CH222149A - Process for the preparation of a triarylmethane dye. - Google Patents

Process for the preparation of a triarylmethane dye.

Info

Publication number
CH222149A
CH222149A CH222149DA CH222149A CH 222149 A CH222149 A CH 222149A CH 222149D A CH222149D A CH 222149DA CH 222149 A CH222149 A CH 222149A
Authority
CH
Switzerland
Prior art keywords
excess
methyl
sulfonic acid
phenetidine
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH222149A publication Critical patent/CH222149A/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
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/26—Triarylmethane dyes in which at least one of the aromatic nuclei is heterocyclic

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 214179.    Verfahren zur Herstellung eines     Triarylmethanfarbstoifes.       Gegenstand des vorliegenden Zusatzpaten  tes ist ein Verfahren zur Herstellung     eines          Triarylmethanfarbstoffes,    welches dadurch  gekennzeichnet     ist,        daB    man     4-Chlor-3'-ogy-          4'-carbogybenzophenon    mit     1-Methyl-2-phe-          nylindol    kondensiert,

   das so erhaltene Kon  densationsprodukt zur     Monosulfonsäure        sul-          foniert    und die so erhaltene     Sulfonsäure    mit         N-Methyl-p-phenetidin    verschmilzt.    <I>Beispiel:</I>  276,5 Gewichtsteile 4 - Chlor - 3'-     ogy    - 4'  carbogybenzophenon werden mit 207 Ge  wichtsteilen     1-Methyl-2-phenylindol    in 3000  Gewichtsteilen alkoholischer     Salzsäure    durch  kurzes, z. B. halbstündiges Kochen unter         RückfluBkühlung    kondensiert.

   Durch Fällen  mit Wasser wird das Kondensationsprodukt  isoliert und nach dem Trocknen mit der zehn  fachen Gewichtsmenge 10%igem     Oleum    bei  25   C     sulfoniert.    Die freie     Sulfonsäure    wird  getrocknet und mit der dreifachen Gewichts  menge     N-Methyl-p-phenetidin    bei     etwa    70   C  etwa 1 Stunde verschmolzen. Nach dem Aus  rühren des überschüssigen     N-Methyl-p-phene-          tidins    mit verdünnter Salzsäure wird der  Farbstoff als     Natriumsalz    isoliert.

   Er färbt  Wolle in     grünen    Tönen, die durch     Nachchro-          mieren    bei vollerem Ton deutlich verbesserte       Echtheiten    zeigen. Der Farbstoff hat die  Formel    
EMI0002.0001     




  <B> Additional patent </B> to main patent no. 214179. Process for the production of a triarylmethane dye. The subject of the present additional patent is a process for the production of a triarylmethane dye, which is characterized in that 4-chloro-3'-ogy-4'-carbogybenzophenone is condensed with 1-methyl-2-phenylindole,

   the condensation product obtained in this way sulphonates to monosulphonic acid and the sulphonic acid thus obtained fuses with N-methyl-p-phenetidine. <I> Example: </I> 276.5 parts by weight of 4 - chlorine - 3'- ogy - 4 'carbogybenzophenone are mixed with 207 parts by weight of 1-methyl-2-phenylindole in 3000 parts by weight of alcoholic hydrochloric acid by brief, e.g. B. condensed boiling under reflux for half an hour.

   The condensation product is isolated by precipitation with water and, after drying, sulfonated with ten times the amount by weight of 10% strength oleum at 25 ° C. The free sulfonic acid is dried and fused with three times the amount by weight of N-methyl-p-phenetidine at about 70 ° C. for about 1 hour. After the excess N-methyl-p-phenetidine has been stirred off with dilute hydrochloric acid, the dye is isolated as the sodium salt.

   It dyes wool in green shades, which, after chroming, show significantly improved fastness properties with a full shade. The dye has the formula
EMI0002.0001

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Triaryl- methanfarbstoffes, dadurch gekennzeichnet, dass man 4-Chlor-3'-oxy-4'-carboxybenzo- phenon mit 1-31ethyl-2-phenylindol konden siert, das so erhaltene Kondensationsprodukt zur Monosulfonsäure sulfoniert und die so erhaltene Sulfonsäure mit N-Methyl-p-phene- tidin verschmilzt. Claim: A process for the preparation of a triaryl methane dye, characterized in that 4-chloro-3'-oxy-4'-carboxybenzo-phenone is condensed with 1-31ethyl-2-phenylindole, the condensation product obtained in this way is sulfonated to form monosulfonic acid and the The sulfonic acid thus obtained is fused with N-methyl-p-phenetidine. Die so erhaltene Farbstoffsulfonsäure färbt Wolle in grünen Tönen, die durch Nachchromieren bei vollerem Ton deutlich verbesserte Echtheiten zeigen. UNTERANSPRÜCHE: 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Konden sation von 4-Chlor-3'-oxy-4'-carboxybenzo- phenon durch kurzes Kochen in überschüssi ger alkoholischer Salzsäure bewirkt. 2. The dyestuff sulfonic acid obtained in this way dyes wool in green shades which, after chroming, show significantly improved fastness properties with a full shade. SUBClaims: 1. Method according to claim, characterized in that the condensation of 4-chloro-3'-oxy-4'-carboxybenzo- phenone is brought about by brief boiling in excess alcoholic hydrochloric acid. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Sulfonie- rung mit überschüssigem 10 % igem Oleum bei 25 C bewirkt. 3. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Ver schmelzung der Sulfonsäure mit überschüssi gem N-Methyl-p-phenetidin bei etwa 70 C während einer Stunde bewirkt. Process according to patent claim, characterized in that the sulfonation is effected with excess 10% oleum at 25 ° C. 3. The method according to claim, characterized in that the melting of the sulfonic acid with excess N-methyl-p-phenetidine is effected at about 70 ° C. for one hour.
CH222149D 1938-05-03 1939-03-27 Process for the preparation of a triarylmethane dye. CH222149A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE222149X 1938-05-03
CH214179T 1939-03-27

Publications (1)

Publication Number Publication Date
CH222149A true CH222149A (en) 1942-06-30

Family

ID=25725557

Family Applications (1)

Application Number Title Priority Date Filing Date
CH222149D CH222149A (en) 1938-05-03 1939-03-27 Process for the preparation of a triarylmethane dye.

Country Status (1)

Country Link
CH (1) CH222149A (en)

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