CH138209A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH138209A
CH138209A CH138209DA CH138209A CH 138209 A CH138209 A CH 138209A CH 138209D A CH138209D A CH 138209DA CH 138209 A CH138209 A CH 138209A
Authority
CH
Switzerland
Prior art keywords
acid
mol
dye
amino
dia
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 CH138209A publication Critical patent/CH138209A/en

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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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02—Disazo dyes
    • C09B31/08—Disazo dyes from a coupling component "C" containing directive hydroxyl and amino groups
    • 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

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

Description

  

      verfahren    zur     Verstellung    eines neuen     Azofarbstoffes.       Es wurde gefunden, dass man einen  neuen     Azofarbstoff    erhält, wenn man  1.     Mol.        Cyanurchlorid,    1 Hol.     1,8-Amino-          na.plithol-3,6-disulfosäure,    1 Hol.     Dehydro-          thiotoltiidinsulfosäure    und 1 Hol.

   des     dia-zo-          tierten        Azofarbstoffes,    der selbst durch Ver  einigen eines     diazotierten    Esters der     1,8-          Aminonaphthol-3,6-disulfosäure    mit.

       1-Me-          thyl-3-amino-4-methoxybenzol,    erhalten wird,  derart aufeinander     einwirken        fässt,    dass die       Aminonaphth.oldisulfosäure    und die De  hydrothiotoluidinsulfosäure durch     den        Cya-          nurkern    verbunden werden und der     diazo-          tierte        Azofa.rbstoff    in der     7-Stellung    des       Aminonaphtholrestes    kuppelt,

   und hierauf den       _gebildeten        Disazofarbstoff    zwecks Abspaltung  des     estera.rtig    gebundenen     Säurerestes    mit  verseifend wirkenden     Mitteln    behandelt.  



  Der neue Farbstoff bildet ein dunkles  Pulver. Er löst sich in     Wasser    mit blauer       Farbe    und erzeugt auf Baumwolle klare       griinblaitie    Töne von guter     Lichteehtheit.       <I>Beispiel</I>    62,1     Gewichtsteile    des     Mon;

  oazofarb-          stoffes    aus     diazotiertem        4-ToluolsulfosKure-          ester    der     1,8-Aminonaphthol-3,@6-disulfosäure     und     1-Methyl-3-amino-4-methoxybenzol    wer  den bei 0   mit 1000 Gewichtsteilen Wasser  und 13 Gewichtsteilen Natronlauge (30 % )  gelöst, mit einer Lösung von 6,9 Gewichts  teilen     Natriumnitrit    gemischt und mit  43 Gewichtsteilen Salzsäure (30 %) versetzt.

    Die     Diazoverbindung    wird hierauf zu einer       soda.alkalischen    Lösung von 75 Gewichts  teilen des sekundären Kondensationsproduk  tes aus 1 Hol.     Cyanurchlorid,    1 Hol.     1,8-          Aminonaphthol-3,6-disulfosäure    und 1 Hol.       Dehydrothiotoluidinsulfosäure    laufen gelas  sen. Der gebildete Farbstoff wird mit Koch  salz gefällt, filtriert, in 1000 Gewichtsteilen  Wasser gelöst, mit 70     Gewichtsteilen    Na  tronlauge versetzt und eine Stunde auf 75<B>'</B>  erhitzt. Durch Neutralisieren mit Salzsäure      und Versetzen mit Kochsalz kann der Farb  stoff abgeschieden werden.



      process for adjusting a new azo dye. It has been found that a new azo dye is obtained if 1. Mol. Cyanuric chloride, 1 Hol. 1,8-amino-na.plithol-3,6-disulfonic acid, 1 hol. Dehydro thiotoltiidine sulfonic acid and 1 hol.

   of the diazotized azo dye, which itself is produced by combining a diazotized ester of 1,8-aminonaphthol-3,6-disulfonic acid with.

       1-methyl-3-amino-4-methoxybenzene, acts on each other in such a way that the aminonaphthol disulphonic acid and the dehydrothiotoluidinsulphonic acid are connected by the cyano nucleus and the diazo-azo-azo dyestuff in the 7- Position of the aminonaphthol group,

   and then treated the disazo dye formed with saponifying agents for the purpose of splitting off the estera-type bonded acid residue.



  The new dye forms a dark powder. It dissolves in water with a blue color and produces clear green-blue tones with good lightness on cotton. <I> Example </I> 62.1 parts by weight of the Mon;

  oazo dyes from diazotized 4-toluenesulfonic acid ester of 1,8-aminonaphthol-3, @ 6-disulfonic acid and 1-methyl-3-amino-4-methoxybenzene are added to 1000 parts by weight of water and 13 parts by weight of sodium hydroxide solution (30% ) dissolved, mixed with a solution of 6.9 parts by weight of sodium nitrite and mixed with 43 parts by weight of hydrochloric acid (30%).

    The diazo compound is then converted into an alkaline soda solution of 75 parts by weight of the secondary condensation product from 1 hol. Cyanuric chloride, 1 hol. 1,8-aminonaphthol-3,6-disulfonic acid and 1 hol. Dehydrothiotoluidinsulfonic acid run sen. The dye formed is precipitated with sodium chloride, filtered, dissolved in 1000 parts by weight of water, treated with 70 parts by weight of sodium hydroxide solution and heated to 75 for one hour. The dye can be separated out by neutralizing with hydrochloric acid and adding sodium chloride.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Farbstof%s, dadurch gekennzeichnet, dass man 1. Mol. Cy anurchlorid, 1 Mol. 1,8- Amino- naphthol-3,6-disulfos < iure, 1 Mol. Dehydro- tliiotaluidinsulfosäure und 1 Mol. des dia.zo- iierten A zofarbstoffes, der selbst durch Ver einigen eine' dia.zotierten Esters der 1, PATENT CLAIM: A process for the preparation of a new dye, characterized in that 1 mol. Cyanuric chloride, 1 mol. 1,8-Amino-naphthol-3,6-disulfonic acid, 1 mol. Dehydrotliiotaluidinsulfonic acid and 1 Mol. Of the dia.zo- iated azofarerstoff, which itself by combining a 'dia.zotierten ester of 1, 8- Aminonaphthol-3,6-disulfosä@ure mit 1-Me- thyl-3-a.mino--l-methoxybenzol erhalten wird, derart aufeinander einwirken lässt, dass die Amino@na.phtholdisulfo.säure und die De@- hydrothiotoluidinsulfosäure durch den Cya- nurkern verbunden werden und der diano tierte Azofa.rbstoff in der ?-Stellung des A,minonaphtholrestes kuppelt, 8-aminonaphthol-3,6-disulfonic acid is obtained with 1-methyl-3-a.mino - l-methoxybenzene, so that the amino@na.phtholdisulfo.äure and the De @ - hydrothiotoluidinsulfonic acid are linked by the cyano nucleus and the diano tated azo-dye couples in the? -position of the A, minonaphthol residue und hierauf den gebildeten Disa.zofarbstoff-zwecks Abspaltung des estera.rtig gebundenen Säurerestes mit verseifend wirkenden Mitteln behandelt. Der neue Farbstoff bildet -ein dunkles Pulver. Er löst sich in Wasser mit blauer Farbe auf. und erzeugt auf Baumwolle klare grünblaue Töne von guter Lichtechtheit. and then treated the disa.zo dye formed with saponifying agents for the purpose of splitting off the estera.rtig bonded acid residue. The new dye forms a dark powder. It dissolves in water with a blue color. and produces clear green-blue tones of good lightfastness on cotton.
CH138209D 1927-10-22 1927-10-22 Process for the production of a new azo dye. CH138209A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH135220T 1927-10-22
CH138209T 1927-10-22

Publications (1)

Publication Number Publication Date
CH138209A true CH138209A (en) 1930-02-15

Family

ID=25712474

Family Applications (1)

Application Number Title Priority Date Filing Date
CH138209D CH138209A (en) 1927-10-22 1927-10-22 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH138209A (en)

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