DE693022C - Process for the preparation of disazo dyes - Google Patents

Process for the preparation of disazo dyes

Info

Publication number
DE693022C
DE693022C DE1937I0057803 DEI0057803D DE693022C DE 693022 C DE693022 C DE 693022C DE 1937I0057803 DE1937I0057803 DE 1937I0057803 DE I0057803 D DEI0057803 D DE I0057803D DE 693022 C DE693022 C DE 693022C
Authority
DE
Germany
Prior art keywords
disazo dyes
preparation
carboxylic acid
acid
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
DE1937I0057803
Other languages
German (de)
Inventor
Dr Hans Schindhelm
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 DE1937I0057803 priority Critical patent/DE693022C/en
Application granted granted Critical
Publication of DE693022C publication Critical patent/DE693022C/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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02—Disazo dyes
    • C09B31/06—Disazo dyes from a coupling component "C" containing a directive hydroxyl group
    • C09B31/062—Phenols
    • C09B31/065—Phenols containing acid groups, e.g. —CO2H, —SO3H, —PO3H2, —OSO3H, —OPO2H2; Salts thereof

Landscapes

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

Description

Verfahren zur Herstellung von Disazofarbstoffen Es wurde gefunden, daß man wertvolle Disazofarbstoffe erhält, wenn man eine diazotierte I-Amino-4-acylaminobenzol-2-carbonsäure mit 2- (4'-Aminobenzoylamino) - 5-oxynaphthalin-7-sulfonsäure kuppelt, weiter diazotiert und die Diazoverbindung mit einer o-Oxyaryloarbonsäure vereinigt. Die so erhaltenen Disazofarbstoffe lassen sich sauf pflanzlichen Fasern in ihre Metallkomplexverbindungen überführen. Die so erhältlichen Färbungen zeichnen sich durch gute Wasch- und Lichtechtheit aus. Die neuen Farbstoffe sind gut löslich und besitzen ein bemerkenswertes Ziehvermögen.Process for the preparation of disazo dyes It has been found that valuable disazo dyes are obtained if a diazotized I-amino-4-acylaminobenzene-2-carboxylic acid is used with 2- (4'-aminobenzoylamino) -5-oxynaphthalene-7-sulfonic acid, further diazotized and combining the diazo compound with an o-oxyaryloarboxylic acid. The so obtained Disazo dyes can be converted into their metal complex compounds on vegetable fibers convict. The dyeings obtainable in this way are distinguished by good washfastness and lightfastness the end. The new dyes are readily soluble and have remarkable drawability.

Beispiel 256 Teile I-Amino-4-benzoylaminobenzol-2-carbonsäure werden mit 69 Teilen Natriumnitrit diazotiert. Die Suspension der Diazoverbindung läßt man bei o° unter Rühren in eine sodaalkalische Lösung von 370 Teilen 2 - (4'-Aminobenzoylamino) - 5 - oxynaphthalin-7-sulfonsäure einlaufen. Nach erfolgter Kupplung wird der Aminoazofarbstoff durch Umlösen von der überschüssigen Azokomponente befreit, erneut gelöst und mit 69 Teilen Natriumnitrit diazotiert. Die Suspension der so hergestellten Diazoverbindung läßt man in eine eisgekühlte soloalkalische Lösung von i45 Teilen I-Oxybenzol-2-carbonsäure fließen. Nach Beendigung der Umsetzung wird der Disazofarbstoff durch Auss,alzen abgetrennt, abgesaugt und gewaschen.Example 256 parts of I-amino-4-benzoylaminobenzene-2-carboxylic acid become diazotized with 69 parts of sodium nitrite. The suspension of the diazo compound leaves one at 0 ° with stirring in a soda-alkaline solution of 370 parts of 2 - (4'-aminobenzoylamino) - 5 - oxynaphthalene-7-sulfonic acid run in. After coupling has taken place, the aminoazo dye becomes freed from the excess azo component by dissolving, redissolved and with 69 parts of sodium nitrite diazotized. The suspension of the diazo compound thus prepared is left in an ice-cold solo alkaline solution of 145 parts of I-oxybenzene-2-carboxylic acid flow. After the reaction has ended, the disazo dye is salted out by salting out separated, filtered off and washed.

Der Farbstoff stellt ;getrocknet ein dunkelrotes. Pulver dar, welches sich in Wasser und in konzentrierter Schwefelsäure mit roter Farbe löst. Er färbt Baumwolle in roten Tönen, die durch Nachbehandeln mit kupferabgebenden Mitteln in ein rotstichiges Braun von guter Wasch- und Lichtechtheit übergehen.The dye represents; dried a dark red. Powder which dissolves in water and in concentrated sulfuric acid with a red color. He colors Cotton in red tones obtained by treating with copper-releasing substances Means turn into a reddish brown of good wash and lightfastness.

Ersetzt man die I-Oxybenzol-2-carbonsäure durch 6-Methyl-I-oxybenzol-2-carbonsäure, so wird ein ähnlicher Farbstoff erhalten. Bei Anwendung von I-Oxynaphthalin-2-carbonsäure als Schlußkomponente erhält man Farbstoffe, die Baumwolle in roten, durch Behandeln mit Kupfersulfatlösung in ein wasch- und lichtechtes Bordo übergehenden Tönen färben.If the I-oxybenzene-2-carboxylic acid is replaced by 6-methyl-I-oxybenzene-2-carboxylic acid, a similar dye is obtained. When using I-oxynaphthalene-2-carboxylic acid as the final component, dyes, the cotton in red, are obtained by treatment color with a copper sulphate solution in a washable and lightfast bordo color.

Claims (1)

PATENT ANSPRUCH Verfahren zur Herstellung von Disazofärbstoffen, dadurch gekennzeichnet, daß "` man eine diäzotierte I-Amino-4-acylaminobenzol-2-carbonsäure mit 2-(4'-Aminobenzoylamino )- 5 - oxynaphthälin- 7 -sulfonsäüre kuppelt, weiter diazotiert und die Diazoverbindung mit einer o-Oxyarylcarbonsäure vereinigt.PATENT CLAIM Process for the production of disazo dyes, thereby characterized that "` one is a diacid I-amino-4-acylaminobenzene-2-carboxylic acid with 2- (4'-aminobenzoylamino) -5-oxynaphthalene-7-sulfonic acid, further diazotized and the diazo compound combined with an o-oxyarylcarboxylic acid.
DE1937I0057803 1937-04-24 1937-04-24 Process for the preparation of disazo dyes Expired DE693022C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE1937I0057803 DE693022C (en) 1937-04-24 1937-04-24 Process for the preparation of disazo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1937I0057803 DE693022C (en) 1937-04-24 1937-04-24 Process for the preparation of disazo dyes

Publications (1)

Publication Number Publication Date
DE693022C true DE693022C (en) 1940-07-01

Family

ID=7194644

Family Applications (1)

Application Number Title Priority Date Filing Date
DE1937I0057803 Expired DE693022C (en) 1937-04-24 1937-04-24 Process for the preparation of disazo dyes

Country Status (1)

Country Link
DE (1) DE693022C (en)

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