CH146762A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH146762A
CH146762A CH146762DA CH146762A CH 146762 A CH146762 A CH 146762A CH 146762D A CH146762D A CH 146762DA CH 146762 A CH146762 A CH 146762A
Authority
CH
Switzerland
Prior art keywords
blue
acid
disulfo
dioxy
dye
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH146762A publication Critical patent/CH146762A/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
    • C09B45/24—Disazo or polyazo compounds
    • C09B45/28—Disazo or polyazo 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
    • C09B33/12—Disazo dyes in which the coupling component is a heterocyclic compound

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Verfahren    zur Herstellung eines neuen     Azofarbstof%s.       Es wurde gefunden, dass man einen  neuen Farbstoff erhält, wenn man auf  1     Mol    des     5,5'-Dioxy-7,7'-disulfo-1,1',2',2-          dinaphthazins    der Formel:

    
EMI0001.0006     
    das durch saure Kupplung von dianotier  ter     Sulfanilsäure    mit     5,5'-Dioxy-7,7'-di-          sulfo-2,2'-dinaphthylamin    und     Erwärmen     des gebildeten Reaktionsproduktes erhalten  werden kann, 1     Mol        dianotiertes        4,6-Di-          nitro-2-amino-l-phenol,    hierauf 1     Mol        di-          azotiert@        1-Aminobenzöl-2,5-disulfosäure    ein  wirken lässt und den erhaltenen Farbstoff  mit einem kupferabgebenden     Mittel    be  handelt.

      Der erhaltene Farbstoff ist ein     schwarz-          bronziges    Pulver, das sich in Wasser mit  blauer, in verdünnten Alkalien mit     grünlicli-          blauer    und in     konz.    Schwefelsäure mit blau  grüner Farbe löst. Er färbt natürliche     Seide.     Baumwolle und Kunstseiden aus regenerier  ter Zellulose aus neutralem oder     schwach     alkalischem     Glaubersalzbade    in echten  grauen Tönen.

      <I>Beispiel:</I>         4"7,    2 Teile     5,5'-Dioxy-7,7'-disulfo-l,l',2',2-          dinaphthazin    und 50 Teile wasserfreie Soda  werden in 500 Teilen Wasser gelöst und  mit Eis auf 0 bis 5   gekühlt. Man kom  biniert mit dem     Diazokörper    aus 20 Teilen       4,6-Dinitro-2-amino-l-phenol    und, nachdem  dieser verschwunden ist, mit dem     Diazokör-          per    aus 29 Teilen     1-Aminobenzol-2,

  5-di-          sulfosäure.    Nach beendeter Kupplung ver  setzt man mit der     Kupferoxydammoniak-          lösung    aus 24 Teilen     krist.    Kupfersulfat,      wärmt auf<B>80'</B> auf und filtriert und  trocknet.



      Process for the preparation of a new azo dye% s. It has been found that a new dye is obtained if one mole of 5,5'-dioxy-7,7'-disulfo-1,1 ', 2', 2-dinaphthazine of the formula:

    
EMI0001.0006
    which can be obtained by acidic coupling of dianotated sulfanilic acid with 5,5'-dioxy-7,7'-disulfo-2,2'-dinaphthylamine and heating of the reaction product formed, 1 mol of dianotated 4,6-dinitro -2-amino-l-phenol, then 1 mol azotized @ 1-aminobenzol-2,5-disulfonic acid can act and treat the dye obtained with a copper-releasing agent.

      The dye obtained is a black-bronze powder which turns blue in water, greenish-blue in dilute alkalis and in conc. Sulfuric acid with a blue green color dissolves. He dyes natural silk. Cotton and artificial silk made from regenerated cellulose from neutral or weakly alkaline Glauber's salt bath in real gray tones.

      <I> Example: </I> 4 "7, 2 parts of 5,5'-dioxy-7,7'-disulfo-l, l ', 2', 2-dinaphthazine and 50 parts of anhydrous soda are in 500 parts of water dissolved and cooled with ice to 0 to 5. It is combined with the diazo body from 20 parts of 4,6-dinitro-2-amino-1-phenol and, after this has disappeared, with the diazo body from 29 parts of 1-aminobenzene -2,

  5-disulfonic acid. After coupling is complete, the copper oxide ammonia solution of 24 parts of crystalline is added. Copper sulfate, warms up to <B> 80 '</B> and then filtered and dries.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man auf 1 Hol des 5,5'-Dioxy-7,7'- disulfo-1,1',2',2-dinaphthazins der Formel: PATENT CLAIM: Process for the preparation of a new azo dye, characterized in that 1 haul of 5,5'-dioxy-7,7'-disulfo-1,1 ', 2', 2-dinaphthazine of the formula: EMI0002.0006 das durch saure Kupplung von diazotier- ter Sulfanilsäure mit 5,5'-Dioxy-7,7'-di- sulfo-2,2'-dinäphthylamin und Erwärmen des gebildeten Reaktionsproduktes erhalten werden kann, 1 Hol diazotiertes 4,6-Di- nitro-2-amino-l-phenol, hierauf 1 Hol di- azotiertd;l-Aminobenzol-2,5=disulfosäure ein wirken lässt und den erhaltenen Farbstoff mit einem kupferabgebenden Mittel be handelt. EMI0002.0006 which can be obtained by acid coupling of diazotized sulfanilic acid with 5,5'-dioxy-7,7'-disulfo-2,2'-dinaphthylamine and heating the reaction product formed, 1 Hol diazotized 4,6-di- nitro-2-amino-l-phenol, then 1 hol diacotized; l-aminobenzene-2,5 = disulfonic acid can act and the dye obtained is treated with a copper-releasing agent. Der erhaltene Farbstoff ist ein schwarz bronziges Pulver, das sich in Wasser mit blauer, in verdünnten Alkalien mit grünlich blauer und in konz. Schwefelsäure mit blau grüner Farbe löst. Er färbt natürliche Seide, Baumwolle und Kunstseiden aus regenerier ter Zellulose aus neutralem oder schwach alkalischem Glaubersalzbade in echten grauen Tönen. The dye obtained is a black, bronzy powder that dissolves in water with blue, in dilute alkalis with greenish blue and in conc. Sulfuric acid with a blue green color dissolves. It dyes natural silk, cotton and artificial silk made from regenerated cellulose from a neutral or weakly alkaline Glauber's salt bath in real gray tones.
CH146762D 1929-06-12 1929-06-12 Process for the production of a new azo dye. CH146762A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH146762T 1929-06-12
CH136650T 1929-11-30

Publications (1)

Publication Number Publication Date
CH146762A true CH146762A (en) 1931-04-30

Family

ID=25712800

Family Applications (1)

Application Number Title Priority Date Filing Date
CH146762D CH146762A (en) 1929-06-12 1929-06-12 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH146762A (en)

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