DE468483C - Process for the preparation of o-oxyazo dyes - Google Patents

Process for the preparation of o-oxyazo dyes

Info

Publication number
DE468483C
DE468483C DEG68078D DEG0068078D DE468483C DE 468483 C DE468483 C DE 468483C DE G68078 D DEG68078 D DE G68078D DE G0068078 D DEG0068078 D DE G0068078D DE 468483 C DE468483 C DE 468483C
Authority
DE
Germany
Prior art keywords
dyes
oxyazo
preparation
formaldehyde
oxyazo dyes
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
DEG68078D
Other languages
German (de)
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.)
Chemische Ind Ges
GESELLSCHAFT fur CHEMISCHE INDUSTRIE
BASF Schweiz AG
Original Assignee
Chemische Ind Ges
GESELLSCHAFT fur CHEMISCHE INDUSTRIE
Gesellschaft fuer Chemische Industrie in Basel CIBA
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 Chemische Ind Ges, GESELLSCHAFT fur CHEMISCHE INDUSTRIE, Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Chemische Ind Ges
Application granted granted Critical
Publication of DE468483C publication Critical patent/DE468483C/en
Expired legal-status Critical Current

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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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14—Monoazo compounds
    • C09B45/16—Monoazo compounds containing chromium

Landscapes

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

Description

Verfahren zur Herstellung von o-Oxyazofarbstoffen Es wurde gefunden, daß neue Farbstoffe entstehen, wenn man die Aminoazofarbstoffe, weiche erhalten werden durch Reduzieren der Farbstoffe aus der nitrierten Diazoverbindung der i - Amino - 2 - oxynaph::thalin - 4 - sulfcsäure und Naphtholen, mit Formaldehyd und Bisulfit oder Formaldehydschwefligesäure bzw. deren Salzen behandelt.Process for the preparation of o-oxyazo dyes It has been found that new dyes are created when one uses the aminoazo dyes, which are obtained by reducing the dyes from the nitrated diazo compound of i - amino - 2 - oxynaph :: thalin - 4 - sulfonic acid and naphthols, treated with formaldehyde and bisulfite or formaldehyde-sulfuric acid or their salts.

Es werden auf diese Weise neue Farbstoffe erhalten, welche sich einerseits durch ihre sehr gute Löslichkeit und sehr gutes Egalisierungsvermögen, anderseits durch die hervorragenden Echtheitseigenschaften der Wollfärbungen, welche sie mit Hilfe von Chrombeizen erzeugen, auszeichnen.There are new dyes obtained in this way, which on the one hand due to their very good solubility and very good leveling power, on the other hand due to the excellent fastness properties of the wool dyes that they use Using chrome stains to produce, mark.

Beispiel 45o Teile des o-Oxyazofarbstoffes, der erhalten wird durch Reduzieren des Kupplungsproduktes der nitrierten Diazoverbindung der i-Amino-2-o-xynaphthalin-4-sulfosäure mit fl-Naphthol, zweckmäßig in Form des frisch hergestellten Reduktionsansatzes, werden mittels 45 Teilen Ätznatron in etwa 8 ooo Teilen Wasser bei 50' gelöst, worauf man eine Mischung von ioo Teilen 35prozentigen Formaldehydg und 285 Teilen 4oprozentiger Natriumbisulfitlauge beifügt. Man rührt einige Zeit und versetzt hierauf mit so viel ioprozentiger Essigsäure, bis die intensiv blaue Farbe der Lösung nach violett umgeschlagen ist, salzt aus und filtriert. Getrocknet bildet das neue Produkt ein schwarzes Pulver, das sich in Wasser mit violettbrauner, in verdünnter Natronlauge mit schwarzer und in konzentrierter Schwefelsäure mit* blauer Farbe löst. Im Gegensatz zum Ausgangsfarbstoff ist das neue Produkt schon in -kaltem Wasser löslich und bleibt auch nach Versetzen seiner Lösungen mit Mineralsäuren gelöst, so daß es in mineralsaurern Bade gefärbt werden kann. Der isomere Farbstoff aus a-Naphthol verhält sich ähnlich.Example 45o parts of the o-oxyazo dye, which is obtained by reducing the coupling product of the nitrated diazo compound of i-amino-2-o-xynaphthalene-4-sulfonic acid with fl-naphthol, advantageously in the form of the freshly prepared reduction batch, are converted using 45 parts of caustic soda dissolved in about 8 ooo parts of water at 50 ', after which attaches a mixture of ioo parts 35prozentigen Formaldehydg and 285 parts 4oprozentiger Natriumbisulfitlauge. The mixture is stirred for some time and then enough 10 percent acetic acid is added until the intense blue color of the solution has turned purple, salted out and filtered. When dried, the new product forms a black powder that dissolves in water with violet-brown color, in dilute sodium hydroxide solution with black and in concentrated sulfuric acid with * blue color. In contrast to the starting dye, the new product is already soluble in cold water and remains dissolved even after its solutions have been mixed with mineral acids, so that it can be colored in a mineral acid bath. The isomeric dye from a-naphthol behaves similarly.

Claims (1)

PATENTANSPRUCR: Verfahren zur Herstellung von o-Oxyazofarbstoffen, dadurch gekennzeichnet, daß die Aminoazofarbstoffe, welche entstehen durch Reduzieren der o-Oxyazofarbstoffe aus der nitrierten Diazoverbindung der i-Aniino-2-oxynaphthalin-.4-Sulf0-säure und Naphtholen, mit Formaldehyd und Bisulfit bzw. For.maldehydschwefligesäure oder deren Salzen behandelt werden.PATENT CLAIM: Process for the production of o-oxyazo dyes, characterized in that the aminoazo dyes which are formed by reducing the o-oxyazo dyes from the nitrated diazo compound of i-aniino-2-oxynaphthalene-.4-sulfo-acid and naphthols, with formaldehyde and bisulfite or formaldehyde-sulfuric acid or whose salts are treated.
DEG68078D 1925-09-24 1926-08-28 Process for the preparation of o-oxyazo dyes Expired DE468483C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH468483X 1925-09-24

Publications (1)

Publication Number Publication Date
DE468483C true DE468483C (en) 1928-11-13

Family

ID=4515935

Family Applications (1)

Application Number Title Priority Date Filing Date
DEG68078D Expired DE468483C (en) 1925-09-24 1926-08-28 Process for the preparation of o-oxyazo dyes

Country Status (1)

Country Link
DE (1) DE468483C (en)

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