CH308488A

CH308488A - Process for the preparation of a dye of the aza (3) benzanthrone series.

Info

Publication number: CH308488A
Authority: CH
Inventors: Ag Sandoz
Original assignee: Ag Sandoz
Priority date: 1952-05-08
Filing date: 1952-05-08
Publication date: 1955-07-15

Description

  

  Verfahren     zur        Herstellung    eines     Farbstoffes    der     Aza(3)-benzanthronreihe.            Gegenstand    des vorliegenden Patentes ist  ein Verfahren zur     Herstellung    eines Farb  stoffes der     Aza(3)-benzanthronreihe,         -elches     darin besteht, dass man     1Mo1        1-Carbomethoxy-          2-metli.#-1-4,6-dibroni.-aza(3)-benzantliron    mit  1     llol        1-Aniino-4-oxybenzol-    umsetzt.  



  Die     Umsetzung    des 1-     Carbomethoxy    -     2-          methyl-4,6-dibrom-aza.(3)-benzanthrons    mit       1-Amino-4-oxybenzol    erfolgt mit Vorteil in or  ganischem Medium, beispielsweise n -     Butyl-          alkohol,    und in     Gegenwart    eines säurebinden  den Mittels, zum Beispiel     Kaliumacetat,    bei  Temperaturen von etwa 40 bis     130 ,    vorzugs  weise ungefähr 115 .  



       Ini    nachfolgenden Beispiel bedeuten die  Teile Gewichtsteile.  



  <I>Beispiel:</I>  47 Teile     1=Carbomethoxy-2.-methyl-4,6-di-          brom-aza(3)-benzantliron,    12 Teile     1-Amino-          4-oxybenzol,    250 Teile     n@Butylalli#ohol    und  12 Teile wasserfreies     Kalhimaeetat,    werden  unter Rühren während 6 Stunden auf 115  er  hitzt. Die Masse wird hierauf kalt gerührt.

    Der entstandene Niederschlag wird abgesaugt,       niit        ,@th5#lalkohol    und     heissemWasser    gewaschen  und     -etr        ocknet.    23 Teile der     erlialtenen        Farb-          stoffbase    werden in 110 Teilen Schwefelsäure  92     o/a    bei 10  gelöst.

   Die Lösung lässt man in       1 _00    Teile     Ammoniumhydroxydlösting    20     (l/o     von 60      eintropfen.    Der entstandene Nieder  schlag wird heiss abgesaugt und mit heissem       Wasser    gewaschen, bis das Filtrat neutral ab-    läuft.

   Der erhaltene nette Farbstoff der       Aza(31)-benzanthronreihe    ist. ein     violettstichig     rotes Pulver, das bei     230-2310        (unkorr.)          schmilzt.    Mit 130 Teilen Wasser und 23 Teilen  des     Kondensationsproduktes    von Naphthalin  sulfonsäure mit     Formaldehyd    in einer Kugel  mühle aus rostfreiem Stahl zu einem Teig       -#erpastet,    färbt er, als Paste oder in     getroc'a-          neter    Form, Fasern und Gewebe aus Poly  estern nach den üblichen Färbemethoden in  roten Tönen.



  Process for the preparation of a dye of the aza (3) benzanthrone series. The subject of the present patent is a process for the production of a dye of the aza (3) -benzanthron series, which consists in that 1Mo1 1-carbomethoxy-2-metli. # - 1-4,6-dibroni.-aza (3 ) -benzantliron with 1 llol 1-aniino-4-oxybenzene- reacts.



  The conversion of 1-carbomethoxy-2-methyl-4,6-dibromo-aza. (3) -benzanthrone with 1-amino-4-oxybenzene is advantageously carried out in an organic medium, for example n-butyl alcohol, and in the presence an acid binding agent, for example potassium acetate, at temperatures of about 40 to 130, preferably about 115.



       In the example below, the parts are parts by weight.



  <I> Example: </I> 47 parts of 1 = carbomethoxy-2.-methyl-4,6-di-bromo-aza (3) -benzantlirone, 12 parts of 1-amino-4-oxybenzene, 250 parts of n @ butylalli Alcohol and 12 parts of anhydrous Kalhimaeetat are heated to 115 for 6 hours while stirring. The mass is then stirred cold.

    The resulting precipitate is filtered off with suction, washed and dried with alcohol and hot water. 23 parts of the obtained dye base are dissolved in 110 parts of sulfuric acid 92 o / a at 10.

   The solution is added dropwise to 1 _00 parts of ammonium hydroxide solution 20 (l / o of 60. The precipitate formed is suctioned off while hot and washed with hot water until the filtrate runs off neutral.

   The nice dye obtained is of the aza (31) benzanthrone series. a purple-tinged red powder that melts at 230-2310 (uncorrected). Pasted with 130 parts of water and 23 parts of the condensation product of naphthalene sulfonic acid with formaldehyde in a stainless steel ball mill to form a dough, it colors, as a paste or in dried form, fibers and fabrics made of polyester according to the usual staining methods in red tones.

Claims

PATENT A process for the production of a dye of the aza (3 ') - benzanthrone series, characterized in that 1 mol of carbomethoxy - 2 - methyl -4; 6 - dibromo-aza (3.) - benzanthrone 1-Amino-4-oxybenzene reacts with 1 --Hol.

The new dye in the Aza (3) -benz-anthrone series is a purple-tinged red powder that melts at 230-231 (uncorrupted). Pasted into a dough in a stainless steel ball mill with 130 parts of water and 23 parts of the condensation product of naphthalenesulfonic acid with formaldehyde, it dyes, as a paste or in dried form, fibers and fabrics made of polyester according to the usual methods Staining methods in red tones. SUB-CLAIMS 1.

Process according to patent claim, characterized in that the 1-carbomethoxy-2-methyl-4; 6-di-bromo-aza (3) -benzanthrone is converted with 1-amino-4-o.xy-benzene in organic medium. 2. The method according to dependent claim 1, characterized in that the implementation takes place at temperatures of 40 to 130 from. 3.

Method according to dependent claim 2, characterized in that the implementation is countered. of an acid-binding agent. 4. The method according to dependent claim 1, characterized in that one chooses n- $ utyl alcohol as the organic medium. 5 ,. Method naell, dependent claim 2, characterized by the fact that a temperature of 115 is selected as the temperature. 6th

Method according to subordinate claim 3, because it is marked by class, one chooses Iialine acetate as the acid-binding agent.