CH146760A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH146760A
CH146760A CH146760DA CH146760A CH 146760 A CH146760 A CH 146760A CH 146760D A CH146760D A CH 146760DA CH 146760 A CH146760 A CH 146760A
Authority
CH
Switzerland
Prior art keywords
mol
diazotized
acid
dye
naphthylamine
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 CH146760A publication Critical patent/CH146760A/en

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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
    • C09B45/24Disazo or polyazo compounds
    • C09B45/28Disazo or polyazo 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
    • C09B33/12Disazo dyes in which the coupling component is a heterocyclic compound

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

Description

  

  Zusatzpatent zum Hauptpatent     Nr.   <B><I>136650.</I></B>    Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Es wurde gefunden,     dass    man einen neuen  Farbstoff erhält, wenn man auf<B>1</B>     Mol    des       5,5'-Dioxy-7,7'-disulfo-1,1',2',2-diriaphthazins     der Formel  
EMI0001.0006     
    das durch saure Kupplung von     diazotierter          Stilfanilsäure    mit     5,5'-Dioxy-7,7'-(lisulfo-2,2'-          ditiaphthylamin        und    Erwärmen des gebil  deten Reaktionsproduktes erhalten werden  kann,

  <B>1</B>     Mol        diazotierte        6-Nitro-2-amino-l-          phenol-4-sulfosäure,    hierauf<B>1</B>     Mol    eines     dia-          zotierten    Gemisches von     2-Naphthylamin-5-          und        2-Naphthylainin-8-stilfosäLire    einwirken       lässt    und den erhaltenen Farbstoff mit einem  kupferabgebenden Mittel behandelt.  



  Der erhaltene Farbstoff ist ein     dunkel-          bronziges    Pulver, das sich in Wasser sowie    verdünnten Alkalien mit blauer und in kon  zentrierter Schwefelsäure mit blaugrüner  Farbe löst. Er färbt natürliche Seide, Baum  wolle und Kunstseiden aus regenerierter  Zellulose aus neutralem oder schwach alka  lischem Bade in sehr echten grauen Tönen.    <I>Beispiel:</I>    47,2 Teile     5,5'-Dioxy-7,7'-disulfo-1,1',2',2-          dinaphthazin    und<B>50</B> Teile Soda werden in  <B>500</B> Teilen Wasser gelöst und mit Eis auf  <B>0</B> bis<B>50</B> gekühlt.

   Man kombiniert vorerst  mit dem     Diazokörper        aus    23,4 Teilen     6-Nitro-          2-amino-l-phenol-4-stilfosätire,    und nachdem  dieser nicht mehr nachzuweisen ist, mit dem       Diazokörper    aus<B>22,5</B> Teilen eines Gemisches  von     2-Naphthylamin-5-    und     2-Naphthylamin-          8-sulfosäure#.    Nach beendeter Kupplung ver  setzt man mit der     Kupferoxydammonjaklö-          sung    aus 24 Teilen     kristallisiertern    Kupfer  sulfat, wärmt auf<B>80 '</B> auf, salzt den Farb  stoff nach einiger Zeit aus,

   filtriert     und     trocknet.



  Additional patent to main patent no. <B><I>136650.</I> </B> Process for the production of a new azo dye. It has been found that a new dye is obtained if one uses <B> 1 </B> mol of the 5,5'-dioxy-7,7'-disulfo-1,1 ', 2', 2-diriaphthazine der formula
EMI0001.0006
    which can be obtained by acidic coupling of diazotized stilfanilic acid with 5,5'-dioxy-7,7 '- (lisulfo-2,2'-ditiaphthylamine and heating of the reaction product formed,

  <B> 1 </B> mol of diazotized 6-nitro-2-amino-1-phenol-4-sulfonic acid, then <B> 1 </B> mol of a diazotized mixture of 2-naphthylamine-5- and 2 -Naphthylainin-8-stilfosäLire can act and the dye obtained is treated with a copper-releasing agent.



  The dye obtained is a dark bronze powder which dissolves in water and dilute alkalis with blue and in concentrated sulfuric acid with a blue-green color. It dyes natural silk, cotton and artificial silk made from regenerated cellulose from neutral or slightly alkaline baths in very real gray tones. <I> Example: </I> 47.2 parts of 5,5'-dioxy-7,7'-disulfo-1,1 ', 2', 2-dinaphthazine and <B> 50 </B> parts of soda dissolved in <B> 500 </B> parts of water and cooled with ice to <B> 0 </B> to <B> 50 </B>.

   It is initially combined with the diazo body made of 23.4 parts of 6-nitro-2-amino-1-phenol-4-stilfosätire, and after this can no longer be detected, with the diazo body made of 22.5 parts a mixture of 2-naphthylamine-5- and 2-naphthylamine-8-sulfonic acid #. After the coupling is complete, the copper oxide ammonia solution is added from 24 parts of crystallized copper sulfate, heated to <B> 80 '</B>, the dye is salted out after a while,

   filtered and dried.

 

Claims (1)

PATENTANSPRUCH- Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man auf<B>1</B> Mol des 5,5'-Dioxy-7,7-disLilfo- 1,1',2',2-diiiaphthaziiis der Formel EMI0002.0008 das durch saure Kupplung von diazotierter Sulfanilsäure mit 5,5'-Dioxy-7,7'-disulfo-2,2'- dinaphthylamin und Erwärmen des gebil deten Reaktionsproduktes erhalten werden kann, PATENT CLAIM- Process for the preparation of a new azo dye, characterized in that 1 mol of 5,5'-dioxy-7,7-disLilfo- 1,1 ', 2', 2-diiiaphthaziiis is used formula EMI0002.0008 which can be obtained by acid coupling of diazotized sulfanilic acid with 5,5'-dioxy-7,7'-disulfo-2,2'-dinaphthylamine and heating of the reaction product formed, <B>1</B> Mol diazotierte 6-Nitro-2-amino-l- phenol-4-sulfosäure, hierauf<B>1</B> Mol eines diazo- tierten Gemisches von 2-Naphthylamiri-5- und 2-Naphthylamin-8-sulfosätire einwirken lässt und den erhaltenen Farbstoff mit einem kupferabgebenden Mittel behandelt. <B> 1 </B> mol of diazotized 6-nitro-2-amino-1-phenol-4-sulfonic acid, then <B> 1 </B> mol of a diazotized mixture of 2-naphthylamine-5- and 2 -Naphthylamine-8-sulfosätire can act and treated the dye obtained with a copper donor. Der erhaltene Farbstoff ist ein dunkel- bronziges Pulver, das sich in Wasser sowie verdünnten Alkalien mit blauer und in kon zentrierter Schwefelsäure mit blaugrüner Farbe löst. Er färbt natürliche Seide, Baum wolle und Kunstseiden aus regenerierter Zellu lose aus neutralem oder schwach alkalischem Bade in sehr echten grauen Tönen. The dye obtained is a dark bronze powder which dissolves in water and dilute alkalis with blue and in concentrated sulfuric acid with a blue-green color. It dyes natural silk, cotton and artificial silk from regenerated cellulose from a neutral or weakly alkaline bath in very real gray tones.
CH146760D 1929-06-12 1929-06-12 Process for the production of a new azo dye. CH146760A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH146760T 1929-06-12
CH136650T 1929-11-30

Publications (1)

Publication Number Publication Date
CH146760A true CH146760A (en) 1931-04-30

Family

ID=25712798

Family Applications (1)

Application Number Title Priority Date Filing Date
CH146760D CH146760A (en) 1929-06-12 1929-06-12 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH146760A (en)

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