CH308406A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH308406A
CH308406A CH308406DA CH308406A CH 308406 A CH308406 A CH 308406A CH 308406D A CH308406D A CH 308406DA CH 308406 A CH308406 A CH 308406A
Authority
CH
Switzerland
Prior art keywords
monoazo dye
light red
dimethyl
amino
preparation
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 CH308406A publication Critical patent/CH308406A/en

Links

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

Description

  

  Verfahren zur Herstellung eines     Monoazofarbstoffes.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     Monoazo-          farbst.offes.    Das Verfahren ist dadurch ge  kennzeichnet, dass man     1-Amino-8-a.cyloxy-          naphthalin-3;6-disulfonsä.,ure    dianotiert, mit.       2,5-Dimethyl-l-dibenzylaminorbenzol    kuppelt       und    hierauf die     Acyloxygruppe    mir     Hydroxyl_          gruppe    verseift.  



  Der erhaltene neue     Monoazofarbstoff    stellt  ein Hellrotes Pulver dar, das Wolle aus neu  tralen. bis schwach saurem Färbebad in hell  roten Tönen färbt.  



       Beispiel:     47,3 Teile     1-Amino-8-tosyloxy-naphthalin-          3,6-clisitlfonsäure    werden in 200 Teilen hei  ssem     Wasser    als     Natriumsalz    gelöst;

   die Lö  sung wird abgekühlt, bei 20  mit     '?0    Teilen  Salzsäure     konz.    versetzt und bei 6  mit einer  Lösung von 6,9 Teilen     Natriumnitrit    in 14  Teilen Wasser rasch     dia.zotiert.    Diese     Diazo-          verbindung    lässt man bei einer Temperatur  von 28 bis 30  in eine Lösung von 30,1 Teilen       2,5-Dimethyl-l-dibenzylamino-benzol    in 700  Teilen Äthanol einfliessen. Durch     Zutropfen     von     Natr        iumacetatlösung    wird die Mischung  bei schwach kongosaurer     Reaktion    gehalten.

    Nach einigen Stunden Rühren bei 28 bis 30   ist. die     Farbstoffbildung    beendet. Man destil  liert nun den Alkohol ab, neutralisiert mit         Natriumcarbonat    und setzt     Ätznatron    bis zu  einer Konzentration von 4  /a zu. Nach ein  stündigem Rühren bei 80 bis 85  ist die     Ver-          seifung    der     Tosyloxy-    zur     Hydroxylgruppe     beendet. Man neutralisiert mit     Salzsäure,          salzt    den gebildeten     Farbstoff    mit Kochsalz  aus,     filtriert    ihn nach dem Erkalten ab und  trocknet ihn.  



  Der Farbstoff ist ein hellrotes Pulver, das       Wolle    aus schwach saurem Färbebad in hell  roten Tönen färbt.



  Process for the preparation of a monoazo dye. The present patent is a process for the production of a monoazo dye. The process is characterized in that 1-amino-8-a.cyloxynaphthalene-3; 6-disulfonic acid is dianotated with. 2,5-dimethyl-l-dibenzylaminobenzene couples and then saponifies the acyloxy group with hydroxyl group.



  The new monoazo dye obtained is a light red powder, the wool from neutral. to slightly acidic dye bath colors in light red shades.



       Example: 47.3 parts of 1-amino-8-tosyloxy-naphthalene-3,6-clisitlfonic acid are dissolved in 200 parts of hot water as the sodium salt;

   the solution is cooled, concentrated at 20 with 0 parts hydrochloric acid. added and rapidly dia.zotiert at 6 with a solution of 6.9 parts of sodium nitrite in 14 parts of water. This diazo compound is allowed to flow into a solution of 30.1 parts of 2,5-dimethyl-1-dibenzylamino-benzene in 700 parts of ethanol at a temperature of 28 to 30. The mixture is kept in a weakly Congo acidic reaction by adding dropwise sodium acetate solution.

    After a few hours of stirring at 28-30 is. the dye formation ends. The alcohol is then distilled off, neutralized with sodium carbonate and caustic soda is added up to a concentration of 4 / a. After stirring for one hour at 80 to 85, the saponification of the tosyloxy to the hydroxyl group is complete. It is neutralized with hydrochloric acid, the dyestuff formed is salted out with sodium chloride, filtered off after cooling and dried.



  The dye is a light red powder that dyes wool from a weakly acidic dye bath in light red shades.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Monoazo- fa.rbstoffes, dadurch gekennzeichnet, dass mann 1-Amino - 8 - acyloxy-naphthalin - 3,6 - disulfon- säure dianotiert, mit 2,5-Dimethyl-l-dibenzyl- aminobenzol kuppelt und hierauf die Acyl- oxygruppe zur HydroxylgrLippe verseift. PATENT CLAIM: Process for the production of a monoazo dye, characterized in that 1-amino-8-acyloxy-naphthalene-3,6-disulfonic acid is dianotated, coupled with 2,5-dimethyl-1-dibenzyl-aminobenzene and the acyloxy group is then saponified to form the hydroxyl lip. Der erhaltene neue Monoazofarbstoff stellt ein hellrotes Pulver dar, das Wolle aus neu tralem bis schwach saurem Färbebad in hell roten Tönen färbt. UNTERANSPRUCH Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man 1-Amino-8-tosyloxy- naphthalin-3,6-disulfonsäure dianotiert, mit 2,5-Dimethyl-l-dibenzylaminobenzol kuppelt und hierauf die Tosy loxygruppe zur Hydro- xylgruppe verseift. The new monoazo dye obtained is a light red powder that dyes wool from neutral to weakly acidic dye bath in light red shades. SUBSTANTIAL CLAIM Process according to patent claim, characterized in that 1-amino-8-tosyloxynaphthalene-3,6-disulfonic acid is dianotated, coupled with 2,5-dimethyl-l-dibenzylaminobenzene and then the tosyloxy group is saponified to form the hydroxyl group.
CH308406D 1952-02-05 1952-02-05 Process for the preparation of a monoazo dye. CH308406A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH308406T 1952-02-05
CH304042T 1952-02-05

Publications (1)

Publication Number Publication Date
CH308406A true CH308406A (en) 1955-07-15

Family

ID=25734736

Family Applications (1)

Application Number Title Priority Date Filing Date
CH308406D CH308406A (en) 1952-02-05 1952-02-05 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH308406A (en)

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