Basf Aktiengesellschaft

Basf Se Corporation

Heinrich Kowarsch

Erwin Hahn

Volker Radtke

Peter Neumann

Johannes P Dix

Udo Bergmann

Wolfgang Lotsch

Andreas Stohr

Peter Dimroth

Peter Hauser

Hartmut Kanter

Burkhard Ort

Josef Hetzenegger

Gerhard Sch Afer

Hans-Joachim Uschmann

The invention provides a process for preparing N,N'-di(3&#x2032;,5&#x2032;-dimethylphenyl)perylene bis(dicarboximide), and other pigments having modified properties, by reaction of perylene-3,4,9,10-tetracarboxylic dianhydride with 3,5-dimethylaniline, or a mixture of 3,5-dimethyl aniline and at least one other primary amine, in the presence of a secondary amine or tertiary amine as catalyst, wherein the reaction occurs in an aqueous reaction medium and in the presence of added seed crystals of N,N&#x2032;-di(3&#x2032;,5&#x2032;-dimethylphenyl) perylenebis(dicarboximide), such that the aqueous medium is present at the beginning of the reaction.

Preparation of Pigment Red 149

Chlorinated violanthrones or isoviolanthrones are prepared by reacting violanthrone or isoviolanthrone with chlorine in the presence of a diluent, using aliphatic carboxylic acids and/or aliphatic halo carboxylic acids as diluent for this purpose.

Preparation of chlorinated violanthrones or isoviolanthrones

Colorant mixtures for use in printing inks contain isoquinoline-azo pigments of the formula I ##STR1## where X is chlorine, bromine, C.sub.1 -C.sub.4 -alkoxy or nitro,

Colorant mixtures containing isoquinoline derivatives, use thereof in

Haloisatoic anhydrides are prepared by halogenating appropriately unsubstituted isatoic anhydrides with elemental chlorine or bromine in the presence of chlorosulfonic acid at from -10.degree. C. to +100.degree. C. using not less than 0.5 mole of halogen per mole of isatoic anhydride.

Preparation of haloisatoic anhydrides

Isoindoline metal complexes of the formula I ##STR1## wherein R.sup.1 and R.sup.2 are independently of each other H or C.sub.1 -C.sub.4 -alkyl, X.sup..crclbar. is one equivalent of a colorless anion and Me is Zn.sup.2+, Ni.sup.2+, Co.sup.2+ or Cu.sup.2+, are suitable for pigmenting surface coatings, plastics and printing inks.

Isoindoline metal complexes

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

Tetrachloro-3-iminosisoindolin-1-one (I) or its alkali metal salt (Ia) is prepared by reacting tetrachloro-ortho-phthalodinitrile with lithium hydroxide, sodium hydroxide and/or potassium hydroxide in substantially anhydrous tert-butanol and, if desired, liberating (I) from (Ia) by means of a dilute acid.

Preparation of tetrachloro-3-iminoisoindolin-1-one

Compounds which, in one of the possible tautomeric forms, correspond to the general formula I ##STR1## where n is 1 or 2 and, if n is 1, R is unsubstituted or substituted aryl or heteroaryl or, if n is 2, R is a bridge member, and the rings A and B can be further substituted, are outstanding colorants for surface coatings, printing inks or plastics.

Anthraquinone azopyrazalone colorants

A compound having the formula (I): ##STR1## wherein D is a radical of a heterocyclic or aromatic component selected from the group of aniline, anthraquinone, phthalimide or aminobenzene radicals, wherein the radical is unsubstituted or is substituted by fluorine, chlorine, bromine, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, trifluoromethyl, cyano, C.sub.1 -C.sub.4 -alkylsulfonyl, carboxylic acid ester groups, carbamyl, sulfamyl, 1,3,4- or 1,2,4-oxadiazolyl or acylamino groups; X is CO-- or --SO.sub.2 --; and R is an aliphatic, aromatic or heterocyclic radical selected from the group of C.sub.1 -C.sub.20 alkyl which is unsubstituted or is substituted by chlorine, bromine, cyano or dialkylamino groups; or phenyl or methyl groups unsubstituted or substituted by fluorine, bromine, methyl, ethyl, methoxy, ethoxy, cyano, carbamyl, sulfamyl or acylamino groups; or amino group; or a radical of the formula: ##STR2## wherein ring a is unsubstituted or is substituted by nitro, fluro, bromine or methoxy groups; and ring b is unsubstituted or is substituted by chlorine, bromine or nitro groups. The majority of the compounds of the formula (I) have yellow hues and are used as pigments in printing inks and finishes, and as disperse dyes for synthetic fibers.

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Oberderdingen, Germany

Heinrich Kowarsch