Basf Aktiengesellschaft

Wolfgang Lotsch

Reinhard Kemper

Gustav Bock

Georg Henning

Peter Neumann

Ernst Schefczik

Hans Scherer

Peter Hilbert

Erwin Hahn

Wolfgang Elser

Peter Dimroth

Heinrich Kowarsch

Isoindoline pigments are conditioned by means of a heat treatment of the pigment in a mixture of water and benzenemonocarboxylic and/or benzenedicarboxylic acids. Well crystallized, very weatherfast pigmentary forms which give colorations possessing improved purity of shade are obtained.

Process for conditioning isoindoline pigments

Quinophthalone dyes of the formula ##STR1## where X is O or NC--C--R, where R is cyano, unsubstituted or N-substituted carbamyl, carboalkoxy, quinazolonyl, quinoxalinonyl, benzimidazolyl or benzothiazolyl and the rings A, B, the quinoline system and/or the fused benzo systems may be substituted by insolubilizing groups, in surface finishes, printing inks and plastics, in particular in thermoplastics, gives bright hues having good fastness properties coupled with high thermostability.

Quinophthalone dyes

Isoindoline compounds of the formula ##STR1## where A is --CN or ##STR2## These compounds are pigments which give brilliant and deep colorations, of good fastness, in plastics and surface coatings.

Isoindoline compound

Isoindoline colorants of the formula ##STR1## where the radicals R independently of one another are each methyl or ethyl, give neutral yellow colorations when incorporated into surface coatings. The colorations do not darken on weathering and, compared with prior art pigments, exhibit improved gloss stability on weathering.

Isoindoline colorants

Isoindoline compounds of the formula (I) ##STR1## and their metal complexes of the formula (II) ##STR2## where (in formulae (I) and (II)) X and Y are each hydrogen, fluorine, chlorine, bromine, alkyl, alkoxy, alkoxycarbonyl, alkylsulfonyl, alkanoylamino, carbamyl, nitro, benzoylamino or N-phenylcarbamyl, or X and Y together form a radical of a fused benzene ring, T is fluorine, chlorine or bromine, Z is nitro, carbamyl, alkanoylamino, alkoxy, alkyl or phenyl, n and n' are each 0, 1, 2, 3 or 4, p and p' are each 0 or 1, the sums (n+p) and (n'+p') are each not more than 4, and Me is a divalent cation of a transition metal, of zinc or of cadmium, are useful pigments or coloring polymers, printing inks and finishes.

Novel isoindoline compounds, their metal complexes and their use as

Isoindoline dyes of the general formula ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl or benzyl and R.sup.2 and R.sup.3 independently of one another are each hydrogen, methyl, ethyl, methoxy, ethoxy, chlorine, bromine, fluorine, trifluoromethyl, methoxycarbonyl, ethoxycarbonyl or nitro, give pure brilliant deep yellow colorations with good lightfastness in surface coatings, printing inks and plastics.

Isoindoline dyes

The novel colorants of the formula (I) ##STR1## where the rings A, B and C independently of one another are unsubstituted or substituted by groups which impart insolubility, possess high color strength, very good fastness to migration and excellent lightfastness and weatherfastness and are therefore very useful for pigmenting plastics and surface coatings.

Novel bisisoindoline pigments of the formula (I) ##STR1## where the radicals A are identical or different radicals of a methylene-active compound, X is a divalent radical and the rings L are each unsubstituted or substituted, possess good fastness properties and are therefore suitable for a very wide range of applications, for example for pigmenting plastics, printing inks and surface coatings.

Bisisoindoline pigments

Novel pigmentary forms of isoindoline pigments which contain

Transparent isoindoline pigment having a high color strength

A pigmentary form of isoindoline pigments which has high color strength is obtained if these pigments contain

Isoindoline pigment having a high color strength

Isoindoline dyes of the formula ##STR1## where X is a radical of the formula ##STR2## and R is hydrogen, alkyl, benzyl, phenyl, napth-1-yl or a 5-membered or 6-membered unsaturated heterocyclic radical which may or may not be fused to a benzene ring, and the rings A, the phenyl ring, the naphthyl ring and the heterocyclic radical in R are unsubstituted or substituted by non-solubilizing groups, color finishes, printing inks and plastics in deep red or brown hues which are very lightfast and fast to migration.

2,4-Dioxotetrahydropyrimido-(1,2-a)-benzimidazole substituted

Isoindoline colorants of the formula ##STR1## where the two R's independently of one another are C.sub.1 -C.sub.4 -alkyl, or are benzyl, phenyl or 1-naphthyl, each of which may be unsubstituted or substituted by groups which do not confer solubility. The colorants give deep, yellow to orange, hues in plastics, surface coatings and printing inks. The colorations have very good lightfastness and fastness to weathering and to migration.

A pigment of the formula: ##STR1## wherein each of the rings A, B and C independently is unsubstituted or is substituted by one, two or three radicals which do not confer solubility, or the ring A can additionally carry a fused ring. The novel compounds of the invention are useful as pigments for coloring, printing inks, plastics, and, especially, surface coatings.

Pigments comprising cyanomethylquinazolones coupled to diazo compounds

Novel isoindoline colorants of the formula ##STR1## where R.sup.1 is phenyl or 1-naphthyl, which are unsubstituted or substituted by groups which do not confer solubility, R.sup.2 and R.sup.3, independently of one another, are C.sub.1 -C.sub.4 -alkyl or benzyl or R.sup.3 is hydrogen and R.sup.2 is C.sub.1 -C.sub.4 -alkyl or benzyl, or is phenyl or 1-naphthyl which are unsubstituted or substituted by groups which do not confer solubility, R.sup.1 and R.sup.2 being identical or different, and the use of these colorants. In surface coatings, printing inks and plastics, the products give brilliant yellow to red colorations, which exhibit very good lightfastness and fastness to weathering, and good fastness to overcoating.

A process for converting finely particled agglomerated crude isoindoline pigments of the formula ##STR1## where A is ##STR2## and B is the radical of an unsubstituted or substituted barbituric acid, or A and B are both such a barbituric acid radical, into tinctorially valuable pigmentary forms, wherein the crude pigment, which consists of primary particles having a mean size of .ltoreq.0.1 .mu.m, is subjected to shearing forces in water, and thereafter the aqueous suspension is heated at from 90.degree. to 160.degree. C. in the presence or absence of a surfactant and the pigment is isolated. Easily dispersible, low-hiding to extremely high-hiding pigments are obtained, which give brilliant colorations of improved lightfastness and fastness to weathering.

Growing community of inventors

Beindersheim, Germany

Wolfgang Lotsch