CH303901A - Process for the preparation of an acidic monoazo dye. - Google Patents

Process for the preparation of an acidic monoazo dye.

Info

Publication number
CH303901A
CH303901A CH303901DA CH303901A CH 303901 A CH303901 A CH 303901A CH 303901D A CH303901D A CH 303901DA CH 303901 A CH303901 A CH 303901A
Authority
CH
Switzerland
Prior art keywords
acidic
preparation
dye
monoazo dye
parts
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Sandoz
Original Assignee
Ag Sandoz
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 Ag Sandoz filed Critical Ag Sandoz
Publication of CH303901A publication Critical patent/CH303901A/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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14—Monoazo compounds
    • C09B45/16—Monoazo compounds containing chromium
    • 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
    • C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • 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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/38—Preparation from compounds with —OH and —COOH adjacent in the same ring or in peri position

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

Description

  

  Verfahren zur Herstellung eines sauren     Monoazofarbstoffes.            Gregenstand    des vorliegenden Patentes ist       ein    Verfahren zur Herstellung eines sauren       Monoazofarbstoffes,    welches darin besteht,     dass          man    ein     -Mol    der     Diazoverbindung    aus 2       -#mino-4-methylsulfonyl-4'-oxy-1,1'-diphenyl-          sulfon-        i#-earbonsäure    mit einem     Mol        2-Methyl-          aminonap,

  hthaliii-6-s-Lilfolisäiii#emethylamid    in  dessen     1-Stellung    kuppelt.  



       Ini    nachfolgenden Beispiel bedeuten die  Teile Gewichtsteile und die Prozente     Ge-          wielitsprozente.     



       Beispiet:     <B>37,1-</B> Teile     2-Amino-4-methyjsulionyl-4'-          exy-1,1'-diplienvisulfon-3'-earboilsäure    werden  in<B>500</B> Teilen Wasser mit Hilfe von     Natrium-          hydrox   <B>'</B>     vd    neutral gelöst.

   Man versetzt die       Lösung'mit   <B>36</B> Teilen 20     II/o        iger        Natriumnitrit-          lösung    und     lässt    sie innerhalb von einer hal  ben Stunde bei höchstens     1011        züi    einer     Mi-          sehung    von 40 Teilen konzentrierter Salz  säure und 200 Teilen Wasser einlaufen. Die       ,-elbliehe        Diazoverbindung        seheidet    sieh nahezu  vollständig aus.

   Nach beendigter     Diazotierung     wird die überschüssige salpetrige Säure zer  stört. Man     lässt    der     Diazosuspension    innerhalb  von<B>10</B> Minuten bei     101'    eine Lösung von<B>25</B>  Teilen 2<B>-</B>     Methvjaminonaphthalin   <B>- 6 -</B>     sulfon-          si.Lirenietli,yla.niid    in 200 Teilen Wasser und<B>15</B>  Teilen konzentrierter Salzsäure zulaufen. Die  Kupplung beginnt sofort, und der rote     Mono-          azofarbstoff    scheidet sieh ab.

   Nach     einstündi-          -ein    Rühren wird die     Kuppl-ungsmasse        dureh          Zutropfen    einer konzentrierten     Natrinmace-          tatlösung    kongoneutral gestellt. Der Farbstoff  wird     abfiltriert    und mit     \V#Tasser    gewaschen.         Zur    Umwandlung in das leicht lösliche     Na-          triumsalz    wird er in warmer     Natriumearbonat-          lösung    gelöst.

   Man klärt die Lösung nötigen  falls von Verunreinigungen, salzt aus ihr den  Farbstoff mittels     Natri-Limehlorid    aus, filtriert  ihn ab und trocknet ihn.  



  Der neue saure     Monoazofarbstoff    ist ein  rotes Pulver, löst sich in heissem Wasser leicht  mit roter Farbe und färbt Wolle aus neutra  lem oder schwach saurem Bad in leuchtend  roten Tönen, die sieh beim     'Naehehromieren     nur wenig ändern. Der Farbstoff eignet sich  auch zum Färben     naeli    dem     Einbadehromie-          rungsverfahren.    Die Färbungen sind sehr gut  licht-,     walk-    und     earbonisierecht.  



  Process for the preparation of an acidic monoazo dye. The subject matter of the present patent is a process for the preparation of an acidic monoazo dye, which consists in that one mol of the diazo compound is obtained from 2 - # mino-4-methylsulfonyl-4'-oxy-1,1'-diphenyl sulfone i # -earboxylic acid with one mole of 2-methyl aminonap,

  hthaliii-6-s-Lilfolisäiii # emethylamid couples in its 1-position.



       In the example below, the parts are parts by weight and the percentages are percentages by weight.



       Example: 37.1 parts of 2-amino-4-methyjsulionyl-4'-exy-1,1'-diplienvisulfon-3'-earboilic acid are used in 500 parts of water dissolved neutrally with the help of sodium hydroxide.

   The solution is mixed with 36 parts of 20% sodium nitrite solution and left within half an hour at a maximum of 1011 in a mixture of 40 parts of concentrated hydrochloric acid and 200 parts of water come in. The yellow diazo compound looks almost completely.

   When the diazotization is complete, the excess nitrous acid is destroyed. The diazo suspension is left with a solution of <B> 25 </B> parts 2 <B> - </B> Methvjaminonaphthalin <B> - 6 - </B> at 101 'within <B> 10 </B> minutes sulfon- si.Lirenietli, yla.niid in 200 parts of water and 15 parts of concentrated hydrochloric acid. Coupling begins immediately and the red monoazo dye separates out.

   After stirring for one hour, the coupling compound is made con-neutral by adding a concentrated sodium acetate solution dropwise. The dye is filtered off and washed with water. To convert it into the easily soluble sodium salt, it is dissolved in warm sodium carbonate solution.

   If necessary, the solution is cleared of impurities, the dye is salted out using sodium limestone chloride, filtered off and dried.



  The new acidic monoazo dye is a red powder, easily dissolves in hot water with a red color and dyes wool from a neutral or weakly acidic bath in bright red tones, which change little when it is close-up. The dye is also suitable for dyeing using the single bathing method. The colorations are very light, milled and earbonized.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines sauren Monoazofarbstoffes, dadurch gekennzeichnet, dass man ein Mol der Diazoverbindung aus 2- Amino-4-methylsitlionyl <B>-</B> 4'- oxy-1,1'-diphenyl- siilfon-3'-earbonsäure mit einem Mol 2-Methyl- aminonaphthalin-6 <B>-</B> sulfolisäiiremethylamid in dessen 1-Stell-Ling kuppelt. PATENT CLAIM: Process for the preparation of an acidic monoazo dye, characterized in that one mole of the diazo compound from 2-amino-4-methylsitlionyl <B> - </B> 4'- oxy-1,1'-diphenylsilphon-3 ' -earboxylic acid with one mole of 2-methylaminonaphthalene-6 <B> - </B> sulfolisäiiremethylamid in its 1-Stell-Ling. Der neue saure Monoazolarbstoff ist ein rotes Pulver, löst sieh in heissem Wasser leicht mit roter Farbe und färbt Wolle aus -neutra lem oder schwach saurem Bad in leuchtend roten Tönen, die sieh beim Nachehromieren nur wenig ändern. Der Farbstoff eignet sieh auch züm Färben nach dem Einbadchromie- rungsverfahren. Die Färbungen sind sehr gut licht-, walk- und earbonisiereeht. The new acidic monoazolar material is a red powder, easily dissolves in hot water with a red color and dyes wool from neutral or weakly acidic baths in bright red tones, which change little when re-homing. The dye is also suitable for dyeing by the single bath chroming process. The colorations are very light, milled and earbonized.
CH303901D 1952-01-09 1952-01-09 Process for the preparation of an acidic monoazo dye. CH303901A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH303901T 1952-01-09
CH301445T 1952-11-05

Publications (1)

Publication Number Publication Date
CH303901A true CH303901A (en) 1954-12-15

Family

ID=25734385

Family Applications (1)

Application Number Title Priority Date Filing Date
CH303901D CH303901A (en) 1952-01-09 1952-01-09 Process for the preparation of an acidic monoazo dye.

Country Status (1)

Country Link
CH (1) CH303901A (en)

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