CH210515A - Process for the preparation of a chromable dye of the triarylmethane series. - Google Patents

Process for the preparation of a chromable dye of the triarylmethane series.

Info

Publication number
CH210515A
CH210515A CH210515DA CH210515A CH 210515 A CH210515 A CH 210515A CH 210515D A CH210515D A CH 210515DA CH 210515 A CH210515 A CH 210515A
Authority
CH
Switzerland
Prior art keywords
dye
acid
chromable
condensation
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 CH210515A publication Critical patent/CH210515A/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
    • C09B11/10—Amino derivatives of triarylmethanes
    • C09B11/24—Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
    • C09B11/245—Phthaleins having both OH and amino substituent(s) on aryl ring

Landscapes

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

Description

  

  <B>Zusatzpatent</B>     zum    Hauptpatent Nr. 198713.    Verfahren zur Herstellung eines     ehromierbaren    Farbstoffes der     Triarylmethanreihe.       Gegenstand dieses Zusatzpatentes ist ein  Verfahren zur Herstellung eines     chromier-          baren    Farbstoffes der     Triarylmethanreihe,     welches dadurch gekennzeichnet ist, dass man       (4'-Diäthylamino-2'-oxy)-1-benzoyl-o-oxycarb-          oxy-2-benzoesäure,    welche durch Kondensa  tion von     Diäthylamino-m-phenol    mit     5-          Oxytrimellitsäureanhydrid    bei 125-130o C  erhältlich ist,

   mit     4-Äthylres.orcin    kondensiert  und den so erhaltenen     Farbstoff        bromiert,     so dass der Endstoff 3 Bromatome im Mole  kül enthält.  



  <I>Beispiel:</I>  60 Gewichtsteile     (4'-Diäthylamino-2'-oxy)-          1-benzoyl-o-oxycarboxy-2-benzoesäure,    welche  durch Kondensation von     Diäthylamino-m-          phenol    mit     5-Oxytrimellitsäureanhydrid    bei  125-130o C erhältlich ist, werden mit 28  Gewichtsteilen     4-Äthylresorcin    in 150 Ge  wichtsteilen     95o/oiger    Schwefelsäure 3 Stun  den auf<B>600</B> C erwärmt. Nach Fällen des    Farbstoffes aus der schwefelsauren Lösung  durch Zugabe von Eis,     Abfiltrieren,    Lösen  in Natronlauge und Fällen durch Zugabe  von Säuren erhält man 80 Gewichtsteile  eines roten Farbpulvers.

   Nach Überführen in  das     Natriumsalz    wird aus saurem Bade die  tierische Faser in leuchtend rotem Ton ge  färbt, der durch     Nachebromieren    etwas tiefer  wird. Die     Echtheiten,    einschliesslich der Licht  echtheit, sind gut.  



  47,5 Gewichtsteile des so erhaltenen  Farbstoffes werden in 500 Gewichtsteilen  Alkohol mit 51     Gewicbtsteilen    Brom     bromiert.     Nach Entfernen des Alkohols durch Behan  deln mit Wasserdampf wird ein roter Farb  stoff erhalten, der in sein     Natriumsalz    über  geführt wird. Aus saurem Bade wird die  tierische Faser in leuchtend rotem Ton ge  färbt, der durch     Nachchromieren    wenig ver  ändert wird. Die     Echtheiten,    einschliesslich  Lichtechtheit, sind dann sehr gut. Der Farb  stoff hat wahrscheinlich die folgende Formel:    
EMI0002.0001     




  <B> Additional patent </B> to main patent no. 198713. Process for the production of an honorable dye of the triarylmethane series. The subject of this additional patent is a process for the production of a chromable dye of the triarylmethane series, which is characterized in that (4'-diethylamino-2'-oxy) -1-benzoyl-o-oxycarboxy-2-benzoic acid, which by condensation of diethylamino-m-phenol with 5-oxytrimellitic anhydride at 125-130o C,

   condensed with 4-Äthylres.orcinol and brominated the dye thus obtained, so that the end product contains 3 bromine atoms in the molecule.



  <I> Example: </I> 60 parts by weight (4'-diethylamino-2'-oxy) - 1-benzoyl-o-oxycarboxy-2-benzoic acid, which is obtained by condensation of diethylamino-m-phenol with 5-oxytrimellitic anhydride at 125 -130 ° C is available, are heated with 28 parts by weight of 4-ethylresorcinol in 150 parts by weight of 95% sulfuric acid to <B> 600 </B> C for 3 hours. After precipitating the dye from the sulfuric acid solution by adding ice, filtering off, dissolving in sodium hydroxide solution and precipitating by adding acids, 80 parts by weight of a red colored powder are obtained.

   After being converted into the sodium salt, the animal fiber is dyed from the acidic bath in a bright red tone, which becomes a little deeper through post-bromination. The fastness properties, including the light fastness, are good.



  47.5 parts by weight of the dye thus obtained are brominated in 500 parts by weight of alcohol with 51 parts by weight of bromine. After removing the alcohol by treating with steam, a red dye is obtained, which is converted into its sodium salt. The animal fibers are dyed from an acid bath in a bright red tone, which is little changed by chromium plating. The fastness properties, including light fastness, are then very good. The dye likely has the following formula:
EMI0002.0001

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines chromier- baren Farbstoffes der Triarylmethanreihe, dadurch gekennzeichnet, dass man (4'-Diäthyl amino-2'-oxy)-1-benzoyl-o-oxycarboxy-2-berr- zoesäure, welche durch Kondensation von Diäthylamirro-m-phenol mit 5-Oxytrimellit- säureanhydrid bei 125-130' C erhältlich ist, mit 4-Äthylresorcin kondensiert und den so erhaltenen Farbstoff bromiert, so dass der Endstoff 3 Bromatome im Molekül enthält. PATENT CLAIM: A process for the production of a chromable dye of the triarylmethane series, characterized in that (4'-diethyl amino-2'-oxy) -1-benzoyl-o-oxycarboxy-2-berr- zoic acid, which is produced by condensation of diethylamine -m-phenol with 5-oxytrimellitic anhydride at 125-130 ° C is available, condensed with 4-ethylresorcinol and brominated the resulting dye so that the end product contains 3 bromine atoms in the molecule. Der so erhaltene Farbstoff färbt die tierische Faser aus saurem Bade in leuchtend roten Tönen, die durch Nachchromieren wenig verändert werden und sehr gute Echtheits eigenschaften besitzen. UNTERANSPRüCHE: 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Kondensation der Benzoylbenzoesäure mit dem 4-Äthyl- resorcin in 95 % iger Schwefelsäure bei 600 C bewirkt. 2. The dye obtained in this way colors the animal fiber from acid bath in bright red tones, which are little changed by re-chrome plating and have very good fastness properties. SUBSTANTIAL CLAIMS: 1. Process according to patent claim, characterized in that the condensation of the benzoylbenzoic acid with the 4-ethyl resorcinol in 95% sulfuric acid at 600 ° C. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Bromierung mit Brom in Alkohol bewirkt. Process according to claim, characterized in that the bromination is effected with bromine in alcohol.
CH210515D 1937-03-25 1938-03-23 Process for the preparation of a chromable dye of the triarylmethane series. CH210515A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE210515X 1937-03-25
CH198713T 1938-12-20

Publications (1)

Publication Number Publication Date
CH210515A true CH210515A (en) 1940-07-15

Family

ID=25723156

Family Applications (1)

Application Number Title Priority Date Filing Date
CH210515D CH210515A (en) 1937-03-25 1938-03-23 Process for the preparation of a chromable dye of the triarylmethane series.

Country Status (1)

Country Link
CH (1) CH210515A (en)

Similar Documents

Publication Publication Date Title
CH210515A (en) Process for the preparation of a chromable dye of the triarylmethane series.
CH211438A (en) Process for the preparation of a chromable dye of the triarylmethane series.
DE705315C (en) Process for the preparation of 1-methyl-4-chloro-5-oxynaphthalene-1-sulfonic acid
DE684586C (en) Process for the preparation of 8-bromo-1-naphthoic acid
CH235928A (en) Process for the production of a condensation product.
CH179679A (en) Process for the preparation of a new millfast anthraquinone dye.
CH210514A (en) Process for the preparation of a chromable dye of the triarylmethane series.
CH191757A (en) Process for the preparation of an acidic chromating dye of the anthraquinone series.
CH201176A (en) Process for the preparation of a 4-oxy-naphthostyril body.
CH184488A (en) Process for the preparation of a condensation product of a carbenium compound.
CH212572A (en) Process for the preparation of a chromable dye of the triarylmethane series.
CH282255A (en) Process for the preparation of an azo dye of the stilbene series.
CH224550A (en) Process for the preparation of a new dye of the anthraquinone series.
CH212571A (en) Process for the preparation of a chromable dye of the triarylmethane series.
CH191852A (en) Process for the preparation of 1-amino-4-m-carbododecoxy-aniline anthraquinone-2-sulfonic acid.
CH148370A (en) Process for the production of a new azo dye.
CH119623A (en) Process for the preparation of an azo dye.
CH187430A (en) Process for the preparation of a new anthraquinone dye.
CH155340A (en) Process for the production of a nitrogenous vat dye.
CH119149A (en) Process for the preparation of an anthracene derivative.
CH191761A (en) Process for the preparation of an acidic chromating dye of the anthraquinone series.
CH211436A (en) Process for the preparation of a chromable dye of the triarylmethane series.
CH191755A (en) Process for the preparation of an acidic chromating dye of the anthraquinone series.
CH101090A (en) Process for the production of an indigoid dye.
CH197591A (en) Process for the preparation of a phthalocyanine series dye.