CH187327A - Process for the production of a new intermediate product. - Google Patents

Process for the production of a new intermediate product.

Info

Publication number
CH187327A
CH187327A CH187327DA CH187327A CH 187327 A CH187327 A CH 187327A CH 187327D A CH187327D A CH 187327DA CH 187327 A CH187327 A CH 187327A
Authority
CH
Switzerland
Prior art keywords
intermediate product
new intermediate
parts
sulfonic acid
naphthalene
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH187327A publication Critical patent/CH187327A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
    • C09B29/28—Amino naphthols
    • C09B29/30—Amino naphtholsulfonic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
    • C07C309/51—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 181528.    Verfahren zur Herstellung eines neuen Zwischenproduktes.    Es wurde gefunden, dass man ein neues  Zwischenprodukt für die     Farbstoffindustrie     erhält, wenn man die 1 .     3-Diamino-5-oxy-          naphthalin-7-sulfonsäure    mit soviel     p-Nitro-          benzoylchlorid    behandelt, dass die beiden       Aminogruppen        acyliert    werden, und das so  erhaltene Produkt mit Reduktionsmitteln be  handelt. Das neue Produkt bildet ein helles  Pulver, das in Wasser schwer löslich ist.

   Mit       Diazoverbindungen    reagiert es unter Bildung  von     Azofarbstoffen,    die auf der Faser durch       Diazotieren    und Kuppeln mit Kupplungs  komponenten     entwickelbar    sind.  



       Beispiel:     60 Teile 1     .3-Diamino-5-oxy-naphthalin-          7-sulfonsäure    werden in 1000 Teilen Wasser  geschwemmt, auf 50 bis<B>60'</B> erwärmt und  mit Natriumkarbonat vorsichtig neutrali  siert. Hierauf gibt man 50 Teile     Calcium-          karbonat    zu und trägt 94 Teile     p-Nitro-          benzoylchlorid    in kleinen Portionen ein.

   Das       Caloiumsalz    der     4',4"-Dinitrodibenzoyl-1    .3-         diamino-5-oxy-naphthalin-7-sulfosäure    fällt  aus und wird nach dem Erkalten     abge-          nutscht.    Dieses     Calciumsalz    wird mit  2000 Teilen heissem Wasser angerührt und  mit Natriumkarbonat in das lösliche Na  triumsalz der     4',4"-Dinitrodibenzoyl-1    .     3-di-          amino-5-oxy-naphthalin-7-sulfosäure    überge  führt. Man filtriert heiss und lässt erkalten.

    Durch Eintragen von     Natriumchlorid    kann  man das     Natriumsalz    der     4';4"-Dinitrodi-          benzoyl-1-    .     3-diamino-5-oxy-naphthalin-7-          sulfosäure    isolieren. .  



  Zur     Reduktion    löst man 115 Teile des       Natriunisalzes    der     4',4"-Dinitrodibenzoyl-          1    . 3 -     diamino    - 5     -oxy-naphthalin-7-sulf        osäur    e  in etwa 2000     Teilen    heissem Wasser. Diese  Lösung lässt man langsam zulaufen in ein  am     Rückfluss    kochendes und gut gerührtes  Reduktionsgemisch von 1000 Teilen Wasser,  300     Teilen    Eisenspäne und 30 Teilen Essig  säure.

   Nach beendigtem     Einlaufen    kocht  man noch 1/2 Stunde am     Rückfluss,    trägt  Natriumkarbonat ein bis alles     Eisen    ausge-      fällt ist     und    filtriert     heiss    vom Eisenschlamm  ab. Das     Filtrat    säuert man     mit    Essigsäure  an. Durch Eintragen von     Natriumchlorid    er  hält man die     4',4"-Diaminodibenzoyl-1    .     3-,di-          amino-5-ogy-naphthalin-7-sulf        osäure.  



  <B> Additional patent </B> to main patent No. 181528. Process for the production of a new intermediate product. It has been found that a new intermediate product for the dye industry is obtained if you go to 1st Treated 3-diamino-5-oxynaphthalene-7-sulfonic acid with enough p-nitrobenzoyl chloride that the two amino groups are acylated, and the product thus obtained is treated with reducing agents. The new product forms a light-colored powder that is sparingly soluble in water.

   It reacts with diazo compounds to form azo dyes, which can be developed on the fiber by diazotization and coupling with coupling components.



       Example: 60 parts of 1,3-diamino-5-oxy-naphthalene-7-sulfonic acid are floated in 1000 parts of water, heated to 50 to 60 'and carefully neutralized with sodium carbonate. 50 parts of calcium carbonate are then added and 94 parts of p-nitrobenzoyl chloride are added in small portions.

   The potassium salt of 4 ', 4 "-Dinitrodibenzoyl-1,3-diamino-5-oxy-naphthalene-7-sulfonic acid precipitates and is filtered off after cooling. This calcium salt is stirred with 2000 parts of hot water and mixed with sodium carbonate the soluble sodium salt of 4 ', 4 "-Dinitrodibenzoyl-1. 3-di-amino-5-oxy-naphthalene-7-sulfonic acid leads over. It is filtered hot and allowed to cool.

    The sodium salt of 4 '; 4 "-Dinitrodibenzoyl-1. 3-diamino-5-oxy-naphthalene-7-sulfonic acid can be isolated by introducing sodium chloride.



  For the reduction, 115 parts of the sodium salt of 4 ', 4 "-Dinitrodibenzoyl-1,3-diamino-5-oxy-naphthalene-7-sulfonic acid are dissolved in about 2000 parts of hot water. This solution is allowed to run slowly into an am Refluxing and well stirred reduction mixture of 1000 parts of water, 300 parts of iron filings and 30 parts of acetic acid.

   When the running in is complete, the mixture is refluxed for another 1/2 hour, sodium carbonate is added until all the iron has precipitated and the iron sludge is filtered while hot. The filtrate is acidified with acetic acid. The 4 ', 4 "-diaminodibenzoyl-1,3-di-amino-5-ogy-naphthalene-7-sulfonic acid is obtained by introducing sodium chloride.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Zwischenproduktes, dadurch gekennzeichnet, dass man .die 1. 3-Diamino-5-ogy-naphthalin- 7-sulfonsäure mit soviel p-Nitrobenzoylchlo- rid behandelt, dass die beiden Aminogruppen acyliert werden,-und das so erhaltene Pro dukt mit Reduktionsmitteln behandelt. Das neue Produkt bildet ein helles Pulver, das in Wasser schwer löslich ist. PATENT CLAIM: A process for the preparation of a new intermediate product, characterized in that the 1. 3-diamino-5-ogy-naphthalene-7-sulfonic acid is treated with so much p-nitrobenzoyl chloride that the two amino groups are acylated, and that thus obtained product treated with reducing agents. The new product forms a light-colored powder that is sparingly soluble in water. Mit Diazover- bindungen reagiert es unter Bildung von Azofarbstoffen, die auf der Faser durch Di- azotieren und Kuppeln mit Kupplungskom ponenten entwickelbar sind. It reacts with diazo compounds to form azo dyes, which can be developed on the fiber by diazoizing and coupling with coupling components.
CH187327D 1934-09-29 1934-09-29 Process for the production of a new intermediate product. CH187327A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH181528T 1934-09-29
CH187327T 1934-09-29

Publications (1)

Publication Number Publication Date
CH187327A true CH187327A (en) 1936-10-31

Family

ID=25720541

Family Applications (1)

Application Number Title Priority Date Filing Date
CH187327D CH187327A (en) 1934-09-29 1934-09-29 Process for the production of a new intermediate product.

Country Status (1)

Country Link
CH (1) CH187327A (en)

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