CH220666A - Process for the preparation of a methine dye. - Google Patents

Process for the preparation of a methine dye.

Info

Publication number
CH220666A
CH220666A CH220666DA CH220666A CH 220666 A CH220666 A CH 220666A CH 220666D A CH220666D A CH 220666DA CH 220666 A CH220666 A CH 220666A
Authority
CH
Switzerland
Prior art keywords
preparation
methine dye
dye
methyl
ethers
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
Priority claimed from DEF3760D external-priority patent/DE878539C/en
Application filed by Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH220666A publication Critical patent/CH220666A/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
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/14—Styryl dyes
    • C09B23/143—Styryl dyes the ethylene chain carrying a COOH or a functionally modified derivative, e.g.-CN, -COR, -COOR, -CON=, C6H5-CH=C-CN

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Description

  

  Zusatzpatent zum Hauptpatent     Nr.   <B>217770.</B>    Verfahren zur Herstellung eines     Nothitifarbstoffes.       Gegenstand dieses Zusatzpatentes ist ein  Verfahren zur Herstellung eines     Methinfarb-          stoffes,    welches dadurch gekennzeichnet ist,       dass    man<B>p -<I>N</I> -</B>     Methyl   <B>-</B>     isoheptylaminobenz-          aldehyd    vom     Kp.",   <B>175</B> bis<B>180' C</B> mit       Cyanessigsäuremethylester    umsetzt.  



  Der neue Farbstoff färbt     Celluloseester     und     -äther    in sehr klaren,     grünstichig-gelben     Tönen. Er besitzt ein hervorragendes Zieh  vermögen und sehr gute     Echtheiten.       <I>Beispiel:

  </I>  <B>100</B> Gewichtsteile     Cyanessigsäuremethyl-          ester    werden mit<B>235</B> Gewichtsteilen     para-N-          31ethyl   <B>-</B>     isoheptyl   <B>-</B>     aminobenzaldehyd    vom       Kp.",   <B>175</B> bis<B>180 ' C</B> (erhältlich durch Um  setzung von     N-Methyl-isoh#eptylanilin    mit       3l,ethylform-#inilid    und     Phosphoroxyehlorid     nach bekanntem Verfahren) in 400 Gewichts  teilen Methanol unter Zusatz von 0,

  4     Ge-          wiehtsteilen        Piperidin    mehrere Stunden zum  Sieden erhitzt. Nach beendeter Farbstoff-         bildung    wird mit Wasserdampf destilliert, bis  das Methanol und     Piperidin    abgetrieben sind.  Der im Wasser unlösliche Farbstoff wird ab  getrennt. Er färbt     Celluloseester    und     -äther     in sehr klaren     grünstichig-gelben    Tönen, be  sitzt ein hervorragendes Ziehvermögen und  sehr gute     Echtheiten.     



  Die zur Herstellung des     Aldeliyds    be  nötigte Base wurde nach bekanntem     Verfah.-          ren    aus     Isohe_Utylalkoliol,    Anilin und Salz  säure und     Methylieren    des entstandenen     Mono-          isoheptylanüins    hergestellt     (Kp.",)    120<B>1 C.</B>



  Additional patent to main patent no. <B> 217770. </B> Process for the production of an emergency dye. The subject of this additional patent is a process for the production of a methine dye which is characterized in that <B> p - <I> N </I> - </B> methyl <B> - </B> isoheptylaminobenzaldehyde of bp ", <B> 175 </B> to <B> 180 'C </B> with methyl cyanoacetate.



  The new dye colors cellulose esters and ethers in very clear, greenish-yellow tones. It has excellent drawability and very good fastness properties. <I> example:

  100 parts by weight of methyl cyanoacetate are converted into 235 parts by weight of para-N-31ethyl isoheptyl aminobenzaldehyde from Kp. ", <B> 175 </B> to <B> 180 'C </B> (obtainable by reacting N-methyl-isoh # eptylaniline with 3l, ethylform # inilide and phosphorus oxychloride according to a known process) in 400 parts by weight of methanol with the addition of 0,

  4 parts by weight of piperidine heated to the boil for several hours. When the dye has formed, it is distilled with steam until the methanol and piperidine have been driven off. The dye, which is insoluble in water, is separated off. It dyes cellulose esters and ethers in very clear greenish-yellow shades, has excellent drawability and very good fastness properties.



  The base required for the production of the aldeliyd was produced by a known method from isohe_utylalkoliol, aniline and hydrochloric acid and methylation of the resulting monoisoheptylanuine (bp ",) 120 <B> 1 C. </B>

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Herstellung eines Methin- farbstoffes, dadurch gekennzeichnet, dass man p-N-Methyl-isoheptylaminobenzaldehyd vom KP-1,4 <B>175</B> bis<B>180'</B> C mit Cyanessigsäure- methylester umsetzt. Der neue Farbstoff färbt Celluloseester und -äther in sehr klaren, grünstichig-gelben Tönen. Claim: Process for the preparation of a methine dye, characterized in that pN-methyl-isoheptylaminobenzaldehyde from KP-1,4 175 to 180 'is used > C reacts with methyl cyanoacetate. The new dye colors cellulose esters and ethers in very clear, greenish-yellow tones. Er besitzt ein hervorragendes Zieh vermögen und sehr gute Echtheiten. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeiehnet, dass man die Umsetzun- in siedendem Methanol unter Zusatz von etwas P;peridin vornimmt. It has excellent drawability and very good fastness properties. SUBCLAIM: Process according to patent claim, characterized in that the conversion is carried out in boiling methanol with the addition of some P; peridine.
CH220666D 1939-08-17 1940-07-08 Process for the preparation of a methine dye. CH220666A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE220666X 1939-08-17
DEF3760D DE878539C (en) 1939-08-17 1939-08-17 Process for the production of methine dyes
DE220670X 1940-05-30
CH217770T 1940-07-08

Publications (1)

Publication Number Publication Date
CH220666A true CH220666A (en) 1942-04-15

Family

ID=32110868

Family Applications (1)

Application Number Title Priority Date Filing Date
CH220666D CH220666A (en) 1939-08-17 1940-07-08 Process for the preparation of a methine dye.

Country Status (1)

Country Link
CH (1) CH220666A (en)

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