DE567286C - Process for the preparation of water-insoluble azo dyes - Google Patents

Process for the preparation of water-insoluble azo dyes

Info

Publication number
DE567286C
DE567286C DEI42136D DEI0042136D DE567286C DE 567286 C DE567286 C DE 567286C DE I42136 D DEI42136 D DE I42136D DE I0042136 D DEI0042136 D DE I0042136D DE 567286 C DE567286 C DE 567286C
Authority
DE
Germany
Prior art keywords
water
preparation
azo dyes
insoluble azo
carboylamino
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
DEI42136D
Other languages
German (de)
Inventor
Dr August Modersohn
Dr Friedrich Muth
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 DEI42136D priority Critical patent/DE567286C/en
Application granted granted Critical
Publication of DE567286C publication Critical patent/DE567286C/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/18—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides
    • C09B29/20—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of the naphthalene series

Landscapes

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

Description

Verfahren zur Darstellung von wasserunlöslichen Azofarbstoffen Es wurde gefunden, daß man zu orange färbenden wasserunlöslichen Azofarbstoffen von guten Echtheitseigenschaften, insbesondere guter Lichtechtheit, gelangt, wenn man dianotiertes 3-Aminodiphenylsulfon mit Aryliden der 2 # 3-Oxynaphthoesäure von der allzemeinen Formel für sich oder auf der Faser kuppelt. In der Formel bedeutet X Alkyl und Y Wasserstoff oder Chlor.Process for the preparation of water-insoluble azo dyes It has been found that orange-colored, water-insoluble azo dyes with good fastness properties, in particular good lightfastness, are obtained if dianotated 3-aminodiphenylsulfone with arylides of 2 # 3-oxynaphthoic acid of the general formula for itself or on the fiber. In the formula, X denotes alkyl and Y denotes hydrogen or chlorine.

Beispiel i 5o g Baumwollgarn werden mit einer Lösung von 3 g i-(2'-Oxynaphthalin-3'-carboylamino)-2-methyl-4.-chlorbenzol, b ccm Türkischrotöl und 9 ccm Natronlauge von 38° Be in I 1 Wasser 1(= Stunde behandelt. Dann wird abgequetscht, mit einer Diazolösung, die 2,35 g 3-Aminodiphenylsulfon im Liter enthält, % Stunde entwickelt, hierauf gespült, geseift und getrocknet. Man erhält ein klares Orange von sehr guter Chlor-, Koch- und Lichtechtheit.Example i 50 g of cotton yarn are mixed with a solution of 3 g of i- (2'-oxynaphthalene-3'-carboylamino) -2-methyl-4.-chlorobenzene, b ccm Turkish red oil and 9 ccm sodium hydroxide solution of 38 ° Be in 1 1 water 1 (= hour treated. Then it is squeezed off, with a diazo solution, the 2.35 g of 3-aminodiphenyl sulfone contains in the liter, developed for% hour, then rinsed, soaped and dried. A clear orange of very good fastness to chlorine, cooking and light is obtained.

Verwendet man in dem obigen Beispiel an Stelle des i-(2'-Oxynaphthalin-3'-carboylamino) - 2-methyl-4-chlorbenzols das I - (2'-Oxynaphthalin-3`-carboylamino) - 2-inetliy1-benzol, so erhält man ein rotstichiges Orange von ähnlichen guten Echtheitseigenschaften. Beispiel e =33g 3-Aminodiphenylsulfon werden in der üblichen Weise in salzsaurer Lösung dianotiert und die Diazoverbindung mit einer sodaalkalischen Lösung von 277 g I-(2'-Oxynaphthalin-3'-carboylamino) -2-methylbenzol gekuppelt. Der orangerote Niederschlag wird abfiltriert, ausgewaschen und getrocknet.If one uses in the above example instead of the i- (2'-oxynaphthalene-3'-carboylamino) - 2-methyl-4-chlorobenzene I - (2'-oxynaphthalene-3`-carboylamino) - 2-methyl-1-benzene, in this way a reddish-tinged orange with similar good fastness properties is obtained. Example e = 33 g of 3-aminodiphenyl sulfone are in the usual manner in hydrochloric acid Solution dianotized and the diazo compound with a soda-alkaline solution of 277 g of I- (2'-oxynaphthalene-3'-carboylamino) -2-methylbenzene coupled. The orange-red Precipitate is filtered off, washed out and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von wasserunlöslichenAzofarbstoffen,dadurchgekennzeichnet, daß man dianotiertes 3-Aminodiphenylsulfon mit Aryliden der 2 # 3-Oxynaphthoesäure von der allgemeinen Formel worin X Alkyl und Y Wasserstoff oder Chlor bedeutet, für sich oder auf der Faser kuppelt. Claim: Process for the preparation of water-insoluble azo dyes, characterized in that dianotated 3-aminodiphenylsulfone with arylides of 2 # 3-oxynaphthoic acid of the general formula wherein X is alkyl and Y is hydrogen or chlorine, coupling alone or on the fiber.
DEI42136D 1931-07-23 1931-07-23 Process for the preparation of water-insoluble azo dyes Expired DE567286C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI42136D DE567286C (en) 1931-07-23 1931-07-23 Process for the preparation of water-insoluble azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI42136D DE567286C (en) 1931-07-23 1931-07-23 Process for the preparation of water-insoluble azo dyes

Publications (1)

Publication Number Publication Date
DE567286C true DE567286C (en) 1932-12-30

Family

ID=7190707

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI42136D Expired DE567286C (en) 1931-07-23 1931-07-23 Process for the preparation of water-insoluble azo dyes

Country Status (1)

Country Link
DE (1) DE567286C (en)

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