DE629907C - Process for the preparation of an o-oxyazo dye - Google Patents

Process for the preparation of an o-oxyazo dye

Info

Publication number
DE629907C
DE629907C DEI51255D DEI0051255D DE629907C DE 629907 C DE629907 C DE 629907C DE I51255 D DEI51255 D DE I51255D DE I0051255 D DEI0051255 D DE I0051255D DE 629907 C DE629907 C DE 629907C
Authority
DE
Germany
Prior art keywords
dye
preparation
oxyazo
trichloro
amino
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
DEI51255D
Other languages
German (de)
Inventor
Dr Max Raeck
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 DEI51255D priority Critical patent/DE629907C/en
Application granted granted Critical
Publication of DE629907C publication Critical patent/DE629907C/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
    • C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02—Disazo dyes
    • C09B33/04—Disazo dyes in which the coupling component is a dihydroxy or polyhydroxy compound

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

Description

Verfahren zur Herstellung eines o-Oxyazofarbstoffs In der Patentschrift 157 786 sind beizenfärbende Monoazofarbstoffe beschrieben, die durch Kuppeln von dianotierten o-Aminophenolsulfonsäuren oder ihren Substitutionsprodukten mit i,5-Dioxynaphthalin entstehen.Process for the preparation of an o-oxyazo dye Patent specification 157 786 describes mordant monoazo dyes which are formed by coupling dianotated o-aminophenolsulfonic acids or their substitution products with 1,5-dioxynaphthalene.

Wie nun gefunden wurde, erhält man durch Kuppeln der bisher unbekannten dianotierten 3, 4, 6-Trichlor-2-amino-i-oxybenzo15-sulfonsäure mit i,5-Dioxynaphthalin einen Farbstoff, der, sauer auf Wolle gefärbt und nachchromiert, eine schwarze Färbung liefert, die sich vor den bisher bekannten außer durch schönere Nuance durch eine noch bessere Lichtechtheit bei vorzüglichen allgemeinen Echtheitseigenschaften auszeichnet.As has now been found, one obtains the hitherto unknown by coupling dianotated 3, 4, 6-trichloro-2-amino-i-oxybenzo15-sulfonic acid with i, 5-dioxynaphthalene a dye that, when acid-dyed on wool and then chromed, turns black delivers, which stands out from the previously known except through a more beautiful nuance through a even better light fastness with excellent general fastness properties.

Die 3, 4, 6-Trichlor-2-amino-i-oxybenzol-5-sulfonsäure ist auf folgendem Wege erhältlich: 3, 4, 6-Trichlor-2-amino-i-oxybenzol wird mit Phosgen in das Benzoxazolon übergeführt. Dieses wird sulfoniert, wobei die Sulfonsäuregruppe in die unbesetzte 5-Stellung eintritt, und der Oxazolring verseift. Beispiel 29,25 Teile 3, 4, 6-Trichlor-2-amino-i-oxybenzol-5-sulfonsäure werden in üblicher Weise diazotiert. Die erhaltene Diazoverbindung wird einer eiskalten, mit Wasser zu einem dünnen Brei verrührten Paste von 16 kg i,5-Dioxynaphthalin zugesetzt. Dann wird Natronlauge bis zur schwach alkalischen Reaktion hinzugefügt, wobei Kupplung eintritt. Diese ist schnell beendet; die überschüssige Natronlauge wird mit Salzsäure abgestumpft, wobei der Farbstoff ausfällt. Man preßt ab und trocknet. Der Farbstoff färbt Wolle aus saurem Bade stumpf violettrot. Beim Nachchromieren wird ein volles, blumiges Schwarz erhalten.The 3, 4, 6-trichloro-2-amino-i-oxybenzene-5-sulfonic acid is on the following Ways available: 3, 4, 6-trichloro-2-amino-i-oxybenzene is converted into the benzoxazolone with phosgene convicted. This is sulfonated, the sulfonic acid group in the unoccupied 5-position occurs and the oxazole ring is saponified. Example 29.25 parts of 3, 4, 6-trichloro-2-amino-i-oxybenzene-5-sulfonic acid are diazotized in the usual way. The diazo compound obtained is an ice-cold, A paste of 16 kg of i, 5-dioxynaphthalene, which was stirred with water to form a thin paste, was added. Then sodium hydroxide solution is added until the reaction is weakly alkaline, with coupling entry. This ends quickly; the excess caustic soda is mixed with hydrochloric acid blunted, whereby the dye precipitates. You squeeze and dry. The dye dyes wool from acid baths dull purple-red. When re-chrome plating, a full, Preserved flowery black.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines o-OxVazofarbstoffs, dadurch gekennzeichnet, daß man dianotierte 3, 4, 6-Trichlor-2-amino-i-oxybenzol-5-sulfonsäure mit r,5-Dioxynaphthalin kuppelt. Claim: Process for the preparation of an o-OxVazo dye, characterized in that dianotated 3, 4, 6-trichloro-2-amino-i-oxybenzene-5-sulfonic acid is coupled with r, 5-dioxynaphthalene.
DEI51255D 1934-12-19 1934-12-19 Process for the preparation of an o-oxyazo dye Expired DE629907C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI51255D DE629907C (en) 1934-12-19 1934-12-19 Process for the preparation of an o-oxyazo dye

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI51255D DE629907C (en) 1934-12-19 1934-12-19 Process for the preparation of an o-oxyazo dye

Publications (1)

Publication Number Publication Date
DE629907C true DE629907C (en) 1936-05-16

Family

ID=7193032

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI51255D Expired DE629907C (en) 1934-12-19 1934-12-19 Process for the preparation of an o-oxyazo dye

Country Status (1)

Country Link
DE (1) DE629907C (en)

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