CH268761A - Process for the preparation of a new disazo dye. - Google Patents

Process for the preparation of a new disazo dye.

Info

Publication number
CH268761A
CH268761A CH268761DA CH268761A CH 268761 A CH268761 A CH 268761A CH 268761D A CH268761D A CH 268761DA CH 268761 A CH268761 A CH 268761A
Authority
CH
Switzerland
Prior art keywords
sulfuric acid
group
preparation
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 CH268761A publication Critical patent/CH268761A/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
    • 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)
  • Coloring (AREA)

Description

  

      Zusatzpatent    zum Hauptpatent     Nr.    263980.    Verfahren zur Herstellung eines neuen     Disazofarhstoffes.            Gegenstand    des vorliegenden Patentes ist  ein Verfahren zur     plerstell.ung    eines neuen       Disazofarbstoffes,        welches    dadurch gekenn  zeichnet ist, dass man     p-Aminophenyl-l-oxy-          äthyl-äther,    ein     Sulfatierungsmittel,    ein     Diazo-          tierungsmittel,        2,

  5-Dimethoxyanilin    und     o-n-          Butylphenol    derart zusammen umsetzt, dass  die     Oxyalkylgruppe    in die entsprechende       Schwefelsäureester    -     Cruppe    übergeführt, die       Aminoaryl    -     oxy        alkylätlier    -     Verbindung    diano  tiert und in der     p-Stellung        zur        Aminogruppe     des     2,5-Dimethoxyaiiilins    gekuppelt wird,

   und  die auf diese Weise gebildete     Aminoazoverbin-          dung    weiter dianotiert und in der     p-Stellung     zur     Hydroxylgruppe    des     o-n-Butylphenols     gekuppelt, wird.  



  Der neue Farbstoff ist ein dunkelrot  braunes Pulver, das sich in Wasser unter Bil  dung einer     rötlichorangen    Lösung und in     konz.     Schwefelsäure unter Bildung einer blau  violetten Lösung löst.    Als     Sulfatierungsmittel    kann man Schwe  felsäure und als     Diazotierungsmittel    salpetrige  Säure verwenden.    Die     Oxyalkylgruppe    kann vor oder nach  den Kupplungsreaktionen oder zwischen den  beiden Kupplungsreaktionen mit.     Sehwefel-          säure    in die entsprechende     Schwefelsäureester-          Gruppe    übergeführt werden.

      <I>Beispiel:</I>  Man     diazot.iert    23,3 Teile     p-Aminophenyl-          '    -     oxyäthyläther    -     schwefelsäureester,    kuppelt  die     Diazoverbindung    mit 15,3 Teilen     2,5-Di-          methoxyanilin    und dianotiert die erhaltene       Aminomonoazo-Verbindung    nach den Angaben  von Beispiel 3 des     brit.    Patentes Nr.

       455643.     .Man suspendiert die     l)iazonionoazo-Verbindung     in Wasser, kühlt die Suspension auf 5-100 C  ab und trägt sie in eine in ähnlicher Weise  gekühlte und kräftig gerührte Lösung von  15 Teilen     o-n-Butylphenol,    4 Teilen     Natrium-          hy        droxy    d und 10 Teilen wasserfreiem Na.  triumcarbonat in 200 Teilen Wasser ein. Nach  beendeter Kupplung wird der neue Farbstoff  durch Zugabe von     1011/o    gewöhnlichem Salz       (Gew.    pro Volumen) gefällt,     abfiltriert    und  schliesslich getrocknet.



      Additional patent to main patent No. 263980. Process for the production of a new disazo raw material. The subject of the present patent is a process for producing a new disazo dye, which is characterized in that p-aminophenyl-1-oxyethyl ether, a sulfating agent, a diazotizing agent, 2,

  5-dimethoxyaniline and o-n-butylphenol are reacted together in such a way that the oxyalkyl group is converted into the corresponding sulfuric acid ester group, the aminoaryl - oxy alkylätlier - compound is dianoed and is coupled in the p-position to the amino group of 2,5-dimethoxyaliilins

   and the aminoazo compound formed in this way is further dianotized and coupled in the p-position to the hydroxyl group of the o-n-butylphenol.



  The new dye is a dark red-brown powder that dissolves in water to form a reddish-orange solution and in conc. Sulfuric acid dissolves to form a blue-violet solution. Sulfur acid can be used as the sulfating agent and nitrous acid as the diazotizing agent. The oxyalkyl group can before or after the coupling reactions or between the two coupling reactions with. Sulfuric acid can be converted into the corresponding sulfuric acid ester group.

      <I> Example: </I> 23.3 parts of p-aminophenyl- '- oxyethyl ether - sulfuric acid ester are diazotized, the diazo compound is coupled with 15.3 parts of 2,5-dimethoxyaniline and the aminomonoazo compound obtained is dianotized the details of Example 3 of British Patent No.

       455643.. The l) iazonionoazo compound is suspended in water, the suspension is cooled to 5-100 ° C. and it is carried into a similarly cooled and vigorously stirred solution of 15 parts of on-butylphenol, 4 parts of sodium hydroxide and 10 parts of anhydrous Na. trium carbonate in 200 parts of water. When the coupling is complete, the new dye is precipitated by adding 1011 / o 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-/3-oxyäthyl-äther, ein Sulfatierungsmittel., ein Diazotierungsmittel, <B>2,5</B> - Dimethoxyanilin und o - n - Buty lphenol derart zusammen umsetzt, dass die Oxyalkyl- gruppe in die entsprechende Schwefelsäure- ester-Clruppe übergeführt; Claim: Process for the preparation of a new disazo dye, characterized in that p-aminophenyl / 3-oxyethyl ether, a sulfating agent., A diazotizing agent, <B> 2.5 </B> - dimethoxyaniline and o - n - buty converting phenol together in such a way that the oxyalkyl group is converted into the corresponding sulfuric acid ester group; die Aminoaryl- oxy a.lkvläthei--Verbindung dianotiert und in der p-Stellung zur Aminogruppe des 2,5-Di- metlioxyanilins gekuppelt wird und die auf diese Weise gebildete Aminoazoverbindung weiter diazotiert und in der p-Stellung zur Hydroxylgruppe des o-n-Biitylphenols gekup pelt wird. Der neue Farbstoff ist ein dunkelrot braunes Pulver, the aminoaryl oxy a.lkvläthei - compound is dianotated and coupled in the p-position to the amino group of 2,5-dimethoxyaniline and the aminoazo compound formed in this way is further diazotized and in the p-position to the hydroxyl group of on-biitylphenol is coupled. The new dye is a dark red brown powder, das sich in Wasser unter Bil- dung einer rötlichorangen Lösung und in konz. Schwefelsäure unter Bildung einer blau violetten Lösung löst.. which is in water to form a reddish orange solution and in conc. Sulfuric acid dissolves to form a blue-violet solution.
CH268761D 1946-03-11 1947-03-10 Process for the preparation of a new disazo dye. CH268761A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB268761X 1946-03-11
CH263980T 1947-03-10

Publications (1)

Publication Number Publication Date
CH268761A true CH268761A (en) 1950-05-31

Family

ID=25730702

Family Applications (1)

Application Number Title Priority Date Filing Date
CH268761D CH268761A (en) 1946-03-11 1947-03-10 Process for the preparation of a new disazo dye.

Country Status (1)

Country Link
CH (1) CH268761A (en)

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