CH231891A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH231891A
CH231891A CH231891DA CH231891A CH 231891 A CH231891 A CH 231891A CH 231891D A CH231891D A CH 231891DA CH 231891 A CH231891 A CH 231891A
Authority
CH
Switzerland
Prior art keywords
dye
preparation
yellow
monoazo dye
dyes
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH231891A publication Critical patent/CH231891A/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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/62—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an ethylenimino or N—acylated ethylenimino group or a —CO—NH—CH2—CH2—X group, wherein X is a halogen atom, a quaternary ammonium group or O—acyl and acyl is derived from an organic or inorganic acid, or a beta—substituted ethylamine group
    • C09B62/66—Azo dyes

Landscapes

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

Description

  

      Verfahren    zur Herstellung eines     Honoazofarbstoffes.       Es     wurde    gefunden, dass man zu neuen       wertvollen        1VIonoazofarbstoffen    gelangt, wenn  man     Diazoverbindungen    aromatischer     Amino-          sulfonsäuren    mit     Arylpyrazolonen    vereinigt,  die den     ss-Chloräthylsulfamidrest          -SO"        NH-CH2-CHZ-Cl     oder den     y-Chlorpropylsulfamidrest          -SO2-NH-CH,

  -CHZ-CH2-Cl          ein-    oder mehrmal im     Arylrest        kerngebunden     enthalten.  



  Die neuen Farbstoffe färben Wolle aus  saurem Bade in gelben Tönen. Die erhal  tenen Färbungen zeichnen sich neben einer  guten Lichtechtheit und einem guten     Egali-          sierungsvermögen    durch eine sehr gute  Waschechtheit aus; besonders in der scharfen  Wäsche ist die Erhaltung des Farbtones und  der Farbtiefe bemerkenswert. Hierdurch sind  die neuen Farbstoffe bekannten gelben Woll  farbstoffen überlegen.  



  Das vorliegende Patent betrifft ein Ver-    fahren zur Herstellung eines     Monoazofarb-          stoffes.    Das Verfahren ist dadurch     gekenn-          zeichnet,    dass man     diazotierte        1-Amino-2,4-          dimethyl-5-sulfonsäure    mit     1-Phenyl-3-me-          thyl-    5     -pyrazolon-3',5'-        di-(sulf        -ss-chloräthyl-          amid)    kuppelt.  



  Der Farbstoff stellt     ein    orangegelbes  wasserlösliches Pulver dar     und    färbt Wolle  aus saurem Bade     rotstickig    gelb.  



  <I>Beispiel:</I>  20,1     Gewichtsteile        1-Amino-2,4-dimethyl-          benzol-5-sulfonsäure    werden     diazotiert.    Die       Diazoverbindung    lässt man in eine eiskalte       wässrige    Suspension von 45,7 Gewichtsteilen       1-Phenyl-3-methyl-5-pyrazolon-3'-    5'-     di-(sulf-          ss-chloräthylamid)     
EMI0001.0045     
      in Gegenwart von     Natriumacetat    einlaufen.  Ist die Kupplung beendet, wird der Farbstoff  abgetrennt und wie üblich fertiggestellt.  



  Er stellt ein orangegelbes Pulver dar und  färbt Wolle aus saurem Bade     rotstichig    gelb;  die Färbung     ist    egal und weist eine sehr gute  Waschechtheit bei der scharfen Wäsche auf,  und zwar sowohl bezüglich Bluten auf Weiss  als auch in der Erhaltung des Farbtones und  der     Farbtiefe.  



      Process for the preparation of a honoazo dye. It has been found that new, valuable monoazo dyes are obtained if diazo compounds of aromatic amino sulfonic acids are combined with aryl pyrazolones, which contain the ε-chloroethylsulfamide residue -SO "NH-CH2-CHZ-Cl or the y-chloropropylsulfamide residue -SO2-NH-CH,

  -CHZ-CH2-Cl contained once or more times in the aryl radical bound to the nucleus.



  The new dyes dye wool from an acid bath in yellow tones. The dyeings obtained are not only characterized by good lightfastness and good leveling power but also by very good washfastness; The preservation of the hue and depth of color is particularly noteworthy in the sharp wash. This makes the new dyes superior to known yellow wool dyes.



  The present patent relates to a process for the preparation of a monoazo dye. The process is characterized in that diazotized 1-amino-2,4-dimethyl-5-sulfonic acid with 1-phenyl-3-methyl-5-pyrazolone-3 ', 5'-di- (sulf - ss-chloroethylamide) couples.



  The dye is an orange-yellow, water-soluble powder and dyes wool from an acidic bath with a red-sticky yellow.



  <I> Example: </I> 20.1 parts by weight of 1-amino-2,4-dimethylbenzene-5-sulfonic acid are diazotized. The diazo compound is left in an ice-cold aqueous suspension of 45.7 parts by weight of 1-phenyl-3-methyl-5-pyrazolone-3'- 5'-di- (sulf-ss-chloroethylamide)
EMI0001.0045
      run in the presence of sodium acetate. When the coupling has ended, the dye is separated off and completed as usual.



  It is an orange-yellow powder and dyes wool from acid baths with a reddish yellow; the dyeing is irrelevant and has very good wash fastness in the case of sharp laundry, both with regard to bleeding on white and in terms of the retention of the hue and the depth of color.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Monoazo- farbstoffes, dadurch gekennzeichnet, dass man diazotierte 1-Amino-2,4-dimethyl-5-sulfon- säure mit 1-Phenyl-3-methyl-5-pyrazolon- 3',5'-di-(sulf-ss-chloräthylamid) kuppelt. Der Farbstoff stellt ein orangegelbes was serlösliches Pulver dar und färbt Wolle aus saurem Bade rotstichig gelb. PATENT CLAIM: Process for the production of a monoazo dye, characterized in that diazotized 1-amino-2,4-dimethyl-5-sulfonic acid with 1-phenyl-3-methyl-5-pyrazolone 3 ', 5'- di- (sulf-ss-chloroethylamide) couples. The dye is an orange-yellow, water-soluble powder and dyes wool from acidic baths a reddish yellow.
CH231891D 1942-02-04 1942-12-23 Process for the preparation of a monoazo dye. CH231891A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE231891X 1942-02-04

Publications (1)

Publication Number Publication Date
CH231891A true CH231891A (en) 1944-04-30

Family

ID=5878100

Family Applications (1)

Application Number Title Priority Date Filing Date
CH231891D CH231891A (en) 1942-02-04 1942-12-23 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH231891A (en)

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