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CH210511A - 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
CH210511A
CH210511A CH210511DA CH210511A CH 210511 A CH210511 A CH 210511A CH 210511D A CH210511D A CH 210511DA CH 210511 A CH210511 A CH 210511A
Authority
CH
Switzerland
Prior art keywords
dye
chromable
preparation
acid
dimethylamino
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 CH210511A publication Critical patent/CH210511A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00Diaryl- or thriarylmethane dyes
    • C09B11/04Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/10Amino derivatives of triarylmethanes
    • C09B11/24Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
    • C09B11/245Phthaleins having both OH and amino substituent(s) on aryl ring

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

Description

  

  Zusatzpatent 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'-Dimethylamino-2'-oxy)        -1-benzoyl-o-oxy-          carboxy-2-benzoesäure,

      die durch Kondensa  tion von     Dimethylamino-m-phenol    mit     5-Oxy-          trimellitsäureanhydrid    bei etwa     125-130'    C  erhältlich ist, mit     4-Chlorresorcin    kon  densiert.  



  <I>Beispiel:</I>  35 Gewichtsteile     (4'-Dimethylamino-2'-          oxy)        -1-benzoyl-o-oxycarboxy-        2-benzoesäure,     die durch Kondensation von     Dimethylamino-          m-phenol    mit     5-Oxytrimellitsäureanhydrid     bei etwa     125-130'    C erhältlich ist (oder  38 Gewichtsteile des salzsauren Salzes), wer  den zusammen mit 15 Gewichtsteilen 4-Chlor-         resorcin    in 200 Gewichtsteilen konzentrierter  Schwefelsäure<B>(96%)</B> gelöst. Die Lösung  wird bis zur Beendigung der Farbstoff  bildung auf<B>60-70'</B> C erhitzt, was etwa  nach 4 Stunden der Fall ist.

   Durch Ein  giessen der schwefelsauren Lösung     in    etwa  1000 Gewichtsteile Wasser und Absaugen  des ausgefallenen Niederschlages wird der  Farbstoff isoliert.     NachmehrfachemWaschen     mit kaltem Wasser     wird    er     in    verdünnter       Sodalösung    aufgenommen und aus der fil  trierten     Lösung        mit    verdünnten     Mineral-          säuren    oder Essigsäure     wieder    ausgefällt.  Zur weiteren Reinigung kann der rote Farb  stoff aus etwa 50%igem Alkohol unter Zu  satz von     etwas    verdünnter Salzsäure um  gelöst werden.

   Der Farbstoff besitzt wahr  scheinlich die     Konstitution:       
EMI0002.0001     
    oder eine     isomere    Konstitution. Er färbt  Wolle aus saurem Bade in klaren     gelbstichig     roten Tönen, die durch     Nachchromieren    ohne  wesentliche     Veränderung    des Farbtones be  deutend echter werden.



  Additional patent 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'-dimethylamino-2'-oxy) -1-benzoyl-o-oxy-carboxy-2-benzoic acid,

      which is obtainable by condensation of dimethylamino-m-phenol with 5-oxy-trimellitic anhydride at about 125-130 ° C., condenses with 4-chlororesorcinol.



  <I> Example: </I> 35 parts by weight (4'-dimethylamino-2'-oxy) -1-benzoyl-o-oxycarboxy-2-benzoic acid, which is obtained by condensation of dimethylamino-m-phenol with 5-oxytrimellitic anhydride at approx 125-130 ° C is available (or 38 parts by weight of the hydrochloric acid salt) who dissolved the together with 15 parts by weight of 4-chlororesorcinol in 200 parts by weight of concentrated sulfuric acid (96%). The solution is heated to <B> 60-70 '</B> C until dye formation has ended, which is the case after about 4 hours.

   The dye is isolated by pouring the sulfuric acid solution into about 1000 parts by weight of water and suctioning off the precipitate. After washing it several times with cold water, it is taken up in dilute soda solution and precipitated from the filtered solution with dilute mineral acids or acetic acid. For further cleaning, the red dye can be dissolved from about 50% alcohol with the addition of a little dilute hydrochloric acid.

   The dye probably has the constitution:
EMI0002.0001
    or an isomeric constitution. It dyes wool from an acid bath in clear yellow-tinged red tones, which are made significantly more real after chrome-plating without any significant change in color.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines chromier- baren Farbstoffes der Triarylmethanreihe, dadurch gekennzeichnet, daB man W-Di methylamino-2'-oxy)-1-benzoyl-o-oxycarb- oxy-2-benzoesäure, die durch Kondensation von Dimethylamino-m-phenol mit 5-Oxytri- mellitsäureanhydrid bei etwa 125-130' C erhältlich ist, mit 4-Chlorresorcin kondensiert. PATENT CLAIM: A process for the preparation of a chromable dye of the triarylmethane series, characterized in that W-dimethylamino-2'-oxy) -1-benzoyl-o-oxycarboxy-2-benzoic acid, which is obtained by condensation of dimethylamino-m -phenol with 5-oxytrimellitic anhydride at about 125-130 ° C is available, condensed with 4-chlororesorcinol. Der so erhaltene Farbstoff färbt Wolle aus saurem Bade in klaren gelbstichig roten Tönen, die durch Nachchromieren ohne we sentliche Veränderung des Farbtones be deutend echter werden. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, daB man die Kondensation der Benzoylbenzoesäure mit 4-Chlorresorcin in 96 % iger Schwefelsäure bei etwa 60 bis 70 C bewirkt. The dyestuff obtained in this way dyes wool from an acid bath in clear yellowish red shades, which become significantly more real by re-chrome plating without any significant change in color. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that the condensation of benzoylbenzoic acid with 4-chlororesorcinol in 96% sulfuric acid is effected at about 60 to 70 ° C.
CH210511D 1937-03-25 1938-03-23 Process for the preparation of a chromable dye of the triarylmethane series. CH210511A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE210511X 1937-03-25
CH198713T 1938-12-20

Publications (1)

Publication Number Publication Date
CH210511A true CH210511A (en) 1940-07-15

Family

ID=25723152

Family Applications (1)

Application Number Title Priority Date Filing Date
CH210511D CH210511A (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) CH210511A (en)

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