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CH162634A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

Info

Publication number
CH162634A
CH162634A CH162634DA CH162634A CH 162634 A CH162634 A CH 162634A CH 162634D A CH162634D A CH 162634DA CH 162634 A CH162634 A CH 162634A
Authority
CH
Switzerland
Prior art keywords
production
azo dye
parts
new azo
new
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 CH162634A publication Critical patent/CH162634A/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
    • 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
    • C09B43/124—Preparation of azo dyes from other azo compounds by acylation of amino groups with monocarboxylic acids, carbamic esters or halides, mono- isocyanates, or haloformic acid esters
    • C09B43/128—Aliphatic, cycloaliphatic or araliphatic acids
    • 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
    • C09B43/18—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group
    • C09B43/20—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group with monocarboxylic acids, carbamic acid esters or halides, mono- isocyanates or haloformic acid esters
    • C09B43/202—Aliphatic, cycloaliphatic, araliphatic carboxylic acids

Landscapes

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

Description

  

  Zusatzpatent zum Hauptpatent     Nr.    159409.    Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Es wurde gefunden,     dass    man einen neuen       Azofarbstoff    erhält, wenn man     Diazobenzol     in einem wässerigen Medium, dessen PH  nicht grösser als<B>7</B> ist, auf     1-Amino-3-oxy-          benzol    einwirken     lässt    und das erhaltene Pro  dukt nachträglich     acetyliert.     



  Der so hergestellte Farbstoff ist ein  dunkelgelbes Pulver, das sich in organischen  Lösungsmitteln, wie Alkohol,     Essigsäureester,     mit gelber Farbe löst und     Zelluloseester    und       -äther    in sehr echten     grünstichig    gelben, nicht       phototropen    Tönen anfärbt.

   Der Farbstoff  eignet sich insbesondere zur Erzielung licht  echter     Iffischtöne.       <I>Beispiel:</I>  <B>93</B> Teile Anilin werden in<B>1500</B> Teilen       Wasser        und        250        Teilen        30        %iger        Salzsäure     gelöst.

   Man fügt<B>500</B> Teile Eis zu und     diazo-          tiert    mit<B>70</B> Teilen     Natriumnitrit.    Die     Diazo-          lösung    wird mit<B>136</B> Teilen     Natriumacetat     versetzt und mit einer Auflösung von<B>109</B>  Teilen     m-Aminophenol    in verdünnter Salz  säure vereinigt. Nachdem die Kupplung durch    eventuelles weiteres Zufügen von     Natrium-          acetat    zu Ende geführt wurde, filtriert man  ab,     wäscbt    mit Wasser neutral und trocknet.  



  <B>213</B> Teile des so erhaltenen Produktes  werden mit 102 Teilen     Essigsäureanhydrid     1/4 Stunde auf<B>1000</B> erwärmt. Hierauf wird  im Vakuum getrocknet. Der gebildete Farb  stoff kann gegebenenfalls aus Eisessig um  kristallisiert werden.



  Additional patent to main patent No. 159409. Process for the production of a new azo dye. It has been found that a new azo dye is obtained if diazobenzene is allowed to act on 1-amino-3-oxybenzene in an aqueous medium whose pH is not greater than 7 and the resulting Pro post acetylated.



  The dye produced in this way is a dark yellow powder that dissolves in organic solvents, such as alcohol, acetic acid ester, with a yellow color and stains cellulose esters and ethers in very genuine greenish yellow, non-phototropic shades.

   The dye is particularly suitable for achieving light-true Iffish tones. <I> Example: </I> <B> 93 </B> parts of aniline are dissolved in <B> 1500 </B> parts of water and 250 parts of 30% hydrochloric acid.

   <B> 500 </B> parts of ice are added and the mixture is diazotized with <B> 70 </B> parts of sodium nitrite. The diazo solution is mixed with 136 parts of sodium acetate and combined with a solution of 109 parts of m-aminophenol in dilute hydrochloric acid. After the coupling has been completed by possibly adding further sodium acetate, it is filtered off, washed neutral with water and dried.



  <B> 213 </B> parts of the product obtained in this way are heated to <B> 1000 </B> with 102 parts of acetic anhydride for 1/4 hour. This is followed by drying in a vacuum. The color formed can optionally be crystallized from glacial acetic acid.

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man Diazobenzol in einem wässerigen Medium, dessen PR nicht grösser als<B>7</B> ist, auf 1- Amino-B-oxybenzol einwirken lässt und das erhaltene Produkt nachträglich acetyliert. Der neue Farbstoff bildet ein dunkelgelbes Pulver, das sich in organischen Lösungsmit teln mit gelber Farbe löst und Zelluloseester und -äther in echten grünstichig gelben, nicht phototropen Tönen färbt. <B> PATENT CLAIM: </B> Process for the production of a new azo dye, characterized in that diazobenzene is converted to 1-amino-B-oxybenzene in an aqueous medium whose PR is not greater than <B> 7 </B> can act and the product obtained is subsequently acetylated. The new dye forms a dark yellow powder which dissolves in organic solvents with a yellow color and colors cellulose esters and ethers in real greenish yellow, non-photochromic tones.
CH162634D 1931-12-21 1931-12-21 Process for the production of a new azo dye. CH162634A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH162634T 1931-12-21
CH159409T 1931-12-21

Publications (1)

Publication Number Publication Date
CH162634A true CH162634A (en) 1933-06-30

Family

ID=25717229

Family Applications (1)

Application Number Title Priority Date Filing Date
CH162634D CH162634A (en) 1931-12-21 1931-12-21 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH162634A (en)

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