DE626191C - Process for the production of azo dyes - Google Patents

Process for the production of azo dyes

Info

Publication number
DE626191C
DE626191C DEI49085D DEI0049085D DE626191C DE 626191 C DE626191 C DE 626191C DE I49085 D DEI49085 D DE I49085D DE I0049085 D DEI0049085 D DE I0049085D DE 626191 C DE626191 C DE 626191C
Authority
DE
Germany
Prior art keywords
production
azo dyes
dyes
parts
aminobenzene
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
DEI49085D
Other languages
German (de)
Inventor
Dr Erich Baumann
Dr Georg Matzdorf
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 DEI49085D priority Critical patent/DE626191C/en
Application granted granted Critical
Publication of DE626191C publication Critical patent/DE626191C/en
Expired legal-status Critical Current

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
    • 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)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Description

Verfahren zur Herstellung von Azofarbstoffen Aus der Patentschrift 479 343 ist bekanntgeworden, da.ß Azofarbstoffe, die durch Kuppeln beliebiger Diazoverbindungen, besonders der Benzol- oder Naphthalinreihe, mit den N-Dioxalkylderivaten aromatischer Amineentstehen, z. B. die Farbstoffe aus diazotiertem 4-Nitro- i -aminobenzol und Di- (oxäthyl) -aminobenzol, aus diazotiertem 3, 4., 5 - Trichlori-aminobenzol und Di-(oxäthyl)-aniinob.enzol, aus diazotiertem 4-Nitro-i-aminobenzol und i-Di-(oxäthyl)-amino-3-methylbenzol und aus diazotiertem 2, 4-Dinitro-i-aminobenzol und i -Di-(oxäthyl)-axnino-3-methylbenzol, sich durch die Klarheit, Wasch-, Wasser- und Lichtechtheit der mit ihnen auf Acetatseide erbältlichen Färbungen auszeichnen.Process for the preparation of azo dyes From the patent 479 343 has become known that azo dyes are formed by coupling any diazo compounds, especially of the benzene or naphthalene series, with the N-dioxalkyl derivatives more aromatic Amines arise, e.g. B. the dyes from diazotized 4-nitro- i -aminobenzene and Di (oxethyl) aminobenzene, from diazotized 3, 4, 5 - trichloro-aminobenzene and Di- (oxäthyl) -aniinob.enzol, from diazotized 4-nitro-i-aminobenzene and i-di- (oxäthyl) -amino-3-methylbenzene and from diazotized 2, 4-dinitro-i-aminobenzene and i -di (oxäthyl) -axnino-3-methylbenzene, distinguished by the clarity, wash, water and lightfastness of the acetate silk with them distinguish hereditary colorations.

Wie nun gefunden wurde, werden diese Farbstoffe hinsichtlich der Lichtechtheit ihrer Färbungen noch beträchtlich von Farbstoffen übertroffen, die durch Kuppeln der Diazoverbindungen von i-An-iino-2, 6-dihalogen-4. - nitr ob,enzol mit i - Di - (oxalkyl) - amino-3-methylbenzolen ,erhalten werden, die keine weiteren Kernsubstituentenenthalten. Man erhält satte, braune Färbungen, deren Wasch-und Wasserechtheit auf Acetatseide gleichfalls recht gut ist. Vor den bekannten, unter Verwendung der gleichen Kuppliuigskoinponente aufgebauten Azofarbstoffen zeichnen sich die neuen Farbstoffe durch bessere Lichtechtheit aus. Beispiel i Man bereitet eine Diazolösung, indem man bei 25 bis 30°C 20,7 Teile 2, 6-Dichlori-amino-4-nitrobenzol in durch Eitragen von 7 Teilen Natriumnitrit in i3o Teile konzentrierter Schwefelsäure bereitete Nitrosy1schwefelsäureeinrührt und die Masse hierauf durch Aufgießen .auf Eis stark verdünnt. Die filtrierte schwefelsaure Diazolösung läuft in eine kalte Lösung von 19,5 Teilen i-Di-(oxäthyl)-amino-3-methylbenzol in 2o Teilen Salzsäure 23'B6 und 8oo Teilen Wasser ein. Man stumpft hierauf bis zur Beendigung der Kupplung mit Natronlauge ab. Der entstandene Farbstoff färbt Aoetatseide in rotbraunen Tönen von sehr guter Lichtechtheit. Beispiel 2 Ersetzt man das 2, 6-DicMor-i-amino-4-nitrobenzol durch 29,6 Teile 2, 6-Dibromi-amino-4-nitrobenzol, so erhält man einen Farbstoff, der Acetatseide ebenfalls in lichtechten, rotbraunen Tönen färbt.As has now been found, with regard to the lightfastness of their colorations, these dyes are still considerably exceeded by dyes obtained by coupling the diazo compounds of i-an-iino-2, 6-dihalo-4. - nitr ob, enzene with i - di - (oxalkyl) - amino-3-methylbenzenes, which contain no further core substituents. Rich, brown dyeings are obtained, the washfastness and waterfastness of which on acetate silk are also very good. Before the known azo dyes built up using the same coupling component, the new dyes are distinguished by better lightfastness. EXAMPLE i A diazo solution is prepared by stirring 20.7 parts of 2,6-dichloroamino-4-nitrobenzene into nitrososulfuric acid, prepared by carrying 7 parts of sodium nitrite into 130 parts of concentrated sulfuric acid, at 25 to 30 ° C., and pouring the mass onto it . Strongly diluted on ice. The filtered sulfuric acid diazo solution runs into a cold solution of 19.5 parts of i-di (oxethyl) amino-3-methylbenzene in 20 parts of hydrochloric acid 23'B6 and 800 parts of water. It is then blunted with sodium hydroxide solution until the coupling is complete. The resulting dye dyes acetate silk in red-brown shades of very good lightfastness. Example 2 If the 2,6-DicMor-i-amino-4-nitrobenzene is replaced by 29.6 parts of 2,6-dibromi-amino-4-nitrobenzene, a dye is obtained which also dyes acetate silk in lightfast, red-brown shades .

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Azofarb- stoffen, dadurch gekennzeichnet, daß man die Diazoverbindung von 4-Nitro-2, 6-di- halogen-i-aminobenzol mit i-Di-_(oxalkyl)- anlinO-3-methylbenZOlen kuppelt, die keine weiteren Kernsubstituenten enthalten.
PATENT CLAIM: Process for the production of azo color fabrics, characterized in that one the diazo compound of 4-nitro-2, 6-di- halogen-i-aminobenzene with i-di -_ (oxalkyl) - anlin O-3-methylbenZOlen couples that no contain further core substituents.
DEI49085D 1934-02-23 1934-02-23 Process for the production of azo dyes Expired DE626191C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI49085D DE626191C (en) 1934-02-23 1934-02-23 Process for the production of azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI49085D DE626191C (en) 1934-02-23 1934-02-23 Process for the production of azo dyes

Publications (1)

Publication Number Publication Date
DE626191C true DE626191C (en) 1936-02-21

Family

ID=7192476

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI49085D Expired DE626191C (en) 1934-02-23 1934-02-23 Process for the production of azo dyes

Country Status (1)

Country Link
DE (1) DE626191C (en)

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