CH220645A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

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Publication number
CH220645A
CH220645A CH220645DA CH220645A CH 220645 A CH220645 A CH 220645A CH 220645D A CH220645D A CH 220645DA CH 220645 A CH220645 A CH 220645A
Authority
CH
Switzerland
Prior art keywords
product
mol
parts
production
azo dye
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH220645A publication Critical patent/CH220645A/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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues

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

Description

  

  Zusatzpatent zum Hauptpatent     Nr.    217241.    Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Es wurde gefunden,     dass    man einen neuen       Azofarbstoff    erhält, wenn man<B>1</B>     Mol        Cya-nur-          elilorid,   <B>1</B>     Mol    des Produktes, das erhalten  wird durch Reduzieren     de#s        Aeylierungs-          produkte#s    aus<B>1</B>     Mol        1-Amino-4-(4'-amino-#3'-          sulfo)-anilidoant'hra#e,Iiinon-2-sulio,

  nsäure    und  <B>1</B>     Mol        p-Nitro#benzoylühlori#d,   <B>1</B>     Mol    des Pro  duktes, das erhalten wird durch Reduzieren  des     At        lierungsproduktes        au-s   <B>1</B>     Mol        p-Nitro-          y        t'          benzoyl-chlorid    und<B>1</B>     Mol    4-Amino-4'-oxy       1,1'-azobe"nzol-3'-sulfo-3-m,etllyl-5'-carbo#n-          säure,

      und<B>1</B>     Mol    Anilin aufeinander ein  wirken     lässt.    Der neue Farbstoff     #stellt    ein  dunkles Pulver     #dar,    das     sicIi    in Wasser mit       o-rüner    Farbe löst     iiiid    Baumwolle in     sel-lwacli     alkalischem Bade in Gegenwart von     Kupfer-          ,sulfa,t    und     weinsaurein    Natrium in     wasch-          und        liehtechten    grünen Tönen färbt.  



  <I>Beispiel:</I>  48,9     Gewielitsteile        1-Amino-4-(4'-ami-n#o-          3'-,sulio)   <B>-</B>     anilidoanthrachinon   <B>-</B> 2<B>-</B>     sulion-säure     werden als     Dinatriumsalz    in<B>50,0</B> Gewichts-    teilen Wasser unter Zusatz von 8,4     #Gewissl-itz-          teilen        Natriumbiearbc>nat    gelöst. Diese Lö  sung wird bei zirka<B>60'</B> mit<B>18,5</B> Gewichts  teilen     4-Nitrobenzoykhlorid,    die mit<B>10</B>     Ge-          wiclitsteilen    Aceton versetzt wurden, behan  delt.

   Man reduziert     dao    entstandene     Nitro-          benzoylprodukt    mit 42     GQwichtsteilen        hri-          stallisiertein        Natriumsulfid,        #die    in<B>100</B>     Ge-          wielitsteilen        Waeser    gelöst wurden,

   bei<B>60</B>  bis<B>70'</B> zum entsprechenden     Aminobenzoyl-          produkt.        -60#8        Gewiehtsteile    des abgeschie  denen Reduktionsproduktes     we#r-den    als neu  trale Lösung in<B>1000</B> Gewichtsteilen Wasser  zu einer     Anschlämmung    von<B>18,5</B> Gewichts  teilen     Cyanumhlorid    in<B>500</B>     Gewielitsteilen     kaltem     Waeser        -e-eben.    Man hält die Tem  peratur<B>1</B> Stunde     bei   <B>10</B> bis<B>15</B>     '.    Die bei der  Kondensation entstehende Salzsäure wird  ,

  durch die entsprechende Menge     Natriumear-          bonat    neutralisiert. Hernach werden<B>47,7</B>     Ge-          wichtsteile,des    Produktes, das -erhalten wird  durch Reduzieren des     Acylierungsproduktes     aus     p-Nitrobenzoyl#chlorid    und 4-Amino-4'-           ex31-        1,1,-azobenzol   <B>-</B>     3-sulfo-        3-meiliyi-5'-ear-          bonsäure,    in<B>1500</B> Gewichtsteilen warmem  Wasser     gelüst,    zum     31onokondensationspro-          dukt    gegeben.

   Die Temperatur wird dabei  auf 40' erhöht. Nach '21 Stunden     ribt        nian     <B>18</B>     Gewielltsteile        Anilin    zu und hält die  Temperatur während der gleichen Zeit auf  <B>80'.</B> Das tertiäre     Kondensationisprodukt    ist       na,ch        diesser    Zeit gebildet.<B>E3</B> wird mit     Na-          triumehlorid    abgeschieden und     getroeknet.  



  Additional patent to main patent No. 217241. Process for the production of a new azo dye. It has been found that a new azo dye is obtained if <B> 1 </B> mol of cyano-eliloride, <B> 1 </B> mol of the product that is obtained by reducing the aylation products # s from <B> 1 </B> moles of 1-amino-4- (4'-amino- # 3'- sulfo) -anilidoant'hra # e, Iiinon-2-sulio,

  acid and <B> 1 </B> mol p-nitro # benzoylühlori # d, <B> 1 </B> mol of the product that is obtained by reducing the at lation product au-s <B> 1 </ B > Moles of p-nitro-yt'benzoyl chloride and <B> 1 </B> moles of 4-amino-4'-oxy 1,1'-azobe-nzol-3'-sulfo-3-m, etlyl-5 '-carbo # n- acid,

      and <B> 1 </B> mole of aniline interact. The new dye represents a dark powder which dissolves in water with an orange color and dyes cotton in a sel-lwacli alkaline bath in the presence of copper, sulfa, t and tartaric acid sodium in washed and lightened green tones.



  <I> Example: </I> 48.9 parts by weight 1-Amino-4- (4'-ami-n # o- 3 '-, sulio) <B> - </B> anilidoanthraquinone <B> - </ B> 2 <B> - </B> sulionic acid are dissolved as disodium salt in <B> 50.0 </B> parts by weight of water with the addition of 8.4 # certain parts of sodium bicarbonate. At around <B> 60 '</B> this solution is treated with <B> 18.5 </B> parts by weight of 4-nitrobenzyl chloride to which <B> 10 </B> parts by weight of acetone have been added delt.

   The resulting nitrobenzoyl product is reduced with 42 parts by weight of crystallized sodium sulfide, which has been dissolved in <B> 100 </B> parts by weight of water,

   at <B> 60 </B> to <B> 70 '</B> to the corresponding aminobenzoyl product. -60 # 8 parts by weight of the separated reduction product are added as a neutral solution in <B> 1000 </B> parts by weight of water to form a suspension of <B> 18.5 </B> parts by weight of cyanum chloride in <B> 500 </B> parts of cold water -e-even. The temperature is kept for <B> 1 </B> hour at <B> 10 </B> to <B> 15 </B> '. The hydrochloric acid formed during the condensation is

  neutralized by the appropriate amount of sodium carbonate. Thereafter, 47.7 parts by weight of the product obtained by reducing the acylation product from p-nitrobenzoyl chloride and 4-amino-4'-ex31-1,1-azobenzene B> - </B> 3-sulfo-3-meiliyi-5'-earboxylic acid, dissolved in <B> 1500 </B> parts by weight of warm water, added to the monocondensation product.

   The temperature is increased to 40 '. After '21 hours, nian rubs <B> 18 </B> parts of the aniline and keeps the temperature at <B> 80 'for the same time. </B> The tertiary condensation product has been formed after this time. <B> E3 </B> is deposited with sodium chloride and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellun-- eines neuen Azofarbstoffes, dadurch --ekciinzeieliiie4, dass zn man<B>1</B> Mol Cyanurehlorid, <B>1.</B> -Hol des Produk tes, das erhalten wird durch Reduzieren des Aeylierunggsproduktes aus<B>1</B> Mol 1-Amino-4- (4k-amilio-3'-sulfo-)-anilidoa,nt-hra,eiiinon---)-eul- fon,sä,ure und<B>1</B> Mol p-Nitrobenzoylehlorid, PATENT CLAIM: A process for the production of a new azo dye, in which --ekciinzeieliiie4 that one <B> 1 </B> mole of cyanuric chloride, <B> 1. </B> -hol of the product obtained by reducing of the aylation product from <B> 1 </B> mol 1-amino-4- (4k-amilio-3'-sulfo -) - anilidoa, nt-hra, eiiinon ---) - eulphone, sä, ure and <B> 1 </B> moles of p-nitrobenzoyl chloride, <B>1</B> Mol des Produktes, Idas erhalten wird durch Reduzieren des Aeylierungsproduktes aus <B>1</B> Mol p-Ni,trobeiizoylelilorid und<B>1</B> Mol ..t-Amiiio-4'-oxy-1,1'-azobeiizol-3'-sulfo-3-me- t,hyl-5'-earboiis#itire. und<B>1</B> Mol Anilin auf einander einwirken lässt. Der neue Farbstoff stellt ein dunkles Pulver dar, das sich in Wa"; <B> 1 </B> mol of the product, Idas is obtained by reducing the aylation product from <B> 1 </B> mol p-Ni, trobeiizoylelilorid and <B> 1 </B> mol ..t-Amiiio- 4'-oxy-1,1'-azobeiizole-3'-sulfo-3-met, hyl-5'-earboiis # itire. and <B> 1 </B> mole of aniline to act on each other. The new dye is a dark powder that turns into Wa "; ser mit grüner Farbe löst und Baumwolle in schwach alka.Ii- sehem Bade in Gegenwart von Kupfersulfat und weinsaurem Natrium in waseh- und liehteehten o-rünen Tönen färbt. e This dissolves water with a green color and stains cotton in a weakly alkaline bath in the presence of copper sulphate and tartrate of sodium in washing and lent green tones. e
CH220645D 1940-07-09 1940-07-09 Process for the production of a new azo dye. CH220645A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH220645T 1940-07-09
CH217241T 1940-07-09

Publications (1)

Publication Number Publication Date
CH220645A true CH220645A (en) 1942-04-15

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Family Applications (1)

Application Number Title Priority Date Filing Date
CH220645D CH220645A (en) 1940-07-09 1940-07-09 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH220645A (en)

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