CH311045A - Process for the preparation of a yellow monoazo dye. - Google Patents

Process for the preparation of a yellow monoazo dye.

Info

Publication number
CH311045A
CH311045A CH311045DA CH311045A CH 311045 A CH311045 A CH 311045A CH 311045D A CH311045D A CH 311045DA CH 311045 A CH311045 A CH 311045A
Authority
CH
Switzerland
Prior art keywords
monoazo dye
yellow
reddish
acid
dissolves
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH311045A publication Critical patent/CH311045A/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
    • C09B43/30—Preparation of azo dyes from other azo compounds by esterification of —COOH or —SO3H groups

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 304389.    Verfahren zur Herstellung eines gelben     Monoazofarbstoffes.            Gegenstand    vorliegenden Patentes ist ein  Verfahren zur Herstellung eines gelben     Mono-          azofarbstoffes.    Das Verfahren ist dadurch     ge-          lzenn7eichnet,    dass man die     Diazoverbindung     der     2-Amino-benzol-l-carbonsäure-4-sulfon-          säure    mit     1-Phenyl-3-methyl-5-pyrazolon    ver  einigt,

   den erhaltenen     Monoazofarbstoff    mit       Thionylehlorid    in das Säurechlorid umwan  delt und dieses auf     Oetylalkohol    einwirken  lässt.  



  Der erhaltene neue     Monoazofarbstoff    der  Formel  
EMI0001.0015     
    stellt ein     rötlichgelbes    Pulver dar, das sich in  warmem Wasser und in     konz.    Schwefelsäure  mit gelber Farbe löst. Wolle wird aus neutra  lem oder schwach saurem Bade in     rötlichgel-          ben    Tönen von guten     Echtheiten    gefärbt.  



  <I>Beispiel:</I>  <B>21,7</B> Teile     2-Amino-benzol-l-carbonsäure-4-          sulfonsäurewerden    wie üblich     diazotiert    und  bei 0  langsam zu einer wässerigen Lösung    von 17,4 Teilen     1-Phenyl-3-methyl-5-pyrazolon     in Gegenwart von 20- Teilen     Natriumearbonat     getropft. Nach beendeter Kupplung     wird    der  gebildete     Monoazofarbstoff    kongosauer gefällt,       abfiltriert    und getrocknet.

   Man suspendiert  den erhaltenen     Monoazofarbstoff    in 300 Tei  len     Thionylehlorid    und hält diese Suspension  während 48     Stunden    auf     40-45 .    Nach dem  vollständigen     Abdestillieren    des überschüssi  gen     Thionylchlorides    am Vakuum wird das       Reaktionsprodukt    in 160 Teilen Benzol suspen  diert, mit 13 Teilen     Octylalkohol    versetzt und  während mehreren Stunden auf 60-65  ge  halten, wobei fast vollständige     Lösung    ein  tritt.

   Das Benzol wird     abdestilliert    und der  erhaltene     Monoazofarbstoff    der Formel  
EMI0001.0040     
    in 1000 Teilen Wasser gelöst, aus der     soda-          alkalisch    gestellten Lösung mit     Kaliumchlorid          ausgesalzen,    filtriert und im Vakuum bei 60   getrocknet.  



  Der Farbstoff stellt ein     rötlichgelbes    Pul  ver dar, das sich in warmem Wasser und in           konz.    Schwefelsäure mit gelber Farbe löst  Wolle wird aus neutralem oder schwach sau  rem Bade in     rötliehgelben    Tönen von guten       Echtheiten    gefärbt.



  <B> Additional patent </B> to main patent no. 304389. Process for the production of a yellow monoazo dye. The present patent relates to a process for the preparation of a yellow monoazo dye. The process is characterized in that the diazo compound of 2-amino-benzene-1-carboxylic acid-4-sulfonic acid is combined with 1-phenyl-3-methyl-5-pyrazolone,

   the resulting monoazo dye umwan delt with thionyl chloride in the acid chloride and let this act on the acetyl alcohol.



  The resulting new monoazo dye of the formula
EMI0001.0015
    is a reddish-yellow powder that dissolves in warm water and in conc. Sulfuric acid dissolves with a yellow color. Wool is dyed from neutral or weakly acidic bath in reddish-yellow tones with good fastness properties.



  <I> Example: </I> <B> 21.7 </B> parts of 2-amino-benzene-1-carboxylic acid-4-sulfonic acid are diazotized as usual and slowly at 0 to an aqueous solution of 17.4 parts of 1 -Phenyl-3-methyl-5-pyrazolone was added dropwise in the presence of 20 parts of sodium carbonate. When the coupling is complete, the monoazo dye formed is precipitated into Congo acid, filtered off and dried.

   The monoazo dye obtained is suspended in 300 parts of thionyl chloride and this suspension is kept at 40-45 for 48 hours. After the excess thionyl chloride has been completely distilled off in vacuo, the reaction product is suspended in 160 parts of benzene, 13 parts of octyl alcohol are added and the mixture is kept at 60-65 for several hours, with almost complete dissolution occurring.

   The benzene is distilled off and the resulting monoazo dye of the formula
EMI0001.0040
    dissolved in 1000 parts of water, salted out with potassium chloride from the solution made alkaline with soda, filtered and dried at 60 in vacuo.



  The dye is a reddish yellow powder, which is in warm water and in conc. Sulfuric acid with a yellow color dissolves Wool is dyed from a neutral or slightly acidic bath in reddish-yellow shades with good fastness properties.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines gelben Monoazofarbstoffes, dadurch gekennzeichnet, dass man die Diazoverbindung der 2-Amino- benzol-l-carbonsäure-4-sulfonsäure mit 1-Phe- nyl-3-methyl-5-pyrazolon vereinigt, den erhal tenen Monoazofarbstoff mit Thionylchlorid in das Säurechlorid umwandelt und dieses au g Octylalkohol einwirken lässt. PATENT CLAIM: Process for the production of a yellow monoazo dye, characterized in that the diazo compound of 2-amino-benzene-1-carboxylic acid-4-sulfonic acid is combined with 1-phenyl-3-methyl-5-pyrazolone, the monoazo dye obtained with thionyl chloride is converted into the acid chloride and this also lets octyl alcohol act. Der erhaltene neue Monoazofarbstoff der Formel EMI0002.0014 stellt ein rötlichgelbes Pulver dar, das sich in warmem Wasser und in konz. Schwefel säure mit gelber Farbe löst. Wolle wird aus neutralem oder schwach saurem Bade in röt- lichgelben Tönen von guten Echtheiten ge färbt. The resulting new monoazo dye of the formula EMI0002.0014 is a reddish-yellow powder that dissolves in warm water and in conc. Sulfuric acid dissolves with a yellow color. Wool is dyed from a neutral or slightly acidic bath in reddish-yellow tones with good fastness properties.
CH311045D 1952-03-05 1952-03-05 Process for the preparation of a yellow monoazo dye. CH311045A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH304389T 1952-03-05
CH311045T 1952-03-05

Publications (1)

Publication Number Publication Date
CH311045A true CH311045A (en) 1955-11-15

Family

ID=25734834

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311045D CH311045A (en) 1952-03-05 1952-03-05 Process for the preparation of a yellow monoazo dye.

Country Status (1)

Country Link
CH (1) CH311045A (en)

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