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CH200680A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH200680A
CH200680A CH200680DA CH200680A CH 200680 A CH200680 A CH 200680A CH 200680D A CH200680D A CH 200680DA CH 200680 A CH200680 A CH 200680A
Authority
CH
Switzerland
Prior art keywords
dye
preparation
sulfuric acid
new
monoazo dye
Prior art date
Application number
Other languages
German (de)
Inventor
Limited Imperial Ch Industries
Original Assignee
Ici Ltd
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 Ici Ltd filed Critical Ici Ltd
Publication of CH200680A publication Critical patent/CH200680A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
    • C09B29/28—Amino naphthols

Landscapes

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

Description

  

  Verfahren zur Herstellung eines neuen     Monoazo-Farbstoffes.       Vorliegende Erfindung bezieht sieh auf  die Herstellung eines neuen     Monoazo-Farb-          stoffes,    der     Aoetat-Kunstseide    in     grünlich-          blauen    Tönen von     gut-er    Haltbarkeit färbt.  



  Gemäss der Erfindung wird dieser  Farbstoff durch Kuppeln von     diazotiertem          2-Chlor-4-nitroanilin    mit     1-N-ss-hydroxy-          äthylamin-5-naphiol    und Umwandeln des so  erhaltenen unlöslichen Farbstoffes in seinen  löslichen     Sehwefelsäureester    durch Behand  lung mit einem     Sulfonierungsmittel    herge  stellt.  



  <I>Beispiel:</I>  Die aus<B>17,25</B> Teilen     2-Chlor-4-nitroanilin     entstandene     Diazo-Verbindung    wird mit<B>20,3</B>  Teilen. des     1-N-ss-hydroxyäthylamin-5-napli-          tols    in saurem Medium gekuppelt. Die so er  haltene unlösliche Verbindung wird abge  trennt, getrocknet und dann langsam in  Pulverform unter Umrühren<B>250</B> Teilen       80%ige,r    Schwefelsäure zugesetzt. Man rührt  so lange um, bis die     darauffolgende    Löslich-         keitsprobe    befriedigend ist. Ein kleines  Muster wird entnommen, Eis zugesetzt und  die entstandene Suspension filtriert.

   Das  Feste wird mit Wasser gerührt, mit Natrium  karbonat gerade alkalisch gemacht und er  wärmt. Es soll eine klare Lösung entstehen.  Die ganze     Schwefelsäurelösung    wird dann  Eis zugegossen. Der sich abtrennende neue  Farbstoff wird     abfiltriert    und wieder in kal  tem Wasser suspendiert. Die Suspension wird  mit 10%igem Salz     (Volumgewicht)    behan  delt, mit Natriumkarbonat alkalisch gemacht  und der neue Farbstoff     abfiltriert    und ge  trocknet.  



  Der Farbstoff bildet ein schwarzes Pul  ver, das sieh in heissem Wasser zu einer  blauen Lösung und in konzentrierter Schwe  felsäure zu einer dunkelvioletten Lösung löst.  Er färbt     Acetat-Kunstseide    in     grünlich-          blauen    Tönen von guter Haltbarkeit, wenn  aus einem neutralen,<B>1 %</B> Salz enthaltendem  Färbebad angewandt-.



  Process for the preparation of a new monoazo dye. The present invention relates to the production of a new monoazo dye which dyes acetate rayon in greenish-blue shades of good durability.



  According to the invention, this dye is produced by coupling diazotized 2-chloro-4-nitroaniline with 1-N-ss-hydroxy-ethylamine-5-naphiol and converting the insoluble dye thus obtained into its soluble sulfuric acid ester by treatment with a sulfonating agent .



  <I> Example: </I> The diazo compound formed from <B> 17.25 </B> parts of 2-chloro-4-nitroaniline is <B> 20.3 </B> parts. of 1-N-ss-hydroxyethylamine-5-naplitols coupled in an acidic medium. The insoluble compound obtained in this way is separated off, dried and then slowly added in powder form with stirring to 250 parts of 80% strength sulfuric acid. The mixture is stirred until the subsequent solubility test is satisfactory. A small sample is removed, ice is added and the resulting suspension is filtered.

   The solid is stirred with water, made alkaline with sodium carbonate and it warms. A clear solution should be created. The whole sulfuric acid solution is then poured into ice. The new dye which separates out is filtered off and suspended again in cold water. The suspension is treated with 10% salt (volume weight), made alkaline with sodium carbonate and the new dye is filtered off and dried.



  The dye forms a black powder that dissolves into a blue solution in hot water and a dark purple solution in concentrated sulfuric acid. It dyes acetate rayon in greenish-blue shades of good durability when applied from a neutral dye bath containing <B> 1% </B> salt.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Moneazo-Farbstoffes, dadurch gekennzeich net, dass man diazotiertes 2-Chlor-4-nitro- anilin mit 1-N-ss-hydroxyäthylamin-5-naph- tol kuppelt und den so erhaltenen unlöslichen Farbstoff durch Behandlung mit einem Sul- fonierungsmittel in seinen löslichen Schwefel- säuerester umwandelt. PATENT CLAIM: Process for the preparation of a new moneazo dye, characterized in that diazotized 2-chloro-4-nitroaniline is coupled with 1-N-β-hydroxyethylamine-5-naphthol and the insoluble dye thus obtained is treated converted into its soluble sulfuric acid ester with a sulfonating agent. Daa Produkt ist ein schwarzes Pulver, das sich in heissem Wasser zu einer blauen Lösung und in konzentrierter Schwefelsäure zu einer dunkelvioletten Lösung löst und Acetat-Kunstseide in grtinlieh-blauen Tönen färbt. Daa product is a black powder that dissolves in hot water to form a blue solution and in concentrated sulfuric acid to form a dark purple solution and dyes acetate rayon in greenish-blue tones.
CH200680D 1936-11-30 1937-11-08 Process for the preparation of a new monoazo dye. CH200680A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB200680X 1936-11-30

Publications (1)

Publication Number Publication Date
CH200680A true CH200680A (en) 1938-10-31

Family

ID=10139831

Family Applications (1)

Application Number Title Priority Date Filing Date
CH200680D CH200680A (en) 1936-11-30 1937-11-08 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH200680A (en)

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