DE505885C - Process for the production of brown colors on cellulose esters and ethers - Google Patents

Process for the production of brown colors on cellulose esters and ethers

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Publication number
DE505885C
DE505885C DEI29325D DEI0029325D DE505885C DE 505885 C DE505885 C DE 505885C DE I29325 D DEI29325 D DE I29325D DE I0029325 D DEI0029325 D DE I0029325D DE 505885 C DE505885 C DE 505885C
Authority
DE
Germany
Prior art keywords
production
ethers
cellulose esters
brown
brown colors
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
DEI29325D
Other languages
German (de)
Inventor
Dr Erich Fischer
Dr Carl Erich Mueller
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 DEI29325D priority Critical patent/DE505885C/en
Application granted granted Critical
Publication of DE505885C publication Critical patent/DE505885C/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B51/00Nitro or nitroso dyes

Landscapes

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

Description

Verfahren zur Herstellung brauner Färbungen auf Celluloseestern und. -äthern Es ist bekannt, Acetatseide mit löslichen oder unlöslichen Nitrodiarylaminen zu färben. Alle diese Farbstoffe ergeben nur gelbe bis orange Färbungen.Process for the production of brown colorations on cellulose esters and. -ether It is known to use acetate silk with soluble or insoluble nitrodiarylamines to color. All of these dyes only give yellow to orange colorations.

Es ist nun gefunden worden, daß eine bestimmte Gruppe von Nitroarylaminodiarylaminen von den nachstehend angegebenen allgemeinen Formeln kräftige, in den meisten Fällen braune Färbungen auf Acetylcellulose ergeben: In Formel t bedeuten zwei X Nitrogruppen, das dritte X eine Carboxylgruppe. In Formel z stellen zwei X Nitrogruppen, das dritte X einen beliebigen Substituentendar. Freie Sulfogruppen sollen in der Formel ausgeschlossen sein. Daneben können die Farbstoffe noch andere Gruppen, wie beispielsweise OH, NH2, CH3 usw., enthalten. Es war in keiner Weise vorauszusehen, daß diese Farbstoffe kräftige Färbungen auf Acetylcellulose ergeben würden, besonders deshalb nicht, weil die analogen Farbstoffe ohne eine Carboxylgruppe nicht oder praktisch unbrauchbar auf Acetatseide ziehen.It has now been found that a certain group of nitroarylaminodiarylamines of the general formulas given below give strong, in most cases brown colorations on acetylcellulose: In formula t, two X denote nitro groups, the third X denote a carboxyl group. In formula z, two X represent nitro groups, the third X represent any substituent. Free sulfo groups should be excluded from the formula. The dyes can also contain other groups, such as OH, NH2, CH3, etc. It could not be foreseen in any way that these dyes would give strong colorations on acetyl cellulose, especially not because the analogous dyes without a carboxyl group do not, or are practically unusable, do not apply to acetate silk.

Die nach dem vorliegenden Verfahren zum Färben von Acetatseide verwendeten Nitroarylaminodiarylaminocarbonsäuren kann man herstellen, indem man Nitrohalogenaryle, welche bewegliche Halogenatome enthalten, -zweckmäßig in Gegenwart eines Lösungsmittels und eines säurebindenden Mittels auf Aminodiarylamine in molekularen Mengen einwirken läßt. B e i s p i e l e. z. = kg Acetatseide wird in einem Färbebade, welches -zo g des Farbstoffes enthält, in der üblichen Weise mit oder ohne Zusatz von Salzen oder Säuren oder Schutzkolloiden 3/4 bis z Stunde lang bei 6o bis 7o° C gefärbt. Die erhaltene kräftige rotbraune Färbung besitzt gute Echtheitseigenschaften. 2. r kg Acetatseide wird in der im Beispiel t beschriebenen Weise mit 20 g des Farbstoffes gefärbt. Man erhält ein Gelbbraun von gleichfalls guten Echtheitseigenschaften.The nitroarylaminodiarylaminocarboxylic acids used according to the present process for dyeing acetate silk can be prepared by allowing nitrohalogenaryls which contain mobile halogen atoms to act on aminodiarylamines in molecular amounts, expediently in the presence of a solvent and an acid-binding agent. Example ez = kg acetate silk is in a dye bath, which -zo g of the dye contains, colored in the usual way with or without the addition of salts or acids or protective colloids for 3/4 to z hour at 6o to 7o ° C. The strong red-brown dyeing obtained has good fastness properties. 2. r kg of acetate silk is mixed in the manner described in Example t with 20 g of the dye colored. A yellow-brown with equally good fastness properties is obtained.

Ähnliche Färbungen werden mit Farbstoffen folgender Konstitution erzielt: Similar colorations are achieved with dyes of the following constitution:

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung brauner Färbungen auf Celluloseestern und -äthern, dadurch gekennzeichnet, daß man zum Färben solche von freien Sulfogruppen freie Farbstoffe verwendet, welche durch Kondensation von p-Aminodiphenylamin einschließlich. seiner Homologen oder Substitutionsprodukte mit Dinitrohalogenarylen der allzemeinen Formel erhalten werden können, wobei mindestens zwei X Nitrogruppen sind, während das dritte X einen beliebigen Substituenten darstellt, und der fertig gebildete Farbstoff wenigstens eine Carboxylgruppe enthält:Claim: A process for the production of brown dyeings on cellulose esters and ethers, characterized in that those dyes free of free sulfo groups are used for dyeing, including those obtained by condensation of p-aminodiphenylamine. its homologues or substitution products with dinitrohalogenaryls of the general formula can be obtained, where at least two X are nitro groups, while the third X represents any substituent, and the finished dye contains at least one carboxyl group:
DEI29325D 1926-10-19 1926-10-19 Process for the production of brown colors on cellulose esters and ethers Expired DE505885C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI29325D DE505885C (en) 1926-10-19 1926-10-19 Process for the production of brown colors on cellulose esters and ethers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI29325D DE505885C (en) 1926-10-19 1926-10-19 Process for the production of brown colors on cellulose esters and ethers

Publications (1)

Publication Number Publication Date
DE505885C true DE505885C (en) 1930-08-27

Family

ID=7187285

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI29325D Expired DE505885C (en) 1926-10-19 1926-10-19 Process for the production of brown colors on cellulose esters and ethers

Country Status (1)

Country Link
DE (1) DE505885C (en)

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