CH609719A5 - Process for the preparation of metal complex compounds - Google Patents
Process for the preparation of metal complex compoundsInfo
- Publication number
- CH609719A5 CH609719A5 CH1518674A CH1518674A CH609719A5 CH 609719 A5 CH609719 A5 CH 609719A5 CH 1518674 A CH1518674 A CH 1518674A CH 1518674 A CH1518674 A CH 1518674A CH 609719 A5 CH609719 A5 CH 609719A5
- Authority
- CH
- Switzerland
- Prior art keywords
- formula
- compounds
- metal
- iron
- compound
- Prior art date
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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/18—Trisazo or higher polyazo dyes
- C09B33/24—Trisazo dyes of the type
-
- 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
-
- 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/24—Disazo or polyazo compounds
-
- 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/34—Preparation from o-monohydroxy azo compounds having in the o'-position an atom or functional group other than hydroxyl, alkoxy, carboxyl, amino or keto groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
- Coloring (AREA)
Abstract
Novel metal complexes, in which at least one of the complexing agents corresponds to the formula (I) <IMAGE> in which M denotes hydrogen or a monovalent colourless cation, are obtained by metallising the compounds of the formula (I) with a metal-donating compound. The metal complex compounds are particularly suitable for dyeing paper and leather.
Description
**WARNUNG** Anfang DESC Feld konnte Ende CLMS uberlappen **.
PATENTANSPRUCH
1. Verfahren zur Herstellung von Metallkomplexen, worin mindestens einer der Komplexbildner der Formel
EMI1.1
entspricht, worin M Wasserstoff oder ein einwertiges farbloses Kation bedeutet, dadurch gekennzeichnet, dass man die Verbindungen der Formel (1) mit einer metallabgebenden Verbindung metallisiert.
UNTERANSPRUCH
Verfahren nach Patentanspruch I zur Herstellung von homogenen 1 :2-Fe-Komplexverbindungen aus Trisazoverbindungen der Formel (1), dadurch gekennzeichnet, dass man 2 Mol Trisazoverbindung der Formel (1) mit einer mindestens einem Mol, aber weniger als 2 Mol Eisen entsprechenden Menge eines Eisensalzes umsetzt.
PATANTANSPRUCH 11
Die nach dem Verfahren gemäss Patentanspruch I hergestellten Metallkomplexverbindungen.
PATENTANSPRUCH 111
Verwendung der Metallkomplexverbindungen gemass Patentanspruch II zum Färben von Papier oder Leder.
In dem deutschen Patent 675 558, den USA-Patenten 2 200 445, 3 406 160 und 3 787 387 und der publizierten französischen Patentanmeldung 2 163675 ist die Herstellung von Metallkomplexen und darunter auch Eisenkomplexen von Polyazofarbstoffen und deren Verwendung unter anderm auch als Lederfarbstoffe beschrieben. Es wurde nun gefunden, dass die nach der unten beschriebenen Herstellungsmethode erhältlichen neuen Metallkomplexe interessante färberische Eigenschaften, besonders als Lederfarbstoffe, besitzen.
Gegenstand der Erfindung ist ein Verfahren zur Herstellung von Metallkomplexverbindungen, worin mindestens einer der Komplexbildner der Formel
EMI1.2
entspricht, worin M Wasserstoff oder ein einwertiges farbloses Kation bedeutet, und insbesondere die entsprechenden homogenen 1 :2-Eisenkomplexverbindungen. Das Verfahren zur Herstellung der Metallkomplexe ist dadurch gekennzeichnet, dass man die Verbindungen der Formel (1) mit einer metallabgebenden Verbindung metallisiert. Die Verbindungen der Formel (1) können durch Kupplung der Diazoverbindung aus einem Amin der Formel
EMI1.3
auf eine Monoazoverbindung der Formel
EMI1.4
und anschliessende Kupplung der Diazoverbindung aus
Orthoanisidin auf die entstandene Disazoverbindung hergestellt werden.
Diazotieren und Kuppeln erfolgen auf an sich bekannte Weise, wie im Hauptpatent beschrieben.
Die Herstellung der Metallkomplexe, insbesondere der Eisenkomplexe, erfolgt auf an sich bekannte Weise durch Einwirken von geeigneten Metallverbindungen, insbesondere von Eisensalzen, wie im Hauptpatent angegeben, auf die Trisazoverbindung der Formel (1).
Die erhaltenen Metallkomplexe, insbesondere die 1 :2-Eisenkomplexverbindungen, sind für das Färben von mit anionischen Farbstoffen anfärbbaren Substraten verwendbar, insbesondere für das Färben von Papier oder vor allem Leder, worauf sie dunkelbraune Färbungen mit guten Echtheiten ergeben, wie im Hauptpatent 606323 angegeben.
Beispiel
Man verfährt wie im Beispiel 1 des Hauptpatentes, wobei anstelle von l-Amino-4-nitrobenzol die äquivalente Menge Orthoanisidin eingesetzt wird.
** WARNING ** Beginning of DESC field could overlap end of CLMS **.
PATENT CLAIM
1. A process for the preparation of metal complexes, in which at least one of the complexing agents of the formula
EMI1.1
corresponds, in which M denotes hydrogen or a monovalent colorless cation, characterized in that the compounds of the formula (1) are metallized with a metal donating compound.
SUBClaim
Process according to claim I for the preparation of homogeneous 1: 2 Fe complex compounds from trisazo compounds of the formula (1), characterized in that 2 mol of trisazo compound of the formula (1) are mixed with at least one mol, but less than 2 mol of iron an iron salt.
PATANT CLAIM 11
The metal complex compounds produced by the process according to claim I.
CLAIM 111
Use of the metal complex compounds according to claim II for dyeing paper or leather.
The German patent 675 558, the USA patents 2 200 445, 3 406 160 and 3 787 387 and the published French patent application 2 163675 describe the production of metal complexes, including iron complexes of polyazo dyes and their use, among other things, as leather dyes. It has now been found that the new metal complexes obtainable by the production method described below have interesting dyeing properties, especially as leather dyes.
The invention relates to a process for the preparation of metal complex compounds, in which at least one of the complexing agents of the formula
EMI1.2
corresponds, in which M is hydrogen or a monovalent colorless cation, and in particular the corresponding homogeneous 1: 2 iron complex compounds. The process for preparing the metal complexes is characterized in that the compounds of the formula (1) are metallized with a metal-donating compound. The compounds of the formula (1) can be prepared by coupling the diazo compound from an amine of the formula
EMI1.3
to a monoazo compound of the formula
EMI1.4
and subsequent coupling of the diazo compound
Orthoanisidine can be produced on the resulting disazo compound.
Diazotization and coupling take place in a manner known per se, as described in the main patent.
The metal complexes, in particular the iron complexes, are prepared in a manner known per se by the action of suitable metal compounds, in particular iron salts, as indicated in the main patent, on the trisazo compound of the formula (1).
The metal complexes obtained, in particular the 1: 2 iron complex compounds, can be used for dyeing substrates which can be dyed with anionic dyes, in particular for dyeing paper or especially leather, whereupon they give dark brown dyeings with good fastness properties, as indicated in main patent 606323.
example
The procedure is as in Example 1 of the main patent, the equivalent amount of orthoanisidine being used instead of 1-amino-4-nitrobenzene.
Claims (1)
Priority Applications (14)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH1518674A CH609719A5 (en) | 1974-04-10 | 1974-11-14 | Process for the preparation of metal complex compounds |
DE19752514008 DE2514008C2 (en) | 1974-04-10 | 1975-03-29 | Organic compounds, their manufacture and use |
NL7504020A NL7504020A (en) | 1974-04-10 | 1975-04-04 | PROCEDURE FOR PREPARING AND APPLYING ORGANIC COMPOUNDS. |
AR25832475A AR205925A1 (en) | 1974-04-10 | 1975-04-08 | POLIAZOMETALIZABLE COLORS AND THEIR METALLIC COMPLEXES |
JP4194575A JPS6020420B2 (en) | 1974-04-10 | 1975-04-08 | Manufacturing method of azo compound |
ES436393A ES436393A1 (en) | 1974-04-10 | 1975-04-08 | Unmetallized and metallized disazo and trisazo dyes |
BE155204A BE827700A (en) | 1974-04-10 | 1975-04-08 | NEW METALLIC AZOIC DYES AND THEIR PREPARATION |
DD19517175A DD126920A5 (en) | 1974-04-10 | 1975-04-08 | |
GB1425975A GB1499745A (en) | 1974-04-10 | 1975-04-08 | Unmetallized and metallized disazo and trisazo dyes |
DD18530575A DD122077A5 (en) | 1974-04-10 | 1975-04-08 | |
CA 224262 CA1064480A (en) | 1974-04-10 | 1975-04-09 | Azo compounds |
IT2217175A IT1034983B (en) | 1974-04-10 | 1975-04-09 | METALLIC AZO DYES AND THEIR PREPARATION |
FR7511212A FR2267349B1 (en) | 1974-04-10 | 1975-04-10 | |
US05/726,979 US4120854A (en) | 1974-04-10 | 1976-09-27 | Disazo and trisazo dyes having a 1,3-diamino-, dihydroxy- or amino-hydroxy-benzene nucleus and metal complexes thereof |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH506674A CH606323A5 (en) | 1974-04-10 | 1974-04-10 | Metallisable dis-and trisazo cpds. |
CH1518674A CH609719A5 (en) | 1974-04-10 | 1974-11-14 | Process for the preparation of metal complex compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
CH609719A5 true CH609719A5 (en) | 1979-03-15 |
Family
ID=25696889
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH1518674A CH609719A5 (en) | 1974-04-10 | 1974-11-14 | Process for the preparation of metal complex compounds |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH609719A5 (en) |
-
1974
- 1974-11-14 CH CH1518674A patent/CH609719A5/en not_active IP Right Cessation
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PL | Patent ceased |