CH308404A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH308404A
CH308404A CH308404DA CH308404A CH 308404 A CH308404 A CH 308404A CH 308404D A CH308404D A CH 308404DA CH 308404 A CH308404 A CH 308404A
Authority
CH
Switzerland
Prior art keywords
monoazo dye
preparation
dibenzylamino
diazotized
parts
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH308404A publication Critical patent/CH308404A/en

Links

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
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/06Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08Amino benzenes

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Monoazofarbstoffes.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     Monoazo-          farbstoffes.    Das Verfahren ist dadurch ge  kennzeichnet, dass man     1-Amino-8-acyloxy-          raphthalin-3;6-disulfonsäure        diazotiert,    mit       3-3lethy1-1-dibenzylamino-benzol    kuppelt und  hierauf die     Aeyloxygruppe        zur        Hydroxyl-          gruppe    verseift.  



  Der erhaltene neue     Monoazofarbstoff    stellt  ein rotes Pulver dar, das Wolle aus neutra  lem bis schwach saurem Bade in sehr klaren,  gleichmässigen Rottönen färbt.  



       Beispiel:     47,3 Teile     1-Amino-8-tosyloxy-naphthalin-          3,6-disulfonsäure    werden in 200 Teilen heissem  Wasser als     Natriumsalz    gelöst; die Lösung  wird abgekühlt, bei 20  mit 20 Teilen Salz  säure     konz.    versetzt und bei 6  mit einer Lö  sung von 6,9 Teilen     Natriumnitrit    in     1.1    Teilen  Wasser rasch     diazotiert.    Die     Diazoverbindung     lässt man bei 28 bis 30  in eine Lösung flie  ssen, die man durch Auflösung von<B>28,7</B> Teilen       3-Methyl-l-dibenzylamino-benzol    in 250 Teilen  heissem Äthanol erhalten hat.

   Dann wird mit  5 7     Volumteilen    einer 40     1/migen,Natriumacetat-          lösung    sehwach kongosauer gestellt und bei 28  bis 30  weitergerührt, bis die     Diazoverbin-          dung    verschwunden ist, was nach einigen  Stunden der Fall ist.

   Nach dem     Abdestillie,          ren    des Äthylalkohols wird die Farbstoff  lösung mit     Natriumcarbonat    neutralisiert und  <B>mit an</B>     vinl        i1t@na+rnr@        vnrapt,7t        AnR        Pinn       4     1/aige    Natronlauge entsteht. Nach einstün  digem Rühren bei 80 bis 85      ist    die Versei  fung der     Tosyloxy-    zur     Hydroxylgruppe    be  endet. Man neutralisiert mit.

   Salzsäure,     salzt     aus,     kühlt    ab, filtriert den als rotes Kristall  pulver ausgeschiedenen Farbstoff ab und  trocknet ihn.  



  Er stellt getrocknet ein rotes     Pulver    vor,  das sich in Wasser mit roter Farbe löst. Wolle  wird aus neutralem bis schwach saurem Bad  in sehr klaren, gleichmässigen Rottönen ge  färbt. Die     Wollfärbungen    sind ausgezeichnet       nassecht    und sehr gut lichtecht.



  Process for the preparation of a monoazo dye. The present patent relates to a process for the preparation of a monoazo dye. The process is characterized in that 1-amino-8-acyloxyphthalene-3; 6-disulfonic acid is diazotized, coupled with 3-3lethy1-1-dibenzylamino-benzene and then the aeyloxy group is saponified to form the hydroxyl group.



  The new monoazo dye obtained is a red powder that dyes wool from neutral to weakly acidic baths in very clear, even red tones.



       Example: 47.3 parts of 1-amino-8-tosyloxy-naphthalene-3,6-disulfonic acid are dissolved in 200 parts of hot water as the sodium salt; the solution is cooled, concentrated at 20 with 20 parts of hydrochloric acid. added and rapidly diazotized at 6 with a solution of 6.9 parts of sodium nitrite in 1.1 parts of water. The diazo compound is allowed to flow at 28 to 30 in a solution which has been obtained by dissolving 28.7 parts of 3-methyl-1-dibenzylamino-benzene in 250 parts of hot ethanol.

   Then it is made weakly Congo acidic with 5 7 parts by volume of a 40 l / ml sodium acetate solution and stirring is continued at 28 to 30 until the diazo compound has disappeared, which is the case after a few hours.

   After the ethyl alcohol has been distilled off, the dye solution is neutralized with sodium carbonate and <B> with an </B> vinl i1t @ na + rnr @ vnrapt, 7t AnR Pinn 4 1 / aige sodium hydroxide solution is formed. After one hour stirring at 80 to 85, the saponification of the tosyloxy to the hydroxyl group is ended. You neutralize with.

   Hydrochloric acid, salts out, cools down, filters off the dye, which has separated out as red crystal powder, and dries it.



  It represents a red powder when dried, which dissolves in water with a red color. Wool is dyed from a neutral to slightly acidic bath in very clear, even red tones. The wool dyeings are excellent wetfast and very good lightfast.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Monoazo- farbstoffes, dadurch gekennzeichnet, dass man 1-Amino- 8 - acyloxy-naphthalin - 3,6 - disulfon- säure diazotiert, mit 3 - Methyl -1- dibenzyl- amino-benzol kuppelt und hierauf die Acyl- oxygruppe zur Hydroxylgruppe verseift. PATENT CLAIM: A process for the production of a monoazo dye, characterized in that 1-amino-8-acyloxy-naphthalene-3,6-disulfonic acid is diazotized, coupled with 3-methyl-1-dibenzylamino-benzene and then the Acyloxy group saponified to form a hydroxyl group. Der erhaltene neue Monoazofarbstoff stellt ein rotes Pulver dar, das Wolle aus neutra lem bis schwach saurem Bade in sehr klaren, gleichmässigen Rottönen färbt. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man 1-Amino-8-tosyloxy- naphthalin-3,6-disulfonsäure diazotiert, mit 3-iVIethyl-l-dibenzylamino-benzol kuppelt und hierauf die Tosyloxygnzppe zur Hydroxyl- gruppe verseift. The new monoazo dye obtained is a red powder that dyes wool from neutral to weakly acidic baths in very clear, even red tones. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that 1-amino-8-tosyloxy-naphthalene-3,6-disulfonic acid is diazotized, coupled with 3-IVethyl-1-dibenzylamino-benzene and then the tosyloxy group is saponified to form the hydroxyl group.
CH308404D 1952-02-05 1952-02-05 Process for the preparation of a monoazo dye. CH308404A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH304042T 1952-02-05
CH308404T 1952-02-05

Publications (1)

Publication Number Publication Date
CH308404A true CH308404A (en) 1955-07-15

Family

ID=25734734

Family Applications (1)

Application Number Title Priority Date Filing Date
CH308404D CH308404A (en) 1952-02-05 1952-02-05 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH308404A (en)

Similar Documents

Publication Publication Date Title
CH308404A (en) Process for the preparation of a monoazo dye.
CH308405A (en) Process for the preparation of a monoazo dye.
CH308406A (en) Process for the preparation of a monoazo dye.
CH144489A (en) Process for the preparation of a disazo dye.
CH179671A (en) Process for the preparation of a monoazo dye.
CH205819A (en) Process for the preparation of a monoazo dye.
CH251799A (en) Process for the preparation of an azo dye.
CH200063A (en) Process for the preparation of an azo dye.
CH266022A (en) Process for the preparation of a monoazo dye.
CH300451A (en) Process for the preparation of an acidic monoazo dye.
CH202747A (en) Process for the preparation of an azo dye.
CH259034A (en) Process for the preparation of a metallizable monoazo dye.
CH100857A (en) Process for the preparation of an acidic monoazo dye.
CH249784A (en) Process for the preparation of an azo dye.
CH308756A (en) Process for the preparation of a disazo dye.
CH179672A (en) Process for the preparation of a monoazo dye.
CH192040A (en) Process for the production of a new azo dye.
CH202749A (en) Process for the preparation of an azo dye.
CH299602A (en) Process for the preparation of a chromable monoazo dye.
CH202741A (en) Process for the preparation of an azo dye.
CH192041A (en) Process for the production of a new azo dye.
CH261368A (en) Process for the preparation of a monoazo dye.
CH156449A (en) Process for the production of a new azo dye.
CH302036A (en) Process for the preparation of a chromable disazo dye.
CH148006A (en) Process for the production of a new metal-containing dye.