DE571737C - Process for the preparation of Kuepen dyes - Google Patents

Process for the preparation of Kuepen dyes

Info

Publication number
DE571737C
DE571737C DEI40382D DEI0040382D DE571737C DE 571737 C DE571737 C DE 571737C DE I40382 D DEI40382 D DE I40382D DE I0040382 D DEI0040382 D DE I0040382D DE 571737 C DE571737 C DE 571737C
Authority
DE
Germany
Prior art keywords
preparation
kuepen dyes
dyes
diamines
kuepen
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
DEI40382D
Other languages
German (de)
Inventor
Dr Wilhelm Eckert
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 DEI40382D priority Critical patent/DE571737C/en
Application granted granted Critical
Publication of DE571737C publication Critical patent/DE571737C/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
    • C09B57/00—Other synthetic dyes of known constitution
    • C09B57/12—Perinones, i.e. naphthoylene-aryl-imidazoles

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Darstellung von Küpenfarbstoffen Bei der Kondensation von I ₧ 4 ₧ 5 ₧ 8-Naphthalintetracarbonsäure und deren Derivaten bzw. deren Anhydriden mit o-Diaminen entstehen gemäß der Patentschrift 43o632 Küpenfarbstoffe.Process for the preparation of vat dyes During condensation of I ₧ 4 ₧ 5 ₧ 8-naphthalenetetracarboxylic acid and its derivatives or their anhydrides with o-diamines are formed according to patent 43o632 vat dyes.

Bei der weiteren Bearbeitung dieser neuen Farbstoffklasse wurde nun gefunden, daß deren Vertreter auch dargestellt werden können, wenn man I ₧ q4 ₧ 5 ₧ 8-Naphthalintetracarbonsäuredialkyl- oder -arylimide mit o-Diaminen kondensiert: Die Reaktion sei im einfachsten Fall durch folgendes Reaktionsschema zum Ausdruck gebracht: Diese Verdrängung des Arylaminorestes ist sehr überraschend, um so mehr, als z. B. das I ₧ 4 ₧ 5 ₧ 8-Naphthalintetracarbonsäurediimidzu dieser Reaktion nicht befähigt ist. Beispiele I. Io Gewichtsteile I ₧ 4 ₧ 5 ₧ 8-Naphthalintetracarbonsäurediphenylimidwerden mit etwa 3o Gewichtsteilen o-Phenylendiamin zusammengeschmolzen und kurze Zeit zum schwachen Sieden erhitzt. Nach dem Erkalten der Schmelze wird mit Alkohol verdünnt, der gebildete Farbstoff abfiltriert, mit Alkohol gewaschen und getrocknet; er stimmt in seinen Eigenschaften mit denjenigen des Farbstoffs gemäß Beispiel I der Patentschrift 430 632 überein.In the further processing of this new class of dyes it has now been found that their representatives can also be represented if I ₧ q4 ₧ 5 ₧ 8-naphthalenetetracarboxylic acid dialkyl or -arylimides are condensed with o-diamines: The reaction is in the simplest case by the following reaction scheme for Expressed: This displacement of the Arylaminorestes is very surprising, all the more so as z. B. the I ₧ 4 ₧ 5 ₧ 8-Naphthalenetetracarbonsäurediimid is not capable of this reaction. Examples I. 10 parts by weight of I ₧ 4 ₧ 5 ₧ 8-naphthalenetetracarboxylic acid diphenylimide are melted together with about 30 parts by weight of o-phenylenediamine and heated to a low boil for a short time. After the melt has cooled, it is diluted with alcohol, the dye formed is filtered off, washed with alcohol and dried; its properties correspond to those of the dye according to Example I of Patent 430,632.

An Stelle des Diphenylimids können auch substituierte Diphenylimide verwendet werden. 2. Ein Gemisch von I5 Gewichtsteilen I ₧ 4 ₧ 5 ₧ 8 -Naphthalintetracarbonsäurediphenylimid mitüberschüssigem 4-Äthoxy- I ₧ 2-diaminobenzol wird zusammengeschmolzen und kurze Zeit auf etwa I 5o bis 2oo° C erhitzt. Die Aufarbeiteng kann, wie im Beispiel I angegeben, erfolgen.Substituted diphenylimides can also be used in place of the diphenylimide be used. 2. A mixture of 15 parts by weight of I ₧ 4 ₧ 5 ₧ 8-naphthalenetetracarboxylic acid diphenylimide with excess 4-ethoxy- I ₧ 2-diaminobenzene is melted together and for a short time to about 15o to 200 ° C heated. The work-up can be carried out as indicated in Example I.

Der gebildete Farbstoff stimmt in seinen Eigenschaften mit denjenigen gemäß Beispiel I der Patentschrift 456 236 überein.The formed dye agrees with those in its properties according to Example I of Patent 456,236.

An Stelle des 4-Äthoxy-I ₧ 2-diaminobenzols können auch andere o-Diamine verwendet werden.Instead of 4-ethoxy-I ₧ 2-diaminobenzene, others can also be used o-diamines can be used.

Claims (1)

PATENTANSPRUCH: Abänderung des Verfahrens zur Darstellung von Küpenfarbstoffen gemäß Patentschrift 43o 632, dadurch gekennzeichnet, daß man hier I ₧ 4 ₧ 5 ₧ 8-Naphthalintetracarbonsäuredialkyl- oder -arylimide mit o-Diaminen kondensiert.PATENT CLAIM: Modification of the process for the representation of vat dyes according to patent specification 43o 632, characterized in that here I ₧ 4 ₧ 5 ₧ 8-Naphthalintetracarbonsäuredialkyl- or -arylimide condensed with o-diamines.
DEI40382D 1931-01-13 1931-01-13 Process for the preparation of Kuepen dyes Expired DE571737C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI40382D DE571737C (en) 1931-01-13 1931-01-13 Process for the preparation of Kuepen dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI40382D DE571737C (en) 1931-01-13 1931-01-13 Process for the preparation of Kuepen dyes

Publications (1)

Publication Number Publication Date
DE571737C true DE571737C (en) 1933-03-04

Family

ID=7190290

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI40382D Expired DE571737C (en) 1931-01-13 1931-01-13 Process for the preparation of Kuepen dyes

Country Status (1)

Country Link
DE (1) DE571737C (en)

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