DE742661C - Process for the production of azo dyes - Google Patents

Process for the production of azo dyes

Info

Publication number
DE742661C
DE742661C DEI63471D DEI0063471D DE742661C DE 742661 C DE742661 C DE 742661C DE I63471 D DEI63471 D DE I63471D DE I0063471 D DEI0063471 D DE I0063471D DE 742661 C DE742661 C DE 742661C
Authority
DE
Germany
Prior art keywords
production
azo dyes
contain
amino
diazotized
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
DEI63471D
Other languages
German (de)
Inventor
Dr Georg Matthaeus
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 DEI63471D priority Critical patent/DE742661C/en
Application granted granted Critical
Publication of DE742661C publication Critical patent/DE742661C/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08—Amino benzenes

Landscapes

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

Description

Verfahren zur Herstellung von Azofarbstoffen Gegenstand des Patents 693 66o ist ein Verfahren zur Herstellung von Azofarbstoffen, welches dadurch gekennzeichnet ist, daß man diazotierte i-Amino-4-nitro-2-halogenbenzol-6-sulfons:äuren mit Dialkylaminobenzolen kuppelt, die in 3-Stellung einen Subs.tituenben, jedoch keine Sulfonsäuregruppe enthalten und in denen die N-Alkylgruppen substituiert sein können.Process for the production of azo dyes The subject of patent 693 66o is a process for the production of azo dyes, which is characterized in that diazotized i-amino-4-nitro-2-halobenzene-6-sulfonic acids are coupled with dialkylaminobenzenes, which are shown in 3 -Position a Subs.tituenben, but contain no sulfonic acid group and in which the N-alkyl groups can be substituted.

Wie nun weiter gefunden wurde, erhält man gleichfalls wertvolle Lederfarbstoffe, wenn man diazotierte i-Amino-2-hälogen-4-nitrobenzol-6-sulfonsäuren ' mit Dialkylaminobenzolen kuppelt, die in 3-Stellung einen Substituenten, jedoch keine Sulfons.äuregruppe enthalten und in denen die N-Alkylgruppen substituiert sein können und in mindestens einer N-Alkylgruppe einen Cyanrest enthalten. Die erhaltenen Farbstoffe ergeben auf Leder schöne braune Töne von guten Echtheitseigenschaften und besonders einer sehr guten Lichtechtheit. Sie sind hierin den bekannten Azofarbstoffen aus diazotierter i-Amino-4-nitrobenzol-2-sulfonsäure und i-Dioxalkylamino-3-methylbenzolen überlegen und übertreffen diese auch hinsichtlich ihrer Wasser- und Säureechtheit. Beispiel 27,5 Teile i-amino-2-chlor-4-nitrobenzol-6-sulfonsaures Natrium werden auf üblichem Wege diazotilert und zu einer Lösung von 20,4 Teilen i-N-Oxäthyl-N-cyanäthylamino-3-methylbenzol in verdünnter Salzsäure gegeben. Nach beendeter Kupplung wird der Farbstoff abgesaugt, neutral gestellt, ausgesalzen und getrocknet. Der Farbstoff ist ein braunes Pulver, das sich in Wasser mit rotbrauner Farbe löst. Leder wird in braunen Tönen völlig gleichmäßig durchgefärbt.As has now been found, you also get valuable leather dyes, if you diazotized i-amino-2-halo-4-nitrobenzene-6-sulfonic acids' with dialkylaminobenzenes couples that have a substituent in the 3-position, but not a sulfonic acid group contain and in which the N-alkyl groups can be substituted and in at least an N-alkyl group contain a cyano radical. The obtained dyes result beautiful brown tones with good fastness properties and especially one on leather very good lightfastness. They are diazotized from the known azo dyes i-Amino-4-nitrobenzene-2-sulfonic acid and i-dioxalkylamino-3-methylbenzenes superior and also surpass them in terms of their water and acid fastness. example 27.5 parts of i-amino-2-chloro-4-nitrobenzene-6-sulfonic acid sodium are used on the usual Ways diazotilert and to a solution of 20.4 parts of i-N-oxethyl-N-cyanoethylamino-3-methylbenzene given in dilute hydrochloric acid. After the coupling is complete, the dye is suctioned off, neutralized, salted out and dried. The dye is a brown powder, which dissolves in water with a red-brown color. Leather turns out entirely in brown tones evenly colored.

Claims (1)

PATENTANSPRUCH: Abänderung des Verfahrens zur Herstellung von Azofarbstoffen nach Patent 693 66o, dadurch gekennzeichnet, dah man . hier diazotierte i-Amino-z-halogen-4.-nitrobenzol-6-sulfonsäuren mit Dialkylaminobenzolen kuppelt, die in 3-Stellung einen# Substituenten, jedoch keine Sulfonsäuregruppe enthalten und in denen die N-Alkylgruppen substituiert sein können und in mindestens einer N-Alkylgruppe einen Cyanrest enthalten. Zur Abgrenzung des Anmeldungsgegenstandes vom Stand der Technik ist im Erteilungsverfahren folgende Druckschrift in Betracht gezogen worden deutsche Patentschrift ...... \r. 622 753.PATENT CLAIM: Modification of the process for the production of azo dyes according to patent 693 66o, characterized in that there is one. here diazotized i-amino-z-halogen-4.-nitrobenzene-6-sulfonic acids with dialkylaminobenzenes which contain a # substituent in the 3-position but no sulfonic acid group and in which the N-alkyl groups can be substituted and in at least one N -Alkyl group contain a cyano radical. To distinguish the subject matter of the application from the state of the art, the following publication was considered in the granting procedure: German patent specification ...... \ r. 622 753.
DEI63471D 1937-10-24 1937-10-24 Process for the production of azo dyes Expired DE742661C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI63471D DE742661C (en) 1937-10-24 1937-10-24 Process for the production of azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI63471D DE742661C (en) 1937-10-24 1937-10-24 Process for the production of azo dyes

Publications (1)

Publication Number Publication Date
DE742661C true DE742661C (en) 1943-12-14

Family

ID=7195910

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI63471D Expired DE742661C (en) 1937-10-24 1937-10-24 Process for the production of azo dyes

Country Status (1)

Country Link
DE (1) DE742661C (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE622753C (en) * 1933-12-08 1935-12-05 Geigy Ag J R Process for dyeing leather

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE622753C (en) * 1933-12-08 1935-12-05 Geigy Ag J R Process for dyeing leather

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