DE556478C - Process for the preparation of azo dyes - Google Patents

Process for the preparation of azo dyes

Info

Publication number
DE556478C
DE556478C DEI41505D DEI0041505D DE556478C DE 556478 C DE556478 C DE 556478C DE I41505 D DEI41505 D DE I41505D DE I0041505 D DEI0041505 D DE I0041505D DE 556478 C DE556478 C DE 556478C
Authority
DE
Germany
Prior art keywords
azo dyes
preparation
green
aminoindole
solution
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DEI41505D
Other languages
German (de)
Inventor
Dr Sebastian Gassner
Dr Wilhelm Meiser
Dr Wilhelm Neelmeier
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI41505D priority Critical patent/DE556478C/en
Application granted granted Critical
Publication of DE556478C publication Critical patent/DE556478C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C21—METALLURGY OF IRON
    • C21D—MODIFYING THE PHYSICAL STRUCTURE OF FERROUS METALS; GENERAL DEVICES FOR HEAT TREATMENT OF FERROUS OR NON-FERROUS METALS OR ALLOYS; MAKING METAL MALLEABLE, e.g. BY DECARBURISATION OR TEMPERING
    • C21D9/00—Heat treatment, e.g. annealing, hardening, quenching or tempering, adapted for particular articles; Furnaces therefor
    • C21D9/16—Heat treatment, e.g. annealing, hardening, quenching or tempering, adapted for particular articles; Furnaces therefor for explosive shells
    • 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
    • C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/02—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Mechanical Engineering (AREA)
  • Materials Engineering (AREA)
  • Metallurgy (AREA)
  • Coloring (AREA)

Description

Verfahren zur Darstellung von Azofarbstoffen Es wurde gefunden, daß man zu grünen, wasserunlöslichen Azofarbstoffen dadurch gelangt, wenn man Diazoverbindungen von solchen Aminoindolnaphthalin- oder Aminoindolanthracenindigos, die durch Reduktion der Kondensationsprodukte aus Nitroisatinen der Benzol- und Naphthalinreihe und Oxyverbindungen der Naphthalin- oder Anthracenreihe erhältlich sind, mit Äcidylessigsäurearvliden in Substanz oder auf der Faser kuppelt.Process for the preparation of azo dyes It has been found that green, water-insoluble azo dyes are obtained by using diazo compounds of such Aminoindolnaphthalin- or Aminoindolanthracenindigos, which by reduction of the condensation products of nitroisatines of the benzene and naphthalene series and Oxy compounds of the naphthalene or anthracene series are available, with Äcidylessigsäurearvliden in substance or on the fiber.

Beispiel i 50g Baumwolle werden mit einer wäßrigen Lösung, die 3 g Diacetessigsäureo-tolidid im Liter enthält, behandelt, und die Färbung wird in einem Bad entwickelt, das im Liter 4,6g dianotierten 5-Aminoindol-.l'-inethoxynaplithalinindigo von der Formel enthält. Dann wird gründlich gespült, geseift und getrocknet. Man erhält ein Grün von sehr guter Wasch- und Seifenkochechtheit.Example I 50g cotton with an aqueous solution containing 3 g Diacetessigsäureo-tolidid contains per liter treated, and the staining is developed in a bath containing 5-aminoindole-.l'-inethoxynaplithalinindigo dianotierten per liter of 4.6 g of the formula contains. Then it is thoroughly rinsed, soaped and dried. A green of very good fastness to washing and soaping is obtained.

Beispiele Ersetzt man im Beispiel i den - 5-Aminoindol-4'-methoxynaphthalinindigo durch 4,7 g 5-Aminoindol-4'-chlornaphthalinindigo von der Formel und verfährt, wie in Beispiel i angegeben, so erhält man ein Dunkelgrün von denselben Echtheitseigenschaften und besserer Chlorechtheit.EXAMPLES In Example i, the -5-aminoindole-4'-methoxynaphthalene indigo is replaced by 4.7 g of 5-aminoindole-4'-chloronaphthalene indigo of the formula and if you proceed as indicated in example i, you get a dark green with the same fastness properties and better chlorine fastness.

Beispiel 3- 2,2g Acetessigsäure-o-anisidid werden in io ccm Natronlauge von 35° Be und i 1 Wasser gelöst und mit 159 Soda versetzt. Zu dieser Lösung läßt man eine aus 3489 5 - Aminoindol - 4'-methoxynaphthalinindigo, 28 ccm Salzsäure von i8° Be und 6,9 g Natriumnitrit hergestellte Diäzolösung zulaufen. Es- scheidet sich _ein...grüner Farbstoff aus, der filtriert und getrocknet ein dunkelgrünes Pulver darstellt, das sich in konzentrierter Schwefelsäure mit grüner.Farbe löst.Example 3 2.2 g of acetoacetic acid-o-anisidide are dissolved in io ccm sodium hydroxide solution of 35 ° Be and i 1 of water, and 159 Soda. A dietetic solution prepared from 3489 5-aminoindole-4'-methoxynaphthalene indigo, 28 cc of hydrochloric acid at 18 ° Be and 6.9 g of sodium nitrite is allowed to run into this solution. A green dye separates out, which, when filtered and dried, turns into a dark green powder that dissolves in concentrated sulfuric acid with a green color.

Beispiel 4 io g Benzoylessigsäureanilid werden mit io ccm Türkischrotöl 5oprozentig und io ccm Natronlauge 38° Be angerührt und durch Übergießen mit heißem Wasser gelöst. Diese Lösung wird auf iooo ccm eingestellt. In dieser Lösung werden 5o g Baumwollgarn Stunde bei etwa 30° C behandelt, dann abgequetscht und in iooo ccm einer Lösung entwickelt, welche 4,5 g auf übliche Weise diazotierten 5-Aminoindol-4'-methoxynaphthalinindigoenthält. Man bekommt ein Grün von sehr guter Wasch- und Kochechtheit.Example 4 10 g of benzoylacetic anilide are mixed with 10 cc of Turkish red oil 5% and 10 cc sodium hydroxide solution 38 ° Be mixed and poured over with hot Dissolved in water. This solution is set to 100 cc. Be in this solution Treated 50 g of cotton yarn for an hour at about 30 ° C, then squeezed off and in 100% ccm of a solution containing 4.5 g of 5-aminoindole-4'-methoxynaphthalene indigo diazotized in the usual way. You get a green of very good washing and boiling fastness.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Azofarbstoffen, dadurch gekennzeichnet, daß man Diazoverbindungen von solchen Aminoindolnaphthalin- oder Aminoindolanthracenindigos, die durch Reduktion der Kondensationsprodukte aus Nitroisatinen und Oxyverbindungen der Naphthalin- oder Anthracenreihe erhältlich sind, mit Acidylessigsäurearyliden in Substanz oder auf der Faser kuppelt.PATENT CLAIM: Process for the representation of azo dyes, thereby characterized in that one diazo compounds of such aminoindolnaphthalene or Aminoindolanthracene indigos, which are obtained by reducing the condensation products from nitroisatines and oxy compounds of the naphthalene or anthracene series are available, with acidyl acetic acid arylides in substance or on the fiber.
DEI41505D 1931-05-10 1931-05-10 Process for the preparation of azo dyes Expired DE556478C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI41505D DE556478C (en) 1931-05-10 1931-05-10 Process for the preparation of azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI41505D DE556478C (en) 1931-05-10 1931-05-10 Process for the preparation of azo dyes

Publications (1)

Publication Number Publication Date
DE556478C true DE556478C (en) 1932-08-09

Family

ID=7190555

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI41505D Expired DE556478C (en) 1931-05-10 1931-05-10 Process for the preparation of azo dyes

Country Status (1)

Country Link
DE (1) DE556478C (en)

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