CH188789A - 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
CH188789A
CH188789A CH188789DA CH188789A CH 188789 A CH188789 A CH 188789A CH 188789D A CH188789D A CH 188789DA CH 188789 A CH188789 A CH 188789A
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CH
Switzerland
Prior art keywords
blue
water
color
dye
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 CH188789A publication Critical patent/CH188789A/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-Phenetidin,    bis der Farbton  der Reaktionsmasse eben rein     grünstichig     blau geworden ist, zu einem neuen, unlösli  chen blaugrünen Farbstoff gelangt, der sehr  wertvolle Eigenschaften besitzt.

   Er färbt  Lacke oder     Acetatseide    in lichtechtem blau  grünem Tone; die gefärbte Faser besitzt sehr  gute Echtheitseigenschaften, helle Färbun  gen sind bemerkenswert weiss     ätzbar.       <I>Beispiel:</I>    1.9 kg     8-Amino-5-oxy-1,4-naphthochinon-          imid-(4)    - verwendet als     Presskuchen,    wie  es als sogenanntes     "Naphthazarin-Zwischen-          produkt"    bei der     Naphthazarin-Herstellung     aus     1,

  5-Dinitronaphthalin    und     Schwefel-          sesquioxyd    erhalten wird     -werden    in 100 kg       o-Phenetidin    eingetragen und unter Rühren  langsam auf 70 bis 80   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     grünstichig    blauer,     in    konzentrierter  Schwefelsäure mit blauschwarzer Farbe.  



  Den gleichen Farbstoff erhält man, wenn  man die Kondensation statt in     o-Phenetidin         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-phenetidine until the color of the reaction mass has just turned a purely greenish blue, a new, insoluble blue-green dye, which has very valuable properties.

   He dyes lacquers or acetate silk in a lightfast blue-green tone; the dyed fiber has very good fastness properties, light dyeings are remarkably white etchable. <I> Example: </I> 1.9 kg 8-amino-5-oxy-1,4-naphthoquinone imide (4) - used as a press cake, as it is known as a so-called "naphthazarin intermediate" in the naphthazarin Manufacture from 1,

  5-Dinitronaphthalene and sulfur sesquioxide are obtained - are introduced into 100 kg of o-phenetidine and slowly heated to 70 to 80 ° C. while stirring. The progress of the reaction is followed by frequent sampling. -You can use 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 for comparison 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-phenetidine.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines wasser unlöslichen Farbstoffes, dadurch gekenn zeichnet, dass man 8-Amino-5-oxy-1,4-naph- thochinonimid-(4) mit o-Phenetidin so lange erhitzt, 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 Lösungsmittel mit grün stichig blauer, in konzentrierter Schwefel säure mit blauschwarzer Farbe. PATENT CLAIM: Process for the production of a water-insoluble dye, characterized in that 8-amino-5-oxy-1,4-naphthoquinonimide (4) is heated with o-phenetidine until the color of the reaction mass is just pure has turned a greenish blue. The dye, a dark blue powder that is insoluble in water, dissolves in alcohol or similar organic solvents with a green tinted 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.
CH188789D 1934-11-03 1935-08-24 Process for the preparation of a water-insoluble dye. CH188789A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE188789X 1934-11-03
CH185418T 1935-08-24

Publications (1)

Publication Number Publication Date
CH188789A true CH188789A (en) 1937-01-15

Family

ID=25721212

Family Applications (1)

Application Number Title Priority Date Filing Date
CH188789D CH188789A (en) 1934-11-03 1935-08-24 Process for the preparation of a water-insoluble dye.

Country Status (1)

Country Link
CH (1) CH188789A (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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