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CH260577A - Process for the production of a new wool dye. - Google Patents

Process for the production of a new wool dye.

Info

Publication number
CH260577A
CH260577A CH260577DA CH260577A CH 260577 A CH260577 A CH 260577A CH 260577D A CH260577D A CH 260577DA CH 260577 A CH260577 A CH 260577A
Authority
CH
Switzerland
Prior art keywords
dye
production
new
new wool
solution
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 CH260577A publication Critical patent/CH260577A/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
    • C09B43/11—Preparation of azo dyes from other azo compounds by introducing hydrocarbon radicals or substituted hydrocarbon radicals on primary or secondary amino groups
    • 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
    • C09B43/02—Preparation of azo dyes from other azo compounds by sulfonation

Landscapes

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

Description

  

  Verfahren zur Herstellung eines neuen     Wollfarbstoffes.       Gegenstand der vorliegenden Erfindung  ist ein Verfahren zur     Herstellung    eines neuen  Wollfarbstoffes, dadurch gekennzeichnet, dass    6 - p     -Benzolazoanilin    -     2:-phenyl        -l.',9'    -     anthr        a-          pyridazon-3    der Formel:  
EMI0001.0009     
    derart sulfoniert wird, dass ein Gemisch der  Mono- und     Disulfonsäuren    entsteht, welches  die     Sulfonsäuregruppen    im     Azobenzolrest    ent  hält.  



  Der neue Farbstoff ist ein oranges Pulver,  welches sich in Wasser unter Bildung einer  orangen Lösung und in konzentrierter Schwe  felsäure unter Bildung einer     dunkelrotvio-          letten    Lösung löst.         Beispiel:

         30 Teile     6-p-Benzolazoanilin-2-plien        .)-1-1',9'-          anthrapyridazon-3    werden in 300 Teilen  Schwefelsäure bei 20  C gelöst und 180 Teile       Clleum,    welches     24%        Schwefeltrioxyd    ent  hält, in die Lösung     eingetragen.    Das Ge  misch wird gerührt, bis sich eine Probe des  selben in verdünntem Alkali löst (das     heisst;       während etwa 12 Stunden), worauf das Ge  inisch in eine Lösung von gewöhnlichem Salz  in Wasser eingetragen wird.

   Die Suspension  wird, während kurzer Zeit erhitzt, worauf  der Farbstoff     abfiltriert,    in Wasser wieder  gelöst, aasgesalzen, filtriert und getrocknet  wird.  



  Der neue Farbstoff besitzt eine hohe  Färbekraft und färbt Wolle aus einem Am  rnoniumacetat enthaltenden Bad in orangen.:  Farbtönen von ausgezeichneter Waschecht  heit. Die Lichtechtheit weist gemäss der Skala  der      Society    of     Dyers        and        Colourists     einen  Wert von 7 auf.  



  Das in diesem Beispiel verwendete     6-p-          Benzolazoanilin    - 2 -     phenyl        -l',9'-        pyridazon    - 3  kann durch Kondensation von 6 - Chlor - 2     -          phenyl-1',9'-anthrapyridazon-3    und p-Amino-           azobenzol        in    Gegenwart von     Xaliumacetat    und  Kupferbronze in     Nitrobenzolsuspension    her  gestellt werden.



  Process for the production of a new wool dye. The present invention relates to a process for the preparation of a new wool dye, characterized in that 6 - p -Benzolazoanilin - 2: -phenyl -l. ', 9' - anthr a-pyridazon-3 of the formula:
EMI0001.0009
    is sulfonated in such a way that a mixture of the mono- and disulfonic acids is formed, which contains the sulfonic acid groups in the azobenzene residue.



  The new dye is an orange powder which dissolves in water to form an orange solution and in concentrated sulfuric acid to form a dark red-violet solution. Example:

         30 parts of 6-p-benzolazoaniline-2-plien.) - 1-1 ', 9'-anthrapyridazon-3 are dissolved in 300 parts of sulfuric acid at 20 ° C. and 180 parts of Clleum, which contains 24% sulfur trioxide, are added to the solution . The mixture is stirred until a sample of the same dissolves in dilute alkali (that is, for about 12 hours), after which the mixture is added to a solution of common salt in water.

   The suspension is heated for a short time, after which the dye is filtered off, redissolved in water, salted, filtered and dried.



  The new dye has a high dyeing power and dyes wool from a bath containing ammonium acetate in orange: shades of excellent washfastness. According to the Society of Dyers and Colourists' scale, the lightfastness has a value of 7.



  The 6-p-benzolazoaniline - 2 - phenyl -l ', 9'-pyridazon - 3 used in this example can be obtained by condensation of 6 - chloro - 2 - phenyl-1', 9'-anthrapyridazon-3 and p-amino- azobenzene can be made in the presence of xalium acetate and copper bronze in nitrobenzene suspension.

Claims (1)

PATNNTAAN SPP,üCH Verfahren zur Herstellung eines neuen Wollfarbstoffes, dadurch gekennzeichnet, dass 6 - p -Benzolazoanilin- 2 - pheny1-1', 9'- anthra- pyridazon-3 der Formel: EMI0002.0013 derart sulfoniert wird, dass ein Gemisch der 112ono- und Disulfonsäuren entsteht, welches die Sulfonsäuregruppen in Azobenzolrest ent hält. PATNNTAAN SPP, üCH Process for the production of a new wool dye, characterized in that 6 - p -Benzolazoanilin- 2 - pheny1-1 ', 9'-anthrapyridazon-3 of the formula: EMI0002.0013 is sulfonated in such a way that a mixture of the mono- and disulfonic acids is formed, which contains the sulfonic acid groups in azobenzene residue. Der neue Farbstoff ist ein oranges Pulver, welches sich in Wasser unter Bildung einer orangen Lösung und in konzentrierter Schwe felsäure unter Bildung einer dunkelrotvio- letten Lösung löst. The new dye is an orange powder which dissolves in water to form an orange solution and in concentrated sulfuric acid to form a dark red-violet solution.
CH260577D 1946-08-14 1947-08-14 Process for the production of a new wool dye. CH260577A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB260577X 1946-08-14

Publications (1)

Publication Number Publication Date
CH260577A true CH260577A (en) 1949-03-31

Family

ID=10237683

Family Applications (1)

Application Number Title Priority Date Filing Date
CH260577D CH260577A (en) 1946-08-14 1947-08-14 Process for the production of a new wool dye.

Country Status (1)

Country Link
CH (1) CH260577A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2992220A (en) * 1956-12-05 1961-07-11 Ici Ltd New anthra-1':9'(n):10'(n):5'-dipyridazones and anthra-1':9'(n):10'(n):4'-dipyridazones chemical compounds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2992220A (en) * 1956-12-05 1961-07-11 Ici Ltd New anthra-1':9'(n):10'(n):5'-dipyridazones and anthra-1':9'(n):10'(n):4'-dipyridazones chemical compounds

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