff mit Kochsalz abgeschieden  und getrocknet. Er stellt ein schwarzes Pulver  dar, das Baumwolle in schwach     alkalischem     Bade in violetten Tönen anfärbt.

   Durch Ver  setzen des Färbebades mit     Kupfersalzlösung     aus Kupfersulfat und weinsaurem Natrium  wird der Farbton     blauviolett.    Die Färbung ist  wasch- und lichtecht.



      Additional patent to the main patent No. 245067. Process for the production of a substantive azo carbate. The subject of the present additional patent is a process for the production of a substantive azo dye, characterized in that 2 mol of a diazo compound of the amine of the formula
EMI0001.0011
    united with 1 mol of 5,5'-dioxy-2,2'-dinaphthylamine-7,7'-disulfonic acid 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 blue-violet tones.



  The starting material used in the present process amine of the above formula can be prepared, for example, by 3-nitro-4-oxybenzoic acid in the presence of an organic solvent such as chlorobenzene using a phosphorus halide such as phosphorus trichloride with 2-methyl-6-amino benzimidazole is condensed and the nitro group is reduced to the amino group in the condensation product thus obtained. The re duction z. B. done catalytically with hydrogen.

      <I> Example: </I> 28.2 parts by weight of the amine of the formula
EMI0001.0028
    are diazotized with the addition of 6.9 parts by weight of sodium nitrite and 27 parts by weight of concentrated hydrochloric acid at <B> 00 </B> and the diazo compound with 23 parts by weight of 5,5'-dioxy-2,2'-dinaphthylamine-7,7'- disulfonic acid,

       which are dissolved as the sodium salt with the addition of 100 parts by weight of 20 1 / a calcium hydroxide in 1000 parts by weight of water, combined. After 4 hours, the dyestuff formed is separated off by adding hydrochloric acid and filtered. The filter residue is dissolved as the sodium salt. The dye is separated from the solution with common salt and dried. It is a black powder that dyes cotton in a weakly alkaline bath in purple tones.

   When the dyebath is set with a copper salt solution made from copper sulfate and tartaric acid, the color becomes blue-violet. The color is washable and lightfast.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines substan- tiven Azofarbstoffes, dadurch gekennzeichnet, dass man 2 Mol einer Diazoverbindung des Amins der Formel EMI0002.0004 mit 1 Mol 5,5'-Dioxy-2,2'-dinaphthylanain-7,7@- disulfonsäüre in alkalischem Medium ver einigt. PATENT CLAIM: Process for the production of a substantial azo dye, characterized in that 2 mol of a diazo compound of the amine of the formula EMI0002.0004 united with 1 mol of 5,5'-dioxy-2,2'-dinaphthylanain-7,7 @ - disulfonic acid in an alkaline medium. Der neue Farbstoff färbt Baumwolle aus schwach alkalischem Bade, welchem noch Kupfersulfat und Natriumtartrat zugegeben worden sind, in echten blauvioletten Tönen. The new dye dyes cotton from a weakly alkaline bath to which copper sulfate and sodium tartrate have been added in real blue-violet tones.
CH269047D 1946-01-18 1946-01-18 Process for the preparation of a substantive azo dye. CH269047A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH269047A true CH269047A (en) 1950-06-15

Family

ID=4464679

Family Applications (14)

Application Number Title Priority Date Filing Date
CH249788D CH249788A (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.
CH249793D CH249793A (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.
CH249790D CH249790A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249795D CH249795A (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.
CH249792D CH249792A (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.
CH245067D CH245067A (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.
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 (12)

Application Number Title Priority Date Filing Date
CH249788D CH249788A (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.
CH249793D CH249793A (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.
CH249790D CH249790A (en) 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye.
CH249795D CH249795A (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.
CH249792D CH249792A (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.
CH245067D CH245067A (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.

Family Applications After (1)

Application Number Title Priority Date Filing Date
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) CH249788A (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
CH252072A (en) 1947-11-30
CH245067A (en) 1946-10-31
CH249794A (en) 1947-07-15
CH249786A (en) 1947-07-15
CH249795A (en) 1947-07-15
CH249789A (en) 1947-07-15
CH249790A (en) 1947-07-15
CH249793A (en) 1947-07-15
CH249791A (en) 1947-07-15
CH249792A (en) 1947-07-15
CH249788A (en) 1947-07-15
CH249787A (en) 1947-07-15
CH249785A (en) 1947-07-15

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