US 4,294,755 AGranted

Pigments containing pyrazolo quinazolone radicals

AssigneeBASF SE

InventorHartmut Kanter

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Abstract

Azo compounds of the general formula ##STR1## where D is the radical of a diazo component of the aminoanthraquinone or aminophthalimide series, or the radical of a tetraazo component H.sub.2 N--D--NH.sub.2 having the formula: ##STR2## where Z is a direct bond, SO.sub.2, NH, CO, SO.sub.2 NH, CONH, NHCONH or NHCOCONH and the rings B are unsubstituted or substituted by Cl, Br, CH.sub.3, NO.sub.2 or OCH.sub.3 ; wherein said radical D is free from complex-forming hydroxyl and carboxyl groups and from ionic groups, n is 1 or 2, R is hydrogen or an aromatic radical, X is hydroxyl, alkyl, a carboxylic acid ester group, unsubstituted or substituted aryl or acylamino, and the ring A may be substituted but is free from SO.sub.3 H groups, are exceptionally suitable for use as pigments, for example for coloring surface coatings, printing inks or plastics.

Claims6

Dependent claims

An azo compound of the formula:

##STR343## wherein D is an unsubstituted anthraquinone radical or an anthraquinone radical substituted by one or more substituents selected form the group consisting of chlorine, bromine, NHCOCH.sub.3, CH.sub.3, NHCOC.sub.6 H.sub.5 or NHCOC.sub.6 H.sub.4 Cl;
or D is a amino phthalimide radical of the formula:
##STR344## or D is the radical of a tetraazo component H.sub.2 N--D--NH.sub.2 having the formulae:
##STR345## Y.sup.5 is hydrogen, chlorine, bromine, methyl or cyano;
and Y.sup.6 is hydrogen, phenyl, benzoylamino, or phenyl or benzoylamino which are substituted by nitro;
wherein Z is a direct bond, SO.sub.2, NH, CO, SO.sub.2 NH, CONH, NHCONH, or NHCOCONH and the rings B are unsubstituted or substituted by chlorine, bromine, methyl, nitro, or methoxy;
wherein said radical D is free from complex-forming hydroxyl and carboxyl groups;
n is one or two;
R is hydrogen or a phenyl, naphthyl or pyridyl radical which may be substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy;
X is hydroxyl, alkyl or a carboxylic acid alkyl ester having an alkyl ester radical selected from the group consisting of C.sub.1 -C.sub.6 alkyl or alkoxyalkyl, phenyl and benzyl;
or X is phenyl, naphthyl or pyridyl which is unsubstituted or substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy;
or X is acylamino selected from the group consisting of NHCOCH.sub.3, NHCOC.sub.2 H.sub.5, NHCOC.sub.3 H.sub.7, NHCOC.sub.6 H.sub.5, NHCOC.sub.6 H.sub.4 Cl, NHCOC.sub.6 H.sub.3 Cl.sub.2, NHCOC.sub.6 H.sub.4 Br, NHCOC.sub.6 H.sub.4 OCH.sub.3, NHCOC.sub.10 H.sub.7, NHCONH.sub.2, NHCONHC.sub.6 H.sub.5, ##STR346## and the ring A is a substituted or unsubstituted, with a proviso that said ring A is free from SO.sub.3 H groups.

9 more elements

An azo compound of the formula:

##STR347## where D is an aminoanthraquinone radical of the formula:
##STR348## or D is an aminophthalimide radical of the formula:
##STR349## or D is the radical of a tetrazo component H.sub.2 N-D-NH.sub.2 having the formula:
##STR350## wherein the radicals Y independently of one another are hydrogen, chlorine, bromine, NHCOCH.sub.3, NHCOC.sub.6 H.sub.5 or NHCOC.sub.6 H.sub.4 Cl;
Y.sup.4 is hydrogen, chlorine, bromine, or methyl;
Y.sup.5 is hydrogen, chlorine, bromine, methyl or cyano;
and Y.sup.6 is hydrogen, phenyl or benzoylamino, or phenyl or benzoylamino which are substituted by nitro;
wherein Z is a direct bond, SO.sub.2, NH, CO, SO.sub.2 NH, CONH, NHCONH or NHCOCOHN and the rings B are unsubstituted or substituted by Cl, Br, CH.sub.3, NO.sub.2 or OCH.sub.3 ;
wherein said radical D is free from complex forming hydroxyl and carboxyl groups, n is one or two;
R is hydrogen or a phenyl, naphthyl or pyridyl radical which may be substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy;
R.sup.1 is hydrogen, fluorine, chlorine, bromine, nitro, C.sub.1 -C.sub.4 alkyl, trifluoromethyl, methoxy, ethoxy, aryloxy, carboxy, a carboxylic acid alkyl ester having an alkyl ester radical selected from the group consisting of C.sub.1 -C.sub.6 alkyl or alkoxyalkyl, phenyl and benzyl;
unsubstituted or substituted carbamyl or sulfamyl, a sulfonic acid aryl ester group, arylsulfomyl, cyano, acylamino selected from the group consisting of NHCOCH.sub.3, NHCOC.sub.2 H.sub.5, NHCOC.sub.3 H.sub.7, NHCOC.sub.6 H.sub.5, NHCOC.sub.6 H.sub.4 Cl, NHCOC.sub.6 H.sub.3 Cl.sub.2, NHCOC.sub.6 H.sub.4 Br, NHCOC.sub.6 H.sub.4 OCH.sub.3, NHCOC.sub.10 H.sub.7, NHCONH.sub.2, NHCONHC.sub.6 H.sub.5, ##STR351## or R.sup.1 is phenyl;
R.sup.2 is hydrogen, chlorine or bromine;
R.sup.3 and R.sup.4 are hydrogen, chlorine or bromine;
and
X is hydroxy, methyl, a carboxylic acid alkyl ester having an alkyl ester radical selected from the group consisting of C.sub.1 -C.sub.6 alkyl or alkoxyalkyl, phenyl, and benzyl;
or X is phenyl, naphthyl or pyridyl which is unsubstituted or substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy;
or X is acylamino selected from the group consisting of NHCOCH.sub.3, NHCOC.sub.2 H.sub.5, NHCOC.sub.3 H.sub.7, NHCOC.sub.6 H.sub.5, NHCOC.sub.6 H.sub.4 Cl, NHCOC.sub.6 H.sub.3 Cl.sub.2, NHCOC.sub.6 H.sub.4 Br, NHCOC.sub.6 H.sub.4 OCH.sub.3, NHCOC.sub.10 H.sub.7, NHCONH.sub.2, NHCONHC.sub.6 H.sub.5, ##STR352##

15 more elements

Dependencies are inferred from the claim text.