CH211051A - 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
CH211051A
CH211051A CH211051DA CH211051A CH 211051 A CH211051 A CH 211051A CH 211051D A CH211051D A CH 211051DA CH 211051 A CH211051 A CH 211051A
Authority
CH
Switzerland
Prior art keywords
dye
preparation
triarylmethane dye
chromable
weight
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 CH211051A publication Critical patent/CH211051A/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)
  • Coloring (AREA)

Description

       

  Zusatzpatent zum     llauptpgtent        Nr.    209344.    Verfahren zur Herstellung eines     ehromierbaren        Triarylmethaufarbstoffes.       Gegenstand dieses Zusatzpatentes ist ein  Verfahren zur Herstellung eines     ehromier-          baren        Triarylmethanfarbstoffes,    welches  darin besteht,     dass    man<B>1</B>     Mol        2-Sulfo-4-oxy-          5-earboxybenzaldeliyd    mit 2     Mol        N-Butyl-          U.,

  tliyl-m-toluidin    kondensiert und die so er  haltene     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       Naehehromieren    wird der Farbton etwas  nach Blau verschoben, und die Echtheits  eigenschaften werden verbessert.  



  <I>Beispiel:</I>  <B>81</B> Gewichtsteile     4-Oxy-5-earboxybenz-          aldehyd-2-sulfosaures    Natrium werden zu  sammen mit<B>126</B> Gewichtsteilen     N-Butyl-          äthyl-m-tol.uidin    in<B>300</B> Gewichtsteilen       10,'o'iger    Schwefelsäure so lange auf etwa  <B>9,5 ' C</B> erhitzt, bis die Kondensation beendet    ist, was etwa<B>80</B> Stunden in Anspruch  nimmt. Die in Wasser unlösliche     Leukosäure     wird mit Soda in Wasser neutral gelöst und  in bekannter Weise z. B. mit     Bleisuperoxyd     in Gegenwart einer Säure zum Farbstoff  oxydiert.

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



  Die als Ausgangsstoff verwendet     4-Oxy-          5-earboxybenzaldehyd-2-sulfonsä,ure    kann auf  folgende Weise erhalten werden.  



  <B>173</B>     Gewichtsteile        4-Chlor-2-oxybenzoe-          säure    werden in einer Lösung von 400     Ge-          wielitsteilen        Ätznatron    in 445 Gewichtsteilen  Wasser auf<B>65 ' C</B> erhitzt.

   Zu dieser Lösung       lässt    man<B>230</B>     Gewichtsteile    Chloroform bei  einer Temperatur von<B>65-70'</B>     C    zulaufen  und erhitzt dann noch<B>8</B> Stunden auf<B>70' C.</B>  Aus der so erhaltenen Lösung gewinnt man      durch Ansäuern den     2-Chlor-4.5-oxy-ea,rb-          oxybenzaldehyd,    den man über seine     Bisulfit-          verbindun-        reini-en    -und von unveränderten       A.usgangsmaterialien    befreien kann.

       2-223    Ge  wichtsteile des     Natritunsalze#s    des so erhal  tenen Aldehyds werden mit einer     konzen-          Irierten        wässrigen        Löstuig    von<B>130</B>     Gewielits-          teilen        Natritimsulfit   <B>7</B> Stunden im     Auto-          klaven    auf<B>160 '</B>     C    erhitzt.

       Aus    der so er  haltenen klaren     Lösun--    erhält man durch  Ansäuern den     '-)-Sulfo-4-oxy-5-earboxybenz-          aldehyd    in Form seines sauren     Natriumsalzes.  



  Additional patent to the main patent no. 209344. Process for the production of an honorable triarylmethane dye. The subject of this additional patent is a process for the preparation of an honorable triarylmethane dye, which consists in mixing <B> 1 </B> mol of 2-sulfo-4-oxy-5-earboxybenzaldelyde with 2 mol of N-butyl-U.,

  tliyl-m-toluidine condenses and the leuco compound of the dye thus obtained 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. By close-chroming, the hue is shifted slightly towards blue and the fastness properties are improved.



  <I> Example: </I> <B> 81 </B> parts by weight of 4-oxy-5-earboxybenzaldehyde-2-sulphonic acid sodium together with <B> 126 </B> parts by weight of N-butylethyl -m-tol.uidin in <B> 300 </B> parts by weight of 10% sulfuric acid is heated to about <B> 9.5 ° C </B> until the condensation has ended, which is about < B> 80 </B> hours. The water-insoluble leuco acid is dissolved neutrally in water with sodium carbonate and z. B. oxidized 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. The hue is shifted slightly towards blue by re-honing and the fastness properties are improved.



  The 4-oxy-5-earboxybenzaldehyde-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.

   <B> 230 </B> 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 for a further <B> 8 </B> hours 'C. </B> The solution obtained in this way is acidified to obtain 2-chloro-4,5-oxy-ea, rb-oxybenzaldehyde, which is freed from unchanged starting materials via its bisulfite compounds can.

       2-223 parts by weight of the sodium salts of the aldehyde obtained in this way are mixed with a concentrated aqueous solution of <B> 130 </B> parts by weight of sodium sulfite for <B> 7 </B> hours in the autoclave B> 160 'C heated.

       The clear solution thus obtained is acidified to obtain the '-) - sulfo-4-oxy-5-earboxybenzaldehyde in the form of its acidic sodium salt.

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Herstellungl eines ehromier- baren Triarylmethanfarbstoffes, dadurch ge kennzeichnet, dass man<B>1</B> 32fol 2-Si-ilfo-4-oxy- 5-ea.rboxybenzaldehyd mit 2 -_NIol N-Buityl- äthyl i -m-toluidin kondensiert und die so er- <B> PATENT CLAIM: </B> Process for the production of an honorable triarylmethane dye, characterized in that <B> 1 </B> 32fol 2-Si-ilfo-4-oxy-5-ea.rboxybenzaldehyde is mixed with 2 -_NIol N-Buityl- äthyl i -m-toluidine condensed and the haltene Leukoverbindung des Farbstoffes oxydiert. Der so erhaltene neue Farbstoff färbt in Form des Natriumsalzes Wolle und Seide in saurem Bade iii reinen grünen Tönen. Durch Michchromieren wird der Farbton etwas it..toli BLiu verschoben, und die Echtheits- eigeiisehaften werden verbessert. holding leuco compound of the dye is oxidized. The new dye thus obtained, in the form of the sodium salt, dyes wool and silk in an acid bath in pure green shades. By chrome-plating, the hue is shifted slightly it..toli BLiu, and the authenticity properties are improved. ITNTERANSPRUCH: -Verfahren iiaeli Patentanspruch, dadurch ge " kennzeiehnet, dass man die Komponenten in Gegenwart von 10%iger Schwefelsäure #nif etwa<B>95 ' C</B> erhitzt. ITNTER CLAIM: -Process iiaeli patent claim, characterized in that the components are heated in the presence of 10% sulfuric acid to about 95 ° C.
CH211051D 1937-11-03 1938-08-29 Process for the preparation of a chromable triarylmethane dye. CH211051A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE211051X 1937-11-03
CH209344T 1938-08-29

Publications (1)

Publication Number Publication Date
CH211051A true CH211051A (en) 1940-08-15

Family

ID=25724699

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211051D CH211051A (en) 1937-11-03 1938-08-29 Process for the preparation of a chromable triarylmethane dye.

Country Status (1)

Country Link
CH (1) CH211051A (en)

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