CH137657A - Process for the preparation of a valuable vat dye. - Google Patents

Process for the preparation of a valuable vat dye.

Info

Publication number
CH137657A
CH137657A CH137657DA CH137657A CH 137657 A CH137657 A CH 137657A CH 137657D A CH137657D A CH 137657DA CH 137657 A CH137657 A CH 137657A
Authority
CH
Switzerland
Prior art keywords
condensation
carried out
vat dye
dibenzanthrone
process according
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 DEI30887A external-priority patent/DE525109C/en
Application filed by Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH137657A publication Critical patent/CH137657A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Coloring (AREA)

Description

  

      Verfahren        zur    Darstellung eines wertvollen     Itüpenfarbstoffes.       Im     Hauptpatent    ist ein Verfahren zur  Darstellung eines wertvollen     Küpenfarbstof-          1'es        beschrieben,    bei dem     Aminodibenza.n-          thron,    das erhalten werden kann     dureh        R.e-          tluktion    des durch Nitrieren von     Dibenz..          anthron    entstehenden     Mononitrodibenzan-          throns,

      mit einem in     1-,Stellung    negativ sub  stituierten     Anthrachinon    kondensiert wird.  



  Es wurde nun gefunden,     d.ass    man einen  ähnlichen     wertvollen        Küpenfar'bstoff    erhält,  wenn man     Aminodibenzanthron,    das erhal  ten werden kann durch     Reduktion    des     idurch          Nitrieren    von     Dibenzanthron    entstehenden       blononitrodibenzanthrons,    mit einem in     Bz-          2-Stellung    negativ     substituierten        Dibenz-          anthron,    :

  das zum Beispiel durch Nitrieren  von     Dibenzanthron    oder durch Reduktion,       Diazotierung        uncl    Umsetzung mit Halogen  verbindungen nach     Sandmeyer    aus dem  durch Nitrieren von     Dibenzanthron    erhält  lichen     Nitrodibenzanthron    dargestellt wer  den kann, kondensiert.

   Die Kondensation    führt man zweckmässig in hochsiedenden       Lösungs-    oder     Verdünnungsmitteln    aus, und  man kann hierbei auch säurebindende Mit  tel     zusetzen.    Vielfach ist die     Anwendun:.;     von Katalysatoren     vorteilhaft,        als    welche  beispielsweise Gemische von     Natriumacetat     und Kupfersalzen benutzt werden können.  



  Der neue     Küpenfarbstoff    ist ein schwar  zes Pulver; er ist in konzentrierter Schwe  felsäure mit violetter Farbe löslich und  färbt Baumwolle aus blauer     Küpe    in schwar  zen,     hervorragend    echten Tönen.  



       Beispiel   <I>1:</I>  Man     suspendiert    47 Teile     Aminodibenz-          anthron,    50 Teile     Mononitrodibenzanthron.     30 Teile     Natriumaaetat    und 10 Teile     KUp--          ferearbanat        in    2000 Teilen Nitrobenzol,  kocht unter kräftigem Rühren 24     Stunden     lang, saugt heiss ab und     arbeitet    in der üb  lichen Weise auf.

   Statt des     Mo@nonitrodibenz-          anthrons        kann        man    auch die äquivalente  Menge     Monahalo@gendibenzanthron,        erhalten         aus     Dibenzanthron    durch Nitrieren, Reduk  tion,     Diazotierung    und Umsetzung mit Ha  logenverbindungen nach     .Saadmeyer,    verwen  den.  



  Man kann     .das        Aminodibenzanthron    wäh  rend der Reaktion, aus der entsprechenden  Nitroverbindung und einem     Reduktionsmit--          tel,    zum     Beispiel        Hy        drazinhy        drat    oder  Schwefel, erzeugen.

   Sofern das     Aminodi-          benzanthran    mit     Nitrodibenzauthron        koan-          densiert    werden soll, kann man in     d:er    Weise  verfahren, dass man nur     Nitrodibenzanthron          an-wendet    und eine nur zur Reduktion der  Hälfte .des vorhandenen     I\Titrodibenza.nthrozis     ausreichende Menge Reduktionsmittel zu  gibt.  



  <I>Beispiel 2:</I>  500 Teile     '.i\itrodibenza.nthron    (darge  stellt nach dem deutschen     Patent    N r.  402,641) werden in 10000 Teilen     Nitroben-          zol    mit 85 Teilen     100%igem        Hydrazin-          hy        drat    unter Rühren langsam zum     Sieden     erhitzt und so lange im Sieden gehalten  als noch Ammoniak entweicht. Hierauf gibt  man 10 Teile     Kupferoxyd    und 250 Teile       Pottasche    zu und kocht unter kräftigem  Rühren bis zur Beendigung der Farbstoff  bildung.

   Man saugt ab, wäscht mit ver  dünnter Salzsäure und Wasser aus und  trocknet.



      Process for the preparation of a valuable itupine dye. The main patent describes a process for the preparation of a valuable vat dye, in the case of the aminodibenza throne, which can be obtained through the elution of the mononitrodibenzanthrone produced by nitrating dibenz anthrone,

      is condensed with an anthraquinone which is negatively substituted in the 1- position.



  It has now been found that a similar valuable vat dye is obtained if aminodibenzanthrone, which can be obtained by reducing the blononitrodibenzanthrone formed by nitrating dibenzanthrone, with a negatively substituted dibenzanthrone in the Bz-2 position, :

  which can be produced, for example, by nitrating dibenzanthrone or by reduction, diazotization and reaction with halogen compounds according to Sandmeyer from the nitrodibenzanthrone obtained by nitrating dibenzanthrone, condenses.

   The condensation is expediently carried out in high-boiling solvents or diluents, and acid-binding agents can also be added here. In many cases the application is:.; of catalysts advantageous, as which, for example, mixtures of sodium acetate and copper salts can be used.



  The new vat dye is a black powder; it is soluble in concentrated sulfuric acid with a violet color and dyes cotton from a blue vat in black, exceptionally real shades.



       Example <I> 1 </I> 47 parts of aminodibenzanthrone and 50 parts of mononitrodibenzanthrone are suspended. 30 parts of sodium acetate and 10 parts of copper acid in 2000 parts of nitrobenzene, boil for 24 hours with vigorous stirring, suck off hot and work up in the usual way.

   Instead of mononitrodibenzanthrone, you can also use the equivalent amount of monahalo @ gendibenzanthrone, obtained from dibenzanthrone by nitration, reduction, diazotization and reaction with halogen compounds according to Saadmeyer.



  The aminodibenzanthrone can be produced during the reaction from the corresponding nitro compound and a reducing agent, for example hydrazine hydrate or sulfur.

   If the aminodibenzanthrane is to be condensed with nitrodibenzauthrone, the procedure can be that only nitrodibenzanthrone is used and a sufficient amount of reducing agent is added to reduce only half of the titrodibenzanthrone present.



  Example 2: 500 parts of i \ itrodibenza.nthron (shown in accordance with German Patent No. 402,641) are mixed with 10000 parts of nitrobenzene with 85 parts of 100% hydrazine hydrate with stirring slowly heated to the boil and kept boiling as long as ammonia escapes. Then 10 parts of copper oxide and 250 parts of potash are added and the mixture is boiled with vigorous stirring until the dye has formed.

   It is filtered off with suction, washed with dilute hydrochloric acid and water and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines wert vollen Küpenfarbstoffes, dadurch gekenn zeichnet, dass man Aminodibenza.nthron, das erhalten werden kann durch Reduktion des durch Nitrieren von Dibenzanthron entste henden Mononitrodibenzanthrons, mit einem in. Bz-2-Stellung negativ substituierten Di- benzanthron, kondensiert. Der neue Küpenfa.rbstoff ist ein schwar zes Pulver; PATENT CLAIM: A process for the production of a valuable vat dye, characterized in that aminodibenza.nthrone, which can be obtained by reducing the mononitrodibenzanthrone produced by nitrating dibenzanthrone, with a dibenzanthrone negatively substituted in the Bz-2 position, condensed. The new vat dye is a black powder; er ist in konzentrierter Schwe felsäure mit violetter Farbe löslich und färbt Baumwolle aus blauer Küpe in schwar zen, hervorragend echten Tönen. UNTERANSPRÜCEE: 1. Verfahren gemäss P'a.tentanspruch, da durch gekennzeichnet, .dass man die Kon densation in einem hochsiedenden Lü- sungsmittel ausführt. 2. it is soluble in concentrated sulfuric acid with a violet color and dyes cotton from a blue vat in black, exceptionally real shades. SUBClaims: 1. Process according to patent claim, characterized by that the condensation is carried out in a high-boiling solvent. 2. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kon densation in einem hochsiedenden Ver dünnungsmittel ausführt. < 3. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kon densation in Gegenwart von säurebin denden Mitteln ausführt. 4. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kon densation in Gegenwart von Katalysa toren ausführt. 5. Verfahren gemäss Palentanspruch, da durch gekennzeichnet, da.ss solches Ami- nodibenzanthron verwendet wird, das im Reaktionsgemisch erzeugt wurde. Process according to patent claim, characterized in that the condensation is carried out in a high-boiling diluent. <3. Process according to claim, characterized in that the condensation is carried out in the presence of acid-binding agents. 4. The method according to claim, characterized in that the condensation is carried out in the presence of catalysts. 5. The method according to Palent claim, characterized in that such aminodibenzanthrone is used da.ss that was generated in the reaction mixture.
CH137657D 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye. CH137657A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEI30887A DE525109C (en) 1927-04-09 1927-04-09 Process for the representation of gray to black box dyes
CH133482T 1928-04-04

Publications (1)

Publication Number Publication Date
CH137657A true CH137657A (en) 1930-01-15

Family

ID=25712133

Family Applications (32)

Application Number Title Priority Date Filing Date
CH136270D CH136270A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137124D CH137124A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136279D CH136279A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136269D CH136269A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136830D CH136830A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137126D CH137126A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136262D CH136262A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136265D CH136265A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136268D CH136268A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137125D CH137125A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136267D CH136267A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136276D CH136276A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136832D CH136832A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136272D CH136272A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136264D CH136264A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136275D CH136275A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136273D CH136273A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136833D CH136833A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136260D CH136260A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136277D CH136277A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136263D CH136263A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137656D CH137656A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136261D CH136261A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137657D CH137657A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137658D CH137658A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136274D CH136274A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136831D CH136831A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136834D CH136834A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136266D CH136266A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136278D CH136278A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136271D CH136271A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137127D CH137127A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.

Family Applications Before (23)

Application Number Title Priority Date Filing Date
CH136270D CH136270A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137124D CH137124A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136279D CH136279A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136269D CH136269A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136830D CH136830A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137126D CH137126A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136262D CH136262A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136265D CH136265A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136268D CH136268A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137125D CH137125A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136267D CH136267A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136276D CH136276A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136832D CH136832A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136272D CH136272A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136264D CH136264A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136275D CH136275A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136273D CH136273A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136833D CH136833A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136260D CH136260A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136277D CH136277A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136263D CH136263A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137656D CH137656A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136261D CH136261A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.

Family Applications After (8)

Application Number Title Priority Date Filing Date
CH137658D CH137658A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136274D CH136274A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136831D CH136831A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136834D CH136834A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136266D CH136266A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136278D CH136278A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH136271D CH136271A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.
CH137127D CH137127A (en) 1927-04-09 1928-04-04 Process for the preparation of a valuable vat dye.

Country Status (1)

Country Link
CH (32) CH136270A (en)

Also Published As

Publication number Publication date
CH136834A (en) 1929-11-30
CH136273A (en) 1929-10-31
CH136260A (en) 1929-10-31
CH137658A (en) 1930-01-15
CH137656A (en) 1930-01-15
CH136833A (en) 1929-11-30
CH136262A (en) 1929-10-31
CH136268A (en) 1929-10-31
CH137124A (en) 1929-12-15
CH136267A (en) 1929-10-31
CH136270A (en) 1929-10-31
CH136831A (en) 1929-11-30
CH136279A (en) 1929-10-31
CH137125A (en) 1929-12-15
CH136261A (en) 1929-10-31
CH136276A (en) 1929-10-31
CH136263A (en) 1929-10-31
CH136265A (en) 1929-10-31
CH136272A (en) 1929-10-31
CH136832A (en) 1929-11-30
CH136277A (en) 1929-10-31
CH136266A (en) 1929-10-31
CH136269A (en) 1929-10-31
CH136274A (en) 1929-10-31
CH136271A (en) 1929-10-31
CH136264A (en) 1929-10-31
CH137127A (en) 1929-12-15
CH137126A (en) 1929-12-15
CH136278A (en) 1929-10-31
CH136830A (en) 1929-11-30
CH136275A (en) 1929-10-31

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