DE744301C - Process for the production of water-insoluble azo dyes on the fiber - Google Patents

Process for the production of water-insoluble azo dyes on the fiber

Info

Publication number
DE744301C
DE744301C DEI67947D DEI0067947D DE744301C DE 744301 C DE744301 C DE 744301C DE I67947 D DEI67947 D DE I67947D DE I0067947 D DEI0067947 D DE I0067947D DE 744301 C DE744301 C DE 744301C
Authority
DE
Germany
Prior art keywords
fiber
water
azo dyes
insoluble azo
production
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
DEI67947D
Other languages
German (de)
Inventor
Dr Ernst Heinrich
Dr Werner Zerweck
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 DEI67947D priority Critical patent/DE744301C/en
Application granted granted Critical
Publication of DE744301C publication Critical patent/DE744301C/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
    • C09B29/22—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of heterocyclic compounds

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

Description

Verfahren zur Herstellung von wasserunlöslichen Azofarbstoffen auf der Faser Es wurde gefunden, daß man zu wertvollen wasserunlöslichen Azofarbstoffen gelangt, wenn man die Diazoverbindungen von Aminen der allgemeinen Formel auf der Faser mit Arylamiden von o-Oxycarbonsäuren des Diphenylenoxyds und Diphenylensulfids vereinigt.Process for the preparation of water-insoluble azo dyes on the fiber It has been found that valuable water-insoluble azo dyes are obtained by using the diazo compounds of amines of the general formula combined on the fiber with aryl amides of o-oxycarboxylic acids of diphenylene oxide and diphenylene sulfide.

Die so erhältlichen neuen Farbstoffe ergeben wertvolle Färbungen und Drucke, die durch gute Echtheitseigenschaften, vor allen eine sehr gute Lichtechtheit, .ausgezeichnet sind., worin sie analoge, unter Verwendung von r-Diazo-2, 5-dihalogenbenzolen herge-_ stellte Farbstoffe übertreffen (vgl. die Patentschriften 594 326 und 596 753).The new dyes obtainable in this way give valuable colorations and Prints that have good fastness properties, above all very good lightfastness, .are distinguished., in which they are analogous, using r-diazo-2, 5-dihalobenzenes produced dyes outperform (see patents 594 326 and 596 753).

Beispiel 50 g abgekochtes Baumwollgarn werden in dem nachstehenden Grundierun.gsbade a 1;'2 Stunde behandelt, durch Abwinden, Abquetschen oder Schleudern gut entwässert und in dem nachstehenden Färbebade b 1/2 Stunde entwickelt. a) Grundierungsbad: g t-(3'-Oxydiphenylenoxyd-2'-car- boyl,amino)-2, 5-dimethoxybenzol, d ccm Türkischrotöl, 6 ccm VTatronlauge 33° B6, 2 ccm Forlnaldehydlösung 300%ig, 500 ccm kochendes Wasser, r1 b) Färbebad: 1,7 g i Ami-üö-2, 3-dichlorbenzol werden mit 2,8 g Salzsäure 22° Be und 0,7 g in etwas Wasser gelöstem Natrium- n.itrit unter Eiszusatz diazotiert. Nach Beendigung der Diazotierung. stumpft man mit etwa 2,5 g Natriumacetat ab, setzt eine Lösung von 15,09 Kochsalz in Wasser zu und stellt auf, 11 Dann wird das Färbegut gespült, kochend geseift, nochmals gespült und getrocknet. Man erhält so eine gelbstichigbraune Färbung von sehr guter Lichtechtheit und guten Naßechtheiten.EXAMPLE 50 g of boiled cotton yarn are treated in the priming bath below for 1; 2 hours, drained well by winding, squeezing or spinning and developed in the dyebath below for 1/2 hour. a) primer bath: g t- (3'-oxydiphenylene oxide-2'-car- boyl, amino) -2, 5-dimethoxybenzene, d ccm turkish red oil, 6 ccm V sodium hydroxide solution 33 ° B6, 2 cc formaldehyde solution 300%, 500 cc of boiling water, r1 b) dye bath: 1.7 gi Ami-üö-2, 3-dichlorobenzene become with 2.8 g hydrochloric acid 22 ° Be and 0.7 g of sodium dissolved in a little water n.itrite diazotized with the addition of ice. After the end of the diazotization. one is blunted with about 2.5 g of sodium acetate off, sets a solution from 15.09 table salt in water and sets au f, 11 The material to be dyed is then rinsed, soaped at the boil, rinsed again and dried. A yellowish brown dyeing of very good light fastness and good wet fastness properties is obtained in this way.

Claims (1)

P ATENTANSPRUCFI Verfahren zur Herstellung von wasserunlöslichen Azofarbstoffen auf der Faser, dadurch gekennzeichnet, daß man Diazoverbindungen von Aminen der allgemeinen Formel auf der Faser mit Arylamiden vo l o-Oxicarbonsäuren des Diphenv_lenoxyds und DiphenyIensulfids vereinigt. Zur Abgrenzung des Anmeldungsgegenstandes vom Stand der Technik sind im Erteilungsverfahren folgende Druckschriften in ,Betracht gezogen worden: deutsche Patentschriften . . . . 1 r. ;; i 88o, 594326, 596753 und 62o459.P ATENTANSPRUCFI Process for the preparation of water-insoluble azo dyes on the fiber, characterized in that diazo compounds of amines of the general formula combined on the fiber with aryl amides of o-oxicarboxylic acids of diphenylene oxide and diphenylene sulfide. To distinguish the subject of the application from the state of the art, the following publications were considered in the granting procedure: German patents. . . . 1 r. ;; i 88o, 594326, 596753 and 62o459.
DEI67947D 1939-08-02 1939-08-02 Process for the production of water-insoluble azo dyes on the fiber Expired DE744301C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI67947D DE744301C (en) 1939-08-02 1939-08-02 Process for the production of water-insoluble azo dyes on the fiber

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI67947D DE744301C (en) 1939-08-02 1939-08-02 Process for the production of water-insoluble azo dyes on the fiber

Publications (1)

Publication Number Publication Date
DE744301C true DE744301C (en) 1944-01-20

Family

ID=7196804

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI67947D Expired DE744301C (en) 1939-08-02 1939-08-02 Process for the production of water-insoluble azo dyes on the fiber

Country Status (1)

Country Link
DE (1) DE744301C (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE551880C (en) * 1928-11-17 1932-06-07 I G Farbenindustrie Akt Ges Process for the preparation of water-insoluble azo dyes
DE594326C (en) * 1932-10-06 1934-03-15 I G Farbenindustrie Akt Ges Process for the production of water-insoluble azo dyes
DE596753C (en) * 1932-11-02 1934-05-09 I G Farbenindustrie Akt Ges Process for the production of water-insoluble azo dyes
DE620459C (en) * 1931-04-19 1935-10-22 I G Farbenindustrie Akt Ges Process for the preparation of water-insoluble azo dyes

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE551880C (en) * 1928-11-17 1932-06-07 I G Farbenindustrie Akt Ges Process for the preparation of water-insoluble azo dyes
DE620459C (en) * 1931-04-19 1935-10-22 I G Farbenindustrie Akt Ges Process for the preparation of water-insoluble azo dyes
DE594326C (en) * 1932-10-06 1934-03-15 I G Farbenindustrie Akt Ges Process for the production of water-insoluble azo dyes
DE596753C (en) * 1932-11-02 1934-05-09 I G Farbenindustrie Akt Ges Process for the production of water-insoluble azo dyes

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