DE417032C - Process for the preparation of acidic disazo dyes - Google Patents

Process for the preparation of acidic disazo dyes

Info

Publication number
DE417032C
DE417032C DEF52886D DEF0052886D DE417032C DE 417032 C DE417032 C DE 417032C DE F52886 D DEF52886 D DE F52886D DE F0052886 D DEF0052886 D DE F0052886D DE 417032 C DE417032 C DE 417032C
Authority
DE
Germany
Prior art keywords
acidic
preparation
disazo dyes
dyes
red
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
DEF52886D
Other languages
German (de)
Inventor
Dr Benno Homolka
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.)
Hoechst AG
Original Assignee
Hoechst 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 Hoechst AG filed Critical Hoechst AG
Priority to DEF52886D priority Critical patent/DE417032C/en
Application granted granted Critical
Publication of DE417032C publication Critical patent/DE417032C/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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02—Disazo dyes
    • C09B35/039—Disazo dyes characterised by the tetrazo component
    • C09B35/205—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene
    • C09B35/21—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene of diarylmethane or triarylmethane

Landscapes

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

Description

Verfahren zur Darstellung von sauren Disazofarbstoffen. Durch Einwirkung von aliphatischen Ketonen auf die Salze der Anilinbasen mit unbesetzter p-Stellung entstehen Diaminodiaryldialkylmethane, als deren Anfangsglied das aus Aceton und salzsaurem Anilin erhältliche Dianiinodiplienyldimethylmethan anzusprechen ist.Process for the preparation of acidic disazo dyes. By exposure of aliphatic ketones to the salts of the aniline bases with unoccupied p-positions arise Diaminodiaryldialkylmethane, as their initial link that from acetone and hydrochloric aniline available dianiinodiplienyldimethylmethane is to be addressed.

Es wurde nun gefunden, daß die Tetrazoverbindungen dieser Basen sich in alkalischer Lösung mit beliebigen Komponenten, wie beispielsweise mit Naphthol- und Aminonaphtliolsulfosäuren und mit den Sulfosäuren der Pyrazolone, zu roten, violetten und gelben Farbstoffen verbinden, welche Wolle im sauren Bade wach- und walkecht und ganz. besonders lichtecht färben.It has now been found that the tetrazo compounds of these bases are in alkaline solution with any components, such as with naphthol and aminonaphthiol sulfonic acids and with the sulfonic acids of pyrazolones, to red, violet and yellow dyes combine which wool wakes up in an acidic bath whale-proof and whole. dye especially lightfast.

Beispiel. Eine Lösung von 25,5 Gewichtsteilen Diaminodi-o-tolyldimetliy:metlian (Fp. 71 ) in der erforderlichen Menge verdünnter Salzsäure wird in bekannter Wcise mittels Nitrit tetrazotiert, worauf man die Tetrazolösung in eine sodaalkalische Lösung von 5o Gewichtsteilen i # 5-IVTaplitholsulfosäure einfließen läßt. Nach etwa 24. Stunden wird der gebildete Farbstoff ausgesalzen, filtriert, gepreßt und getrocknet. Derselbe stellt ein braunrotes, kristallinisches Pulver dar, leicht löslich in Wasser mit roter Farbe, und färbt Wolle im sauren Bade blaustichig rot.Example. A solution of 25.5 parts by weight of diaminodi-o-tolyldimetliy: metalian (melting point 71 ) in the required amount of dilute hydrochloric acid is tetrazotized in a known manner by means of nitrite, whereupon the tetrazo solution is poured into a soda-alkaline solution of 50 parts by weight of i # 5-IV-taplitholsulfonic acid leaves. After about 24 hours, the dye formed is salted out, filtered, pressed and dried. It is a brownish-red, crystalline powder, easily soluble in water with a red color, and dyes wool in an acidic bath with a bluish red tinge.

Bei gleicher Arbeitsweise erhält man z. B. aus Diaminodiphenyldimethy:methan(F*V.i3z°) und Pyrazolonsulfosäure einen gelben, aus Diaminodiphenylmethyläthylmetlian (Fp. 78°) und i-Amino-8-naphthol-.l-sulfosäure einen violetten Farbstoff.With the same method of operation one obtains z. B. from diaminodiphenyldimethy: methane (F * V.i3z °) and pyrazolone sulfonic acid a yellow, from Diaminodiphenylmethyläthylmetlian (m.p. 78 °) and i-amino-8-naphthol-.l-sulfonic acid a purple dye.

Claims (1)

PATENT-ANsPILUcii: Verfahren zur Herstellung von sauren Disazofarbstoffen, dadurch gekennzeichnet, daß man Tetrazoverbindungen der Diaminodiaryldiall<ylmethane mit Naphthol-, Aminonaphthol- oder Pyrazolonsulfosäuren kuppet.PATENT-ANsPILUcii: Process for the production of acidic disazo dyes, characterized in that one tetrazo compounds of the diaminodiaryldiall <ylmethane with naphthol, aminonaphthol or pyrazolone sulfonic acids.
DEF52886D 1922-11-11 1922-11-11 Process for the preparation of acidic disazo dyes Expired DE417032C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF52886D DE417032C (en) 1922-11-11 1922-11-11 Process for the preparation of acidic disazo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF52886D DE417032C (en) 1922-11-11 1922-11-11 Process for the preparation of acidic disazo dyes

Publications (1)

Publication Number Publication Date
DE417032C true DE417032C (en) 1925-08-05

Family

ID=7105820

Family Applications (1)

Application Number Title Priority Date Filing Date
DEF52886D Expired DE417032C (en) 1922-11-11 1922-11-11 Process for the preparation of acidic disazo dyes

Country Status (1)

Country Link
DE (1) DE417032C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2251386A1 (en) * 2009-05-14 2010-11-17 Clariant International Ltd. Pyrazolone bisazo dyes
EP2251385A1 (en) * 2009-05-14 2010-11-17 Clariant International Ltd. Pyrazolone bisazo dyes

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2251386A1 (en) * 2009-05-14 2010-11-17 Clariant International Ltd. Pyrazolone bisazo dyes
EP2251385A1 (en) * 2009-05-14 2010-11-17 Clariant International Ltd. Pyrazolone bisazo dyes

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