CH268756A - Process for the preparation of a new disazo dye. - Google Patents

Process for the preparation of a new disazo dye.

Info

Publication number
CH268756A
CH268756A CH268756DA CH268756A CH 268756 A CH268756 A CH 268756A CH 268756D A CH268756D A CH 268756DA CH 268756 A CH268756 A CH 268756A
Authority
CH
Switzerland
Prior art keywords
preparation
sulfuric acid
new
dimethoxyaniline
cyclohexylphenol
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 CH268756A publication Critical patent/CH268756A/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)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Description

  

  <B>Zusatzpatent</B> zum     I4auptpatent    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-ss-oxy-          äthyl.-äther,    ein     Sulfatierungsmittel,    ein     Diazo-          tierungsmittel,        2,5-Dimethoxyanilin    und     o-          Cyclohexylphenol        derart    zusammen umsetzt,

    dass die     Oxy        alkylgruppe    in die entsprechende       Schwefelsäureester-Gruppe    übergeführt, die       Aininoiiryl-oxyalkyläther-Verbindung        diazo-          tiert    und in der     p-Stelhmg    zur     Aminogruppe     des     2,5-Dimethoxyanilins    gekuppelt wird,

   und  die auf diese Weise gebildete     Aminoazover-          bindung    weiter     diazotiert    und in der     p-Stel-          hing    zur     Hydroxylgruppe    des     o-Cyclohexyl-          phenois    gekuppelt wird.  



  Der neue Farbstoff ist ein     rötlichbraunes     Pulver, das sich in Wasser unter Bildung einer       seharlachroten    Lösung und in     konz.    Schwe  felsäure unter Bildung einer dunkelblauen  Lösung löst.    Als     Sulfatierungsmittel    kann man Schwe  felsäure und als     Diazotierungsmittel    salpetrige  Säure verwenden.    Die     Oxy        alk@rlgruppe    kann vor oder nach  den     Kupphingsreaktionen    oder zwischen den  beiden Kupplungsreaktionen mit. Schwefel  säure in die entsprechende     Schwefelsäureester-          Gruppe    übergeführt werden.

           Beispiel:     -Man     diazotiert    23,3     Teile        p-Aminophenyl-          P-        oxy        äthyläther    -     schwefelsäureest,er,    kuppelt  die     Diazoverbindung    mit 15,3 Teilen     2,5-Di-          methoxyanilin    und     diazotiert    die erhaltene       Aminomonoazo-Verbindung    nach den Angaben  von Beispiel 3 des     brit.    Patentes Nr. 455643.

    Man suspendiert die     Diazomonoazo-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  17,6 Teilen     o-Cyclohexylphenol,    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..



  <B> Additional patent </B> 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-ss-oxy-äthyl.-ether, a sulfating agent, a diazotizing agent, 2,5-dimethoxyaniline and o- Reacts cyclohexylphenol together in such a way that

    that the oxyalkyl group is converted into the corresponding sulfuric acid ester group, the amino group oxyalkyl ether compound is diazo- tated and is coupled to the amino group of 2,5-dimethoxyaniline in the p-stelhmg,

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



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

           Example: 23.3 parts of p-aminophenyl p-oxy ethyl ether are diazotized - sulfuric acid, he couples the diazo compound with 15.3 parts of 2,5-dimethoxyaniline and diazotizes the aminomonoazo compound obtained as described in Example 3 of British Patent No. 455643.

    The diazomonoazo compound is suspended in water, the suspension is cooled to 5-100 ° C. and transferred to a similarly cooled and vigorously stirred solution of 17.6 parts of o-cyclohexylphenol, 4 parts of sodium hydroxide and 10 parts anhydrous sodium carbonate in 200 parts of water.

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

Claims (1)

PATENTANSPRUCII Verfahren zur Herstellung eines neuen Disazofarbstoffes, dadurch gekennzeichnet, dass man p-Aminophenyl-ss-oxyäthyl-äther, ein Sulfatierungsmittel, ein Diazotierungsmittel, 1,5-Dimethoxyanilin und o-Cyclohexylphenol derart zusammen umsetzt, dass die Oxyalkyl- @Oruppe in die entsprechende Schwefelsäure ester-Gruppe übergeführt, A process for the preparation of a new disazo dye, characterized in that p-aminophenyl-ss-oxyethyl ether, a sulfating agent, a diazotizing agent, 1,5-dimethoxyaniline and o-cyclohexylphenol are reacted together in such a way that the oxyalkyl- @Oruppe is converted into corresponding sulfuric acid ester group converted, die Aminoaryl- oxyalkyl-ätlier-Verbindung diazotiert und in der p-Stellung zur Aminogruppe des 2,5-Di- methoxyanilins gekuppelt wird und die auf diese Weise gebildete Aminoazoverbindung weiter diazotiert und in der p-Stellung zur Hydroxylgruppe des o-Cyclohexylphenols ge kuppelt wird. the aminoaryl oxyalkyl ätlier compound is diazotized and coupled in the p-position to the amino group of the 2,5-dimethoxyaniline and the aminoazo compound formed in this way is further diazotized and coupled in the p-position to the hydroxyl group of the o-cyclohexylphenol becomes. Der neue Farbstoff ist ein rötlichbraunes Pulver, das sich in Wasser unter Bildung einer scharlachroten Lösung und in konz. Schwe felsäure unter Bildung einer dunkelblauen Lösung löst. The new dye is a reddish brown powder that dissolves in water to form a scarlet red solution and in conc. Sulfuric acid dissolves to form a dark blue solution.
CH268756D 1946-03-11 1947-03-10 Process for the preparation of a new disazo dye. CH268756A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB268756X 1946-03-11
CH263980T 1947-03-10

Publications (1)

Publication Number Publication Date
CH268756A true CH268756A (en) 1950-05-31

Family

ID=25730697

Family Applications (1)

Application Number Title Priority Date Filing Date
CH268756D CH268756A (en) 1946-03-11 1947-03-10 Process for the preparation of a new disazo dye.

Country Status (1)

Country Link
CH (1) CH268756A (en)

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