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CH245067A - Process for the preparation of a substantive azo dye. - Google Patents

Process for the preparation of a substantive azo dye.

Info

Publication number
CH245067A
CH245067A CH245067DA CH245067A CH 245067 A CH245067 A CH 245067A CH 245067D A CH245067D A CH 245067DA CH 245067 A CH245067 A CH 245067A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
dyes
oxynaphthalene
oxy
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 CH245067A publication Critical patent/CH245067A/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

  

  Verfahren zur Herstellung eines     substantiven        Azofarbstoifes.       Aus dem     französischen        Zusatzpatent     Nr. 22841 (Zusatz zum französischen Haupt  patent Nr. 481190) sind kupferbare     Azo-          farbstoffe        bekanntgeworden,    die durch Ver  einigen von     diazotierten        1-Oxy-2-amino-          benzolsulfamiden        mit        N-Derivaten    der     2-          Amino-5-oxynaphthalin-7-sulfonsäure    erhal  ten werden.

   Diese Farbstoffe eignen sich als       Kupferkomplexe    oder als     Nachkupferungs-          farbstoffe    zum Färben der     Cellulosefaser,     wobei lichtechte rote,     violette    bis blaue Fär  bungen entstehen.  



  Es wurde nun gefunden, dass neue,     sub-          stantive,    zur     Metallkomplexbildung    befähigte       Azofarbstoffe    erhalten werden, die sich ge  genüber den     erwähnten    bekannten Farb  stoffen durch eine bessere Affinität zur     Cel-          lulosefaser    auszeichnen, wenn man     diazotierte     1-     Oxy    - 2 -     aminobenzolcarbonsäureamide    mit  der     2-Amino-5-oxynaphthalin-7-sulfonsäure          bezw.    mit     N-Derivaten    dieser Säure ver  einigt.  



  Je nach dem vorgesehenen Verwendungs  zweck können diese Farbstoffe in Substanz    oder auf der Faser in Metallkomplexe, ins  besondere     Kupferkomplexe,    übergeführt wer  den, wobei die Echtheitseigenschaften der  Farbstoffe     wesentlich    verbessert werden.  



  Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     sub-          stantiven,    zur     Metallkomplexbildung    be  fähigten     Azofarbstoffes,    dadurch gekenn  zeichnet, dass     diazotiertes        1-Oxy-2-amino-          benzol    - 4 -     carbonsäure    -     phenylamid    mit 2  Phenylamino- 5     -oxynaphthalin-7-sulfonsäure     in alkalischem     Medium    vereinigt wird.  



  Der neue Farbstoff färbt Baumwolle aus  schwach alkalischem Bade, welches Kupfer  sulfat und     weinsaures    Natrium gelöst ent  hält, in echten rotvioletten     Tönen.       <I>Beispiel:</I>    22,8     Gewichtsteile        1-Oxy-2-aminobenzol-          4-carbonsäurephenylamid    werden unter Zu  satz von 6,9     Gewichtsteilen        Natriumnitrit     und 27     Gewichtsteilen        konz.    Salzsäure bei 0        diazotiert    und die     Diazoverbindung    mit 31,

  5       Gewichtsteilen    2 -     Phenylamino    - 5 - oxynaph-           thalin-7-sulfonsäure,    die als     Natriumsalz          unter    Zusatz von 100 Gewichtsteilen 20     %        igem          Calciumhydroxyd    in 1000 Gewichtsteilen  Wasser gelöst wurden, vereinigt. Nach 4  Stunden wird der     gebildete    Farbstoff durch  Zusatz von Salzsäure abgeschieden, in das       Natriumsalz    übergeführt und getrocknet.  



  Der neue Farbstoff stellt ein dunkles       Pulver    dar und färbt Baumwolle aus schwach       alkalischem    Bade, welches Kupfersulfat und  weinsaures Natrium gelöst enthält, in echten  rotvioletten Tönen an.



  Process for the production of a substantive azo dye. From the French additional patent no. 22841 (addition to the French main patent no. 481190) copperable azo dyes have become known which are produced by combining diazotized 1-oxy-2-aminobenzenesulfamides with N-derivatives of the 2-amino-5- oxynaphthalene-7-sulfonic acid can be obtained.

   These dyes are suitable as copper complexes or as post-copper dyes for dyeing cellulose fibers, producing lightfast red, violet to blue colorations.



  It has now been found that new, substantial azo dyes capable of forming metal complexes are obtained which are distinguished from the known dyes mentioned by a better affinity for cellulose fibers when diazotized 1-oxy-2-aminobenzolcarboxamides are used with the 2-Amino-5-oxynaphthalene-7-sulfonic acid respectively. united with N-derivatives of this acid.



  Depending on the intended use, these dyes can be converted into metal complexes, in particular copper complexes, in substance or on the fiber, the fastness properties of the dyes being significantly improved.



  The subject matter of the present patent is a process for the production of a sub- stantive azo dye capable of metal complex formation, characterized in that diazotized 1-oxy-2-aminobenzene-4-carboxylic acid-phenylamide with 2-phenylamino-5-oxynaphthalene-7 sulfonic acid is combined in an alkaline medium.



  The new dye dyes cotton from a weakly alkaline bath, which contains dissolved copper sulfate and tartaric acid, in real red-violet tones. <I> Example: </I> 22.8 parts by weight of 1-oxy-2-aminobenzene-4-carboxylic acid phenylamide are added with 6.9 parts by weight of sodium nitrite and 27 parts by weight of conc. Hydrochloric acid diazotized at 0 and the diazo compound with 31,

  5 parts by weight of 2-phenylamino-5-oxynaphthalene-7-sulfonic acid, which were dissolved as the sodium salt with the addition of 100 parts by weight of 20% calcium hydroxide in 1000 parts by weight of water, combined. After 4 hours, the dye formed is deposited by adding hydrochloric acid, converted into the sodium salt and dried.



  The new dye is a dark powder and dyes cotton from a weakly alkaline bath, which contains dissolved copper sulfate and tartrate of sodium, in real red-violet tones.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines substan- tiven, zur Metallkomplexbildung befähigten Azofarbstoffes, dadurch gekennzeichnet, daB diazotiertes 1-Oxy-2-aminobenzol-4-carbon- säure-phenylamid mit 2-Phenylamino-5-oxy- naphthalin-7-sulfonsäure in alkalischem Me dium vereinigt, wird. PATENT CLAIM: A process for the production of a substantial azo dye capable of forming metal complexes, characterized in that diazotized 1-oxy-2-aminobenzene-4-carboxylic acid phenylamide with 2-phenylamino-5-oxynaphthalene-7-sulfonic acid in alkaline Me medium is combined. Der neue Farbstoff färbt Baumwolle aus schwach alkalischem Bade, welches Kupfer sulfat und weinsaures Natrium gelöst ent hält, in echten rotvioletten Tönen. The new dye dyes cotton from a weakly alkaline bath, which contains dissolved copper sulfate and tartaric acid, in real red-violet tones.
CH245067D 1946-01-18 1945-02-20 Process for the preparation of a substantive azo dye. CH245067A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH245067A true CH245067A (en) 1946-10-31

Family

ID=4464679

Family Applications (14)

Application Number Title Priority Date Filing Date
CH249787D CH249787A (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.
CH249795D CH249795A (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.
CH249785D CH249785A (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.
CH249794D CH249794A (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.
CH249788D CH249788A (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.
CH245067D CH245067A (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.
CH252072D CH252072A (en) 1946-01-18 1946-01-18 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.

Family Applications Before (10)

Application Number Title Priority Date Filing Date
CH249787D CH249787A (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.
CH249795D CH249795A (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.
CH249785D CH249785A (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.
CH249794D CH249794A (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.
CH249788D CH249788A (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.

Family Applications After (3)

Application Number Title Priority Date Filing Date
CH249791D CH249791A (en) 1946-01-18 1945-02-20 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.
CH269047D CH269047A (en) 1946-01-18 1946-01-18 Process for the preparation of a substantive azo dye.

Country Status (1)

Country Link
CH (14) CH249787A (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
CH249788A (en) 1947-07-15
CH249792A (en) 1947-07-15
CH249791A (en) 1947-07-15
CH249793A (en) 1947-07-15
CH249789A (en) 1947-07-15
CH249790A (en) 1947-07-15
CH249795A (en) 1947-07-15
CH249786A (en) 1947-07-15
CH249794A (en) 1947-07-15
CH269047A (en) 1950-06-15
CH249787A (en) 1947-07-15
CH249785A (en) 1947-07-15
CH252072A (en) 1947-11-30

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