CH211052A - Process for the preparation of a chromable triarylmethane dye. - Google Patents

Process for the preparation of a chromable triarylmethane dye.

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Publication number
CH211052A
CH211052A CH211052DA CH211052A CH 211052 A CH211052 A CH 211052A CH 211052D A CH211052D A CH 211052DA CH 211052 A CH211052 A CH 211052A
Authority
CH
Switzerland
Prior art keywords
dye
chromable
oxy
preparation
triarylmethane dye
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 CH211052A publication Critical patent/CH211052A/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
    • 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
    • C09B11/10—Amino derivatives of triarylmethanes
    • C09B11/22—Amino derivatives of triarylmethanes containing OH groups bound to an aryl nucleus and their ethers and esters

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Zusatzpatent zum Hauptpatent Nr. 209844.    Verfahren zur Herstellung eines     ehromierbaren        Triarylmethanfarbstoües.       Gegenstand dieses Zusatzpatentes ist ein  Verfahren zur Herstellung     eines        chromier-          baren        Triarylmethanfarbstoffes,    welches  darin besteht, dass man 1     Mol        2-Sulfo-4-oxy-          5-carboxybenzaldehyd    mit 2     Mol        N-Äthyl-o-          toluidin    kondensiert und die so erhaltene       Leukoverbindung    des Farbstoffes oxydiert.  



  Der so erhaltene neue Farbstoff färbt     in     Form des     Natriumsalzes    Wolle und Seide in  saurem Bade in reinen grünen Tönen.  Durch     Nachchromieren        wird    der Farbton  etwas nach Blau verschoben, und die Echt  heitseigenschaften werden verbessert.  



  <I>Beispiel:</I>  81 Gewichtsteile     4-Oxy-5-carboxybenz-          a.ldehyd-2-sulfosaures    Natrium werden zu  sammen mit 89 Gewichtsteilen     N-Äthyl-o-          toluidin    in 300 Gewichtsteilen     10%iger          Schwefelsäure    so lange auf etwa 95   C er  hitzt, bis die Kondensation beendet ist, was  etwa 80 Stunden in Anspruch nimmt. Die in    Wasser unlösliche     Leukosäure        wird    mit  Soda in Wasser neutral gelöst und in be  kannter Weise z. B. mit     Bleisuperoxyd    in  Gegenwart einer Säure zum Farbstoff oxy  diert.

   Der isolierte Farbstoff färbt als     hTa-          triumsalz    Wolle und Seide in     saurem    Bade       in.        reinen        grünen    Tönen. Durch     Nach-          chromieren    wird der     Farbton    etwas nach  Blau verschoben, und die Echtheitseigen  schaften werden verbessert.  



  Die als Ausgangsstoff verwendete     4-Oxy-          5-carboxybenzaldehyd-2-sulfonsäure    kann auf  folgende Weise erhalten werden.  



  173 Gewichtsteile     4-Chlor-2-oxybenzoe-          säure    werden     in.    einer     Lösung    von 400 Ge  wichtsteilen     Ätznatron        in    445 Gewichtsteilen  Wasser auf 65   C erhitzt. Zu dieser     Lösung     lässt man 230     Gewichtsteile    Chloroform bei  einer Temperatur von<B>65-70'</B> C     zulaufen     und erhitzt dann noch 8     Stunden    auf<B>70'</B> C.

    Aus der so erhaltenen Lösung     gewinnt    man  durch     Ansäuern    den 2-Chlor-4.5-oxy-carb-           oxybenzaldehy    d, den man über seine     Bisulfit-          verbindung    reinigen und von unveränderten  Ausgangsmaterialien befreien kann. 223 Ge  wichtsteile des     Natriumsalzes    des so erhal  tenen Aldehyds werden mit einer konzen  trierten     wässrigen    Lösung von 130 Gewichts  teilen     Natriumsulfit    7 Stunden im Auto  klaven auf 160   C erhitzt.

   Aus der so erhal  tenen klaren Lösung erhält man durch  Ansäuern den     2-Sulfo-4-oxy-5-carboxybenz-          aldehyd    in Form seines sauren     Natriumsalzes.  



  Additional patent to the main patent No. 209844. Process for the production of an honorable Triarylmethanfarbstoües. The subject of this additional patent is a process for the production of a chromable triarylmethane dye, which consists in condensing 1 mol of 2-sulfo-4-oxy-5-carboxybenzaldehyde with 2 mol of N-ethyl-o-toluidine and the leuco compound thus obtained The dye is oxidized.



  The new dye thus obtained, in the form of the sodium salt, dyes wool and silk in an acidic bath in pure green shades. Chromium plating shifts the color slightly towards blue, and the authenticity properties are improved.



  <I> Example: </I> 81 parts by weight of 4-oxy-5-carboxybenz-aldehyde-2-sulfonic acid sodium are added together with 89 parts by weight of N-ethyl-o-toluidine in 300 parts by weight of 10% strength sulfuric acid He heats about 95 C until the condensation has ended, which takes about 80 hours. The water-insoluble leuco acid is dissolved neutrally with soda in water and z in a known manner. B. oxy dated with lead peroxide in the presence of an acid to the dye.

   The isolated dye, as the sodium salt, dyes wool and silk in an acid bath in pure green tones. After chrome plating, the hue is shifted slightly towards blue and the fastness properties are improved.



  The 4-oxy-5-carboxybenzaldehyde-2-sulfonic acid used as a starting material can be obtained in the following manner.



  173 parts by weight of 4-chloro-2-oxybenzoic acid are heated to 65 ° C. in a solution of 400 parts by weight of caustic soda in 445 parts by weight of water. 230 parts by weight of chloroform are allowed to run into this solution at a temperature of <B> 65-70 '</B> C and then heated to <B> 70' </B> C for a further 8 hours.

    The 2-chloro-4,5-oxy-carbo-oxybenzaldehyde is obtained from the solution obtained in this way by acidification. 223 parts by weight of the sodium salt of the aldehyde obtained in this way are heated to 160 C for 7 hours in a car clave with a concentrated aqueous solution of 130 parts by weight of sodium sulfite.

   The 2-sulfo-4-oxy-5-carboxybenzaldehyde is obtained in the form of its acidic sodium salt from the clear solution obtained in this way.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines ehromier- baren Triarylmethanfarbstoffes, dadurch ge kennzeichnet, da,ss man 1 blol 2-Sulfo-4-oxy- 5-carboxy benzaldehy d mit 2 Mol N-Äthy 1-o- toluidin kondensiert und die so erhaltene Leukoverbindung des Farbstoffes oxydiert. PATENT CLAIM: Process for the production of an honorable triarylmethane dye, characterized in that 1 blol of 2-sulfo-4-oxy-5-carboxy benzaldehyde is condensed with 2 mol of N-ethyl 1-o-toluidine and the resultant is condensed The leuco compound of the dye is oxidized. Der so erhaltene neue Farbstoff färbt in Form des Natriumsalzes Wolle und Seide in saurem Bade in reinen grünen Tönen. Durch Nachchromieren wird der Farbton etwas nach Blau verschoben, und die Echtheits eigenschaften werden verbessert. ITNTERAN SPRUCIII Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Komponenten in Gegenwart von 10%iger Schwefelsäure auf etwa 95 C erhitzt. The new dye thus obtained, in the form of the sodium salt, dyes wool and silk in an acidic bath in pure green shades. Chromium-plating shifts the hue slightly towards blue and improves the fastness properties. ITNTERAN SPRUCIII Process according to patent claim, characterized in that the components are heated to about 95 C in the presence of 10% sulfuric acid.
CH211052D 1937-11-03 1938-08-29 Process for the preparation of a chromable triarylmethane dye. CH211052A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE211052X 1937-11-03
CH209344T 1938-08-29

Publications (1)

Publication Number Publication Date
CH211052A true CH211052A (en) 1940-08-15

Family

ID=25724700

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211052D CH211052A (en) 1937-11-03 1938-08-29 Process for the preparation of a chromable triarylmethane dye.

Country Status (1)

Country Link
CH (1) CH211052A (en)

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