CH205532A - Process for the preparation of a water-soluble azo dye. - Google Patents

Process for the preparation of a water-soluble azo dye.

Info

Publication number
CH205532A
CH205532A CH205532DA CH205532A CH 205532 A CH205532 A CH 205532A CH 205532D A CH205532D A CH 205532DA CH 205532 A CH205532 A CH 205532A
Authority
CH
Switzerland
Prior art keywords
water
soluble azo
azo dye
preparation
soluble
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 CH205532A publication Critical patent/CH205532A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
    • C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
    • C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone

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

Description

  

  Verfahren zur Herstellung eines wasserlöslichen     Azofarbstofes.       Es wurde gefunden, dass man wertvolle  wasserlösliche     Azofarbstoffe    erhält, wenn man       Diazoverbindungen    von Aminen der allge  meinen Zusammensetzung:  
EMI0001.0004     
    worin     g    und Y     Wasserstoff    oder gleiche oder  verschiedene     aliphatische,    aromatische oder       aliphatisch-aromatische    Reste bedeuten, mit  beliebigen     Kupplungskomponenten    vereinigt.

    Mit den so erhaltenen     Farbstoffen    werden,  insbesondere auf Wolle, Färbungen von     schi-          guter    Lichtechtheit erhalten. Weiterhin kön  nen einige der neuen Farbstoffe in sehr licht  echte Lacke übergeführt werden.  



  Die bei dem vorliegenden Verfahren als       Diazokomponenten    angewendeten Amine kön-         nen    durch Umsetzung der entsprechenden     1-          Chlor-2-nitrobenzol-4-sulfamide    mit     Natrium-          stilfit    und anschliessende Reduktion der er  haltenen Nitroverbindung hergestellt werden.  



  Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines wasser  löslichen     Azofarbstoffes,    welches dadurch ge  kennzeichnet ist, dass man die     Diazoverbin-          dungvon        1-Amiiio-3-sulfonsäuredimethylamid-          benzol-6-sulfonsäure    mit     1-(2'-Chlorphenyl)-3-          methyl-5-pyrazolon    kuppelt.  



  <I>Beispiel:</I>  Eine aus 280 Gewichtsteilen     1-Amino-3-          sulfonsäuredimethylamid-benzol-6-sulfonsäure     und der äquivalenten Menge     Natriumcarbonat     erhaltene wässerige Lösung läuft nach Zugabe  der berechneten Menge     Natriumnitrit    in 250       Volumteile    Salzsäure von 200     B6,    die mit  Eiswasser verdünnt sind, ein.

   Die erhaltene       Diazosuspension    wird mit einer     sodaalkali-          schen    Lösung von 208,5 Gewichtsteilen 1-           (2'-Chlorpheny    1) - 3 -     nietliyl-        "5    -     pyrazolon    ver  einigt. Nach beendeter     Kupplung    wird der       Farbstoff    abgesaugt und     getrocknet.     



  Er stellt ein gelbes, in Wasser mit gelber  Farbe lösliches Pulver dar. Die daraus her  gestellten gelben Drucklacke zeichnen sieh  durch sehr gute Lichtechtheit aus.



  Process for the preparation of a water-soluble azo dye. It has been found that valuable water-soluble azo dyes are obtained if diazo compounds of amines of the general composition are:
EMI0001.0004
    in which g and Y are hydrogen or identical or different aliphatic, aromatic or aliphatic-aromatic radicals, combined with any coupling components.

    With the dyes obtained in this way, dyeings of good lightfastness are obtained, especially on wool. In addition, some of the new dyes can be converted into very light-resistant coatings.



  The amines used as diazo components in the present process can be prepared by reacting the corresponding 1-chloro-2-nitrobenzene-4-sulfamides with sodium stilfit and then reducing the nitro compound obtained.



  The present patent relates to a process for the preparation of a water-soluble azo dye, which is characterized in that the diazo compound of 1-amino-3-sulfonic acid dimethylamide-benzene-6-sulfonic acid with 1- (2'-chlorophenyl) -3 - methyl-5-pyrazolone couples.



  <I> Example: </I> An aqueous solution obtained from 280 parts by weight of 1-amino-3-sulfonic acid dimethylamide-benzene-6-sulfonic acid and the equivalent amount of sodium carbonate runs after adding the calculated amount of sodium nitrite in 250 parts by volume of hydrochloric acid of 200 B6, which are diluted with ice water.

   The diazo suspension obtained is combined with a soda-alkaline solution of 208.5 parts by weight of 1- (2'-chloropheny 1) -3-nietliyl- "5-pyrazolone. When the coupling is complete, the dye is filtered off with suction and dried.



  It is a yellow powder that is soluble in water with a yellow color. The yellow printing varnishes made from it are characterized by very good lightfastness.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines wasser löslichen Azofarbstoffes, dadurch gekennzeich net, dass man die Diazoverbindung von 1- Aniino-3-sulfonsäuredimethylamid-benzol-fi- sulfonsäure mit 1-(2'-Cblorphei)yl)-3-methyl- 5-py razolon kuppelt. Der so erhaltene Farbstoff stellt ein gelbes, in Wasser mit gelber Farbe lösliches Pulver dar. Die daraus hergestellten gelben Druck lacke zeichnen sieh durch sehr gute Licht echtheit aus. PATENT CLAIM: A process for the production of a water-soluble azo dye, characterized in that the diazo compound of 1- amino-3-sulfonic acid dimethylamide-benzene-fisulfonic acid is mixed with 1- (2'-cblorphei) yl) -3-methyl- 5- py razolon coupling. The dye thus obtained is a yellow powder which is soluble in water with a yellow color. The yellow printing varnishes produced therefrom are characterized by very good lightfastness.
CH205532D 1937-06-22 1938-06-13 Process for the preparation of a water-soluble azo dye. CH205532A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE205532X 1937-06-22

Publications (1)

Publication Number Publication Date
CH205532A true CH205532A (en) 1939-06-30

Family

ID=5787712

Family Applications (1)

Application Number Title Priority Date Filing Date
CH205532D CH205532A (en) 1937-06-22 1938-06-13 Process for the preparation of a water-soluble azo dye.

Country Status (1)

Country Link
CH (1) CH205532A (en)

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