CH268763A - Process for the preparation of a new disazo dye. - Google Patents

Process for the preparation of a new disazo dye.

Info

Publication number
CH268763A
CH268763A CH268763DA CH268763A CH 268763 A CH268763 A CH 268763A CH 268763D A CH268763D A CH 268763DA CH 268763 A CH268763 A CH 268763A
Authority
CH
Switzerland
Prior art keywords
sulfuric acid
preparation
group
new
coupled
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 CH268763A publication Critical patent/CH268763A/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
    • C09B62/78—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 with other reactive groups
    • C09B62/82—Azo dyes
    • C09B62/83—Disazo or polyazo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Photoreceptors In Electrophotography (AREA)

Description

  

  Zusatzpatent     zum    Hauptpatent Nr. 263980.    Verfahren zur Herstellung eines neuen     Disazofarbstoffes.            Gegenstand    des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines neuen       Disazofarbstoffes,    welches dadurch gekenn  zeichnet ist, dass man     p-Aminophenyl-fB-oxy-          iitliyl-iither,    ein     Siilfatierungsmittel,    ein     Diazo-          tierungsmit.tel,        2,

  5-Dimethoxy        anilin    und     o-n-          Butoxy        phenol    derart zusammen umsetzt, dass  die     Oxyalkylgruppe    in die entsprechende       Scliwefelsäureester-Gruppe    übergeführt, die       Aniinoary    1-     oxyalkylätlier    - Verbindung diano  tiert,     und    in der     p-Stellung    zur     Aminogruppe     des     2,5-I)iniethoxyanilins    gekuppelt wird, und  die auf diese Weise gebildete     Aminoazover-          bindun    - weiter dianotiert,

   und in der     p-Stel-          lung    zur     Hydroxylgruppe    des     o-n-Butoxy-          phenols    gekuppelt wird.    Der neue     Farbstoff    ist ein. bräunlich  graues Pulver, das sich in Wasser unter Bil  dung einer orangen Lösung und in     konz.     Schwefelsäure unter Bildung einer blau  violetten Lösung löst.  



  Als     Sulfatierungsinittel    kann man Schwe  felsäure und als     Diazotierungsmittel    salpetrige       Säure    verwenden.  



  Die     Oxyalkylgruppe    kann vor oder nach  den Kupplungsreaktionen oder zwischen den  beiden Kupplungsreaktionen mit, Schwefel  säure in die entsprechende     Schwefelsäureester-          Gruppe    übergeführt werden.

      <I>Beispiel:</I>  Man dianotiert 23,3 Teile     p-Aminophenyl-          f    -     oxy        äthyläther    -     schm,efelsäureester,    kuppelt  die     Diazoverbindung    mit 15,3 Teilen     2,5-Di-          methoxvanilin    und dianotiert die erhaltene       Aminomonoazo-Verbindung    nach den Angaben  von Beispiel 3 des     brit.    Patentes Nr.

       .155643.     Man     suspendiert    die     Diazomonoazo-Verbindung     in Wasser, kühlt die Suspension auf 5-10o C  ab und trägt sie in eine in ähnlicher Weise  gekühlte und kräftig gerührte Lösung von  16,6 Teilen     o-n-Butoxy        phenol,    4 Teilen     Na-          triumhy        droxyd    und 10 Teilen wasserfreiem       Natriumcarbonat    in 200 Teilen Wasser ein.

    Nach beendeter Kupplung wird der neue       Farbstoff        durch        Zugabe        von        10%        gewöhn-          lichem    Salz     (Gew.    pro Volumen) gefällt, ab  filtriert und schliesslich     getrocknet.  



  Additional patent to main patent No. 263980. Process for the production of a new disazo dye. The subject of the present patent is a process for the preparation of a new disazo dye, which is characterized in that p-aminophenyl-fB-oxy-iitliyl-iither, a silfating agent, a diazo- tierungsmit.tel, 2,

  Reacts 5-dimethoxy aniline and on-butoxy phenol together in such a way that the oxyalkyl group is converted into the corresponding sulfuric acid ester group, the aniinoary 1-oxyalkylätlier - compound diano benefits, and in the p-position to the amino group of 2,5-I) iniethoxyanilins is coupled, and the aminoazo compound thus formed is further dianotated,

   and is coupled in the p-position to the hydroxyl group of the o-n-butoxyphenol. The new dye is a. brownish gray powder which dissolves in water to form an orange solution and in conc. Sulfuric acid dissolves to form a blue-violet solution.



  The sulfating agent can be sulfuric acid and the diazotizing agent is nitrous acid.



  The oxyalkyl group can be converted into the corresponding sulfuric acid ester group before or after the coupling reactions or between the two coupling reactions with sulfuric acid.

      <I> Example: </I> 23.3 parts of p-aminophenyl-oxy äthyläther-schm, eic acid ester are dianotized, the diazo compound is coupled with 15.3 parts of 2,5-dimethoxvaniline and the aminomonoazo compound obtained is dianotized according to the details of example 3 of British patent no.

       .155643. The diazomonoazo compound is suspended in water, the suspension is cooled to 5-10 ° C. and it is poured into a similarly cooled and vigorously stirred solution of 16.6 parts of on-butoxy phenol, 4 parts of sodium hydroxide and 10 parts anhydrous sodium carbonate in 200 parts of water.

    When the coupling is complete, the new dye is precipitated by adding 10% common salt (weight per volume), filtered off and finally dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Disazofarbstoffes, dadurch gekennzeichnet, dass man p-Aminophenyl-fl-oxyäthyl-äther, ein Sulfatierungsmittel, ein Diazotierungsmit.tel, 2,5-Dimethoxyanilin und o-n-Butoxyphenol derart zusammen umsetzt, dass die Oxyalkyl- gruppe in die entsprechende Schwefelsäure- ester-(lruppe übergeführt, PATENT CLAIM: A process for the preparation of a new disazo dye, characterized in that p-aminophenyl-fl-oxyethyl ether, a sulfating agent, a Diazotierungsmit.tel, 2,5-dimethoxyaniline and on-butoxyphenol are reacted together in such a way that the oxyalkyl group converted into the corresponding sulfuric acid ester group, die Aminoaryl-oxy- alkyläther-Verbindung dianotiert und in der p-Stellung zur Aminogruppe des 2,5-Di- methoxy anilins gekuppelt wird und die auf diese Weise gebildete Aminoazoverbindung weiter diazotiert und in der p-Stellung zur Hydroxylgruppe des o-n-Butoxyphenols ge kuppelt wird. the aminoaryl-oxyalkyl ether compound is dianotized and coupled in the p-position to the amino group of 2,5-dimethoxy aniline and the aminoazo compound formed in this way is further diazotized and ge in the p-position to the hydroxyl group of on-butoxyphenol is coupled. Der neue Farbstoff ist ein bräimlich- s graues Pulver, das sich in Wasser unter Bil- dung einer orangen Lösung und in konz. Schwefelsäure unter Bildung einer blau violetten Lösung löst. The new dye is a brownish gray powder that dissolves in water to form an orange solution and in conc. Sulfuric acid dissolves to form a blue-violet solution.
CH268763D 1946-03-11 1947-03-10 Process for the preparation of a new disazo dye. CH268763A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB268763X 1946-03-11
CH263980T 1947-03-10

Publications (1)

Publication Number Publication Date
CH268763A true CH268763A (en) 1950-05-31

Family

ID=25730704

Family Applications (1)

Application Number Title Priority Date Filing Date
CH268763D CH268763A (en) 1946-03-11 1947-03-10 Process for the preparation of a new disazo dye.

Country Status (1)

Country Link
CH (1) CH268763A (en)

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