CH188788A - Process for the preparation of a water-insoluble dye. - Google Patents

Process for the preparation of a water-insoluble dye.

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Publication number
CH188788A
CH188788A CH188788DA CH188788A CH 188788 A CH188788 A CH 188788A CH 188788D A CH188788D A CH 188788DA CH 188788 A CH188788 A CH 188788A
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CH
Switzerland
Prior art keywords
blue
water
dye
color
insoluble
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH188788A publication Critical patent/CH188788A/en

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Description

  

  Verfahren zur Darstellung eines wasserunlöslichen Farbstoffes.    Es wurde gefunden, dass man durch Er  hitzen von     8-Amino-5-oxy-1,4-naphthochinon-          imid-(4)    mit     o-Anisidin,    bis der Farbton der       Realztionsmafise    eben rein     grünstichig    blau  geworden ist, zu einem neuen, unlöslichen  blaugrünen Farbstoff gelangt, der sehr wert  volle Eigenschaften besitzt. Er färbt Lacke  oder     Acetatseide    in lichtechten blaugrünem       Tone;    die gefärbte Faser besitzt sehr gute  Echtheitseigenschaften, helle Färbungen sind  bemerkenswert weiss     ätzbar.     



  <I>Beispiel:</I>  19 kg     8-Amino-5-oxy-1,4-naphthochinon-          imid-(4)    - verwendet als     Presskuchen,    wie  es als     sogen.anntes        "Naphthazarin-Zwischen-          produkt"    bei der     Naphthazarin-Herstellung     aus     1,5-Dinitronaphthalin    und     Schwefel-          sesquioxyd    erhalten wird - werden in 100 kg       o-Anisidin    eingetragen und unter Rühren  langsam auf 70 bis<B>80'</B> C erwärmt. Durch  häufiges Probeziehen verfolgt man das Fort  schreiten der Reaktion.

   Man kann den Farb  ton einer Lösung in einem organischen Lö-         sungsmittel,    wie Alkohol, Eisessig, Anilin  usw. oder die Ausfärbung der Probe auf       Acetatseide    zum Vergleich heranziehen und       damit    leicht feststellen, wann das     Optimum     erreicht ist. Länger darf nicht erhitzt wer  den, da sich sonst höher kondensierte Pro  dukte bilden, die zum Färben von Acetat  seide nicht mehr verwendbar sind. Ist die  Schmelze beendet, so giesst man rasch auf  Eis, säuert mit Salzsäure an, filtriert den  ausgeschiedenen Farbstoff ab, wäscht neu  tral, vergastet oder arbeitet nach dem Trock  nen bei mässiger Temperatur zu einem Färbe  präparat um.  



  Der Farbstoff, ein im Wasser unlösliches,       dunkelblaues    Pulver, löst     sich    in     Alkohol     oder     ähnlichen        organischen        Lösungsmitteln          mit        bgrünstichig    blauer, in konzentrierter  Schwefelsäure mit blauschwarzer Farbe.  



  Den gleichen Farbstoff erhält man, wenn  man die     Kondensation    statt in     o-Anisidin    in  Alkohol, Eisessig oder andern organischen  Lösungsmitteln durchführt.



  Process for the preparation of a water-insoluble dye. It has been found that by heating 8-amino-5-oxy-1,4-naphthoquinone-imide- (4) with o-anisidine until the hue of the Realztionsmafise has just turned purely greenish blue, a new one, insoluble blue-green dye, which has very valuable properties. He dyes lacquers or acetate silk in a lightfast blue-green shade; the dyed fiber has very good fastness properties, light dyeings are remarkably white etchable.



  <I> Example: </I> 19 kg 8-amino-5-oxy-1,4-naphthoquinone-imide- (4) - used as a press cake, as it is as a so-called "naphthazarin intermediate" in the Naphthazarin production from 1,5-dinitronaphthalene and sulfur sesquioxide - are introduced into 100 kg of o-anisidine and slowly heated to 70 to 80 ° C with stirring. The progress of the reaction is followed by frequent sampling.

   You can compare the color of a solution in an organic solvent such as alcohol, glacial acetic acid, aniline, etc. or the color of the sample on acetate silk and thus easily determine when the optimum has been reached. Do not heat for longer, as otherwise highly condensed products will form which can no longer be used for dyeing acetate silk. When the melt is complete, it is quickly poured onto ice, acidified with hydrochloric acid, the precipitated dye is filtered off, washed neutral, gasified or, after drying, worked at a moderate temperature to give a dye preparation.



  The dye, a dark blue powder that is insoluble in water, dissolves in alcohol or similar organic solvents with a greenish blue color, and in concentrated sulfuric acid with a blue-black color.



  The same dye is obtained if the condensation is carried out in alcohol, glacial acetic acid or other organic solvents instead of in o-anisidine.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines wasser unlöslichen Farbstoffes, dadurch gekenn zeichnet, dass man 8-Amino-5-ogy-1,4-naph- thoGhinoniinid-(4) mit o-Anisidin so lange er hitzt, bis der Farbton der Reaktionsmasse eben rein grünstichig blau geworden ist. Der Farbstoff, ein in Wasser unlösliches dunkel- blaues Pulver, löst sich in Alkohol oder ähn lichen organischen Lösungsmitteln mit grün- stiohig blauer, in konzentrierter Schwefel säure mit blauschwarzer Farbe. Claim: Process for the production of a water-insoluble dye, characterized in that 8-amino-5-ogy-1,4-naphthoGhinoniinid- (4) is heated with o-anisidine until the color of the reaction mass is even has turned purely greenish blue. The dye, a dark blue powder that is insoluble in water, dissolves in alcohol or similar organic solvents with a greenish blue color, and in concentrated sulfuric acid with a blue-black color. Er färbt Lacke und Acetatseide lichtecht blaugrün; die gefärbte Faser besitzt sehr gute Echt heitseigenschaften und ist in hellen Tönen weiss ätzbar. It colors paints and acetate silk lightfast blue-green; the dyed fiber has very good fastness properties and can be etched white in light tones.
CH188788D 1934-11-03 1935-08-24 Process for the preparation of a water-insoluble dye. CH188788A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE188788X 1934-11-03
CH185418T 1935-08-24

Publications (1)

Publication Number Publication Date
CH188788A true CH188788A (en) 1937-01-15

Family

ID=25721211

Family Applications (1)

Application Number Title Priority Date Filing Date
CH188788D CH188788A (en) 1934-11-03 1935-08-24 Process for the preparation of a water-insoluble dye.

Country Status (1)

Country Link
CH (1) CH188788A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE965523C (en) * 1954-01-15 1957-06-13 Sandoz Ag Process for the preparation of N, N'-diarylnaphthoquinone imines

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE965523C (en) * 1954-01-15 1957-06-13 Sandoz Ag Process for the preparation of N, N'-diarylnaphthoquinone imines

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