AT103711B - Process for the preparation of acidic wool dyes of the anthraquinone series. - Google Patents

Process for the preparation of acidic wool dyes of the anthraquinone series.

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Publication number
AT103711B
AT103711B AT103711DA AT103711B AT 103711 B AT103711 B AT 103711B AT 103711D A AT103711D A AT 103711DA AT 103711 B AT103711 B AT 103711B
Authority
AT
Austria
Prior art keywords
preparation
dyes
anthraquinone series
wool dyes
acidic
Prior art date
Application number
Other languages
German (de)
Original Assignee
Farbenfab Vorm Bayer F & Co
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 DEF52298D external-priority patent/DE414865C/en
Application filed by Farbenfab Vorm Bayer F & Co filed Critical Farbenfab Vorm Bayer F & Co
Application granted granted Critical
Publication of AT103711B publication Critical patent/AT103711B/en

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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
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/48Anthrimides
    • FMECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02BINTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B3/00Engines characterised by air compression and subsequent fuel addition
    • F02B3/06Engines characterised by air compression and subsequent fuel addition with compression ignition

Landscapes

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

Description

  

   <Desc/Clms Page number 1> 
 



  Verfahren zur Darstellung von sauren   Wollfarbstoffen   der Anthrachinonreihe. 



   Durch das Stammpatent Nr.   99200   ist ein Verfahren zur Darstellung von sauren Wollfarbstoffen geschützt. Es besteht darin, dass man   Amino-bzw. Alkylaminodianthrachinonylamine   mit sulfierenden Mitteln behandelt. Man erhält so Farbstoffe von dunkelblauen bis   grünlichgrauen   Tönen, welche hervorragende   Eehtheitseigenschaften   besitzen. 



   Es wurde   nun   gefunden, dass man zu Farbstoffen gelangen kann, welche die gleichen wertvollen   Färbeeigenschaften wie   die Produkte des Stammpatentes, insbesondere auch ihre Lichtechtheit besitzen, wenn man die unsubstituierten Dianthrachinonylamine selbst mit sulfierenden Mitteln behandelt. 



   Dieses Resultat war nicht vorauszusehen. Die Farbstoffe des   Stammpatentes   enthalten   a'ixochrome   Gruppen, welche für Charakter und Eigenschaften der Farbstoffe wesentlich sind. Im vorliegenden Falle sind solche Gruppen nicht vorhanden. Trotzdem erhält man kräftige Farbstoffe von gleichen vorzüglichen Echtheitseigenschaften, deren Nuancen aber nach dem Verfahren des Stammpatentes nicht erhältlich sind. 



   Beispiel 1. Eine Auflösung von 10 Gewichtsteilen l-l'-Dianthrachinonylamin in 100 Gewichtsteilen Oleum von zirka 15%   S03-Gehalt   wird kurze Zeit auf   95-1000 erhitzt,   bis eine Probe sich in   heissem   Wasser   vollständig mit gelbbrauner   Farbe löst. Nach dem Erkalten wird die Schmelze ohne Kühlung in 600 Gewichtsteilen Wasser eingerührt und bei Siedetemperatur allmählich noch so viel gesättigte Kochsalzlösung zugegeben, bis der Farbstoff in einer Probe beim Abkühlen vollständig ausfällt. 
 EMI1.1 
   Salzlösung   bis zu neutraler Reaktion des Filtrates ausgewaschen. 



   Auf Wolle zieht der neue Farbstoff aus saurem Bade in kräftigen, gelblichbraunen Tönen, die auf Chrombeizen sowie durch   Nachchromkren   nicht verändert werden und sehr gut licht-, walk-und karbonisierecht sind. 



   Der Farbstoff enthält zwei Sulfogruppen in 4-4'-Stellung. Diese lassen sich in wässeriger Lösung durch Brom ersetzen, wodurch das bekannte 4-4'-Dibrom-l-l'-dianthrachinonylamin (Monatshefte für Chemie, Bd. 35, S. 1135) entsteht. 



   Durch vorsichtiges Sulfieren bei niedriger Temperatur, z. B. mittels Oleum von   250/"SO,-Gehalt   bei zirka   30%, lässt sich auch   eine Monosulfosäure des   l-l'-Dianthrachinonylamins   erhalten, welche Wolle kräftig braunrot färbt. 



   Beispiel 2. Die Sulfierung von   1-2'-Diallthrachinonylamin   sowie die Aufarbeitung der Schmelze kann analog Beispiel 1 erfolgen. Es genügt auch in diesem Falle ganz kurzes Erwärmen der Oleumlösung zur Einführung zweier Sulfogruppen. 



   Das Produkt wird als rotbraune kristallinische Masse erhalten. Auf Wolle liefert der Körper aus saurem Bade klare gelborange Färbungen von gleich guten Echtheitseigenschaften wie der Farbstoff von Beispiel 1. 

**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.



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  Process for the preparation of acidic wool dyes of the anthraquinone series.



   A process for the preparation of acidic wool dyes is protected by the parent patent no. 99200. It consists in the fact that one amino or. Alkylaminodianthraquinonylamines treated with sulfating agents. This gives dyes of dark blue to greenish-gray shades which have excellent fastness properties.



   It has now been found that dyes can be obtained which have the same valuable coloring properties as the products of the parent patent, in particular also their lightfastness, if the unsubstituted dianthraquinonylamines themselves are treated with sulphurizing agents.



   This result could not be foreseen. The dyes of the parent patent contain a'ixochrome groups, which are essential for the character and properties of the dyes. In the present case there are no such groups. In spite of this, strong dyes with the same excellent fastness properties are obtained, the nuances of which, however, cannot be obtained using the method of the parent patent.



   Example 1. A solution of 10 parts by weight of l-l'-dianthraquinonylamine in 100 parts by weight of oleum with about 15% SO3 content is heated for a short time to 95-1000 until a sample dissolves completely in hot water with a yellow-brown color. After cooling, the melt is stirred into 600 parts by weight of water without cooling and, at the boiling point, enough saturated sodium chloride solution is gradually added until the dye completely precipitates in a sample on cooling.
 EMI1.1
   Salt solution washed out until the filtrate reacts neutral.



   The new dye from acid baths is applied to wool in strong, yellowish-brown tones that are not changed on chrome stains or by post-chrome horseradish and are very resistant to light, milled and carbonization.



   The dye contains two sulfo groups in the 4-4 'position. These can be replaced by bromine in aqueous solution, whereby the well-known 4-4'-dibromo-l-l'-dianthraquinonylamine (monthly magazine for chemistry, vol. 35, p. 1135) is formed.



   By careful sulphonation at low temperature, e.g. B. using oleum of 250 / "SO, content at about 30%, a monosulfonic acid of l-l'-dianthraquinonylamine can be obtained, which dyes wool a strong brown-red.



   Example 2. The sulphonation of 1-2'-dialhraquinonylamine and the work-up of the melt can be carried out analogously to Example 1. In this case too, a very brief heating of the oleum solution is sufficient to introduce two sulfo groups.



   The product is obtained as a red-brown crystalline mass. On wool, the body from an acid bath gives clear yellow-orange dyeings with the same good fastness properties as the dye of Example 1.

** WARNING ** End of DESC field may overlap beginning of CLMS **.

 

Claims (1)

PATENT-ANSPRUCH : Abänderung des durch das Stammpatent Nr. 99200 geschützten Verfahrens zur Darstellung von sauren Wollfarbstoffen der Anthrachinonreihe, darin bestehend, dass man hier Dianthrachinonylamine selbst mit sulfierenden Mitteln behandelt. **WARNUNG** Ende CLMS Feld Kannt Anfang DESC uberlappen**. PATENT CLAIM: Modification of the process protected by the parent patent no. 99200 for the preparation of acidic wool dyes of the anthraquinone series, consisting in treating dianthraquinonylamines themselves with sulphurizing agents. ** WARNING ** End of CLMS field may overlap beginning of DESC **.
AT103711D 1922-07-29 1925-09-14 Process for the preparation of acidic wool dyes of the anthraquinone series. AT103711B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEF52298D DE414865C (en) 1922-07-29 1922-07-29 Process for the preparation of acidic wool dyes of the anthraquinone series
DEF56973D DE500625C (en) 1922-07-29 1924-09-27 Process for the preparation of wool dyes of the antraquinone series

Publications (1)

Publication Number Publication Date
AT103711B true AT103711B (en) 1926-07-10

Family

ID=27789659

Family Applications (1)

Application Number Title Priority Date Filing Date
AT103711D AT103711B (en) 1922-07-29 1925-09-14 Process for the preparation of acidic wool dyes of the anthraquinone series.

Country Status (3)

Country Link
AT (1) AT103711B (en)
DE (1) DE500625C (en)
FR (1) FR30955E (en)

Also Published As

Publication number Publication date
FR30955E (en) 1926-10-06
DE500625C (en) 1930-06-23

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