Basf Aktiengesellschaft

Rudolf Polster

Joachim Kranz

Wolf D Fechner

Ernst-Heinrich Pommer

Wolfgang Fabian

Friedrich Loecher

Reinhard Sappok

Eduard Hartmann

Werner Jettmar

Wolfgang Fath

Rainer Nachtrab

Alois Wiesenberger

Karl Roth

Juergen Kradel

Werner Rindfleisch

Fritz Laemmermann

Ernst Heinrich Pommer

Robert Nett

Strong, transparent and readily dispersible copper phthalocyanine pigments are obtained by grinding the crude pigment in the presence of from 1 to 10% by weight (based on the crude pigment) of an organic liquid at from 90.degree. to 140.degree. C., the pigment forms obtained giving printing inks with very good flow characteristics.

Preparation of copper phthalocyanine pigments of the beta-modification

Crude copper phthalocyanines are transformed into a pigmentary state by treating finely divided but imperfectly crystallized and highly aggregated crude copper phthalocyanines having a primary particle size, produced by ball milling, or less than 0.1 .mu.m with an organic solvent by subjecting a suspension of the organic solvent and the milled crude copper phthalocyanine (hereinafter referred to as the solvent/pigment suspension), which has a pigment concentration of from 15 to 55% by weight and a solvent concentration of from 15 to 85% by weight and which may contain water in a concentration of from 0 to 30% by weight, to a shear gradient of from 1000 to 20000 s.sup.-1 for a period of from 2 to 1000 s with an energy uptake during shearing of from 0.01 to 0.02 kWh/kg of pigment throughput, then metering water into the solvent/pigment suspension in an amount of from 0.1 to 10 times the amount of the solvent, to effect a defined discontinuation of the conditioning process, and finally mixing the suspension until homogeneous.

Transforming crude copper phthalocyanines into a pigmentary state

Readily dispersible formulations comprising (a) finely divided copper phthalocyanine and (b) an iron hexacyanoferrate-III pigment are obtained by thoroughly milling a mixture of (a) and (b). The performance characteristics and tinctorial properties of the formulations comprising (a) and (b) can be improved by incorporating (c) a Mannich condensate obtained from 2-hydroxynaphthalene which may or may not possess 1 or 2 further .beta.-OH groups, formaldehyde and a primary or secondary amine, (d) a compound of the formula K(-NH-CONH-R).sub.2, where K is 1,5-naphthylene or 4,4'-diphenylenemethane and R is C.sub.12 -C.sub.18 -alkyl, C.sub.12 -C.sub.18 -alkenyl, C.sub.8 -C.sub.18 -alkoxypropyl or C.sub.2 -C.sub.8 -alkoxyethyleneoxypropyl, (e) a C.sub.6 -C.sub.18 -alkylbenzenesulfonic acid and (f) a mixture of (e) with a basic copper phthalocyanine and/or a salt obtained by reacting (e) with the basic copper phthalocyanine. The finishes and printing inks produced using the formulations have tinctorial properties and performance characteristics which are superior to those of finishes and inks obtained by mixing individually milled or dispersed components.

Pigment formulations and their use of pigmenting gravure printing inks

A procedure and apparatus for charging and emptying the drying trays in a drying box containing pumpable, solvent-moist starting materials and end products which can be conveyed pneumatically, in which procedure, for filling, the drying trays are closed by means of cover plates and the solvent-moist starting materials are pumped into the filling spaces which are thus formed, these spaces being opened on commencing the drying process, and being closed again following completion of this process, after which the end products are conveyed away from the filling spaces by pneumatic means. This procedure enables drying boxes to be employed for drying even pumpable, solvent-moist products, the recommendations relating, respectively, to explosion protection and to maximum permissible concentrations of toxic materials at workplaces, being complied with, while the operations of charging and emptying the drying boxes are, at the same time, carried out by mechanical means, and hence at lower cost.

Procedure and apparatus for charging and emptying the drying trays in a

Stable, fluid formulations contain (a) finely divided iron cyano complexes, iron-III oxides or iron-III oxide hydrates, (b) one or more C.sub.6 -C.sub.18 -alkylbenzenesulfonic acid, (c) one or more compounds which are obtained by Mannich condensation from 2-hydroxynaphthalene, which may or may not contain 1 or 2 additional .beta.-hydroxyl groups, formaldehyde and primary or secondary aliphatic, cycloaliphatic or aromatic monoamines, diamines, triamines or polyamines or 5- or 6-membered heterocyclic compounds, and which contain from 1 to 6 .beta.-hydroxynaphthyl groups, and (d) one or more organic liquids, the ratio of (b):(c) being from 1:8 to 2:1 and the amount of (c) being from 10 to 20% by weight, based on (a). The formulations are fluid or pourable at pigment concentrations of from 20 to 55% by weight and give very deeply colored, very glossy finishes.

Fluid, stable formulations

A process for purifying crude organic pigments, wherein the crude pigment is suspended in a mixture of two organic liquids which are partially or completely immiscible with one another, the suspension is mixed at 50.degree.-180.degree. C. until equilibrium has been reached, the phases are allowed to separate, the phase containing the impurities (i.e. the first liquid) is separated off and the purified pigment is isolated from the other phase (i.e. the second liquid). Finely divided crude pigments can, directly after purification, be converted, while in the second liquid, into pigmentary forms. The process gives pigments of high purity, which after conversion into pigmentary forms give deep, brilliant colorations.

Purification of crude organic pigments

A stable fluid formulation which comprises (a) finely divided .alpha.- or .beta.-copper phthalocyanines or finely divided indanthrone, one or more C.sub.6 -C.sub.18 -alkylbenzenesulfonic acids (b), a basic copper phthalocyanine (c) of the formula ##STR1## where CuPc is an n-valent copper phthalocyanine radical, R.sup.1 and R.sup.2 independently of one another are H or C.sub.1 -C.sub.8 -alkyl and n is 1, 2, 3 or 4, one or more compounds (d) which are obtained by Mannich condensation of 2-hydroxy-naphthalene, which may or may not contain 1 or 2 additional .beta.-hydroxyl groups, formaldehyde and primary or secondary aliphatic, cycloaliphatic or aromatic monoamines, diamines, triamines or polyamines or 5-membered or 6-membered heterocyclic compounds which contain an &gt;NH-- group as a ring member and which contain from 1 to 6 .beta.-hydroxynaphthyl groups, and one or more organic liquids (e). The weight ratio (b):(c):(d) is from 1:1:1 to 2.5:1.25:1. The formulations give very deeply colored finishes with which very glossy and highly transparent coatings are obtained.

Fluid, stable formulations of copper phthalocyanine or indanthrone

Formulations of flavanthrone, pyranthrone, indanthrone, indigo, quinacridone, perylene-3,4,9,10-tetracarboxylic acid dianhydride and perylene-3,4,9,10-tetracarboxylic acid diimide pigments which contain, as additives, one or more compounds of the formula ##STR1## where X is an n-valent radical of a flavanthrone, pyranthrone, indigo, quinacridone, perylene-3,4,9,10-tetracarboxylic acid dianhydride or perylene-3,4,9,10-tetracarboxylic acid diimide pigment, R.sup.1, R.sup.3 and R.sup.4 are hydrogen or chlorine, R.sup.2 is hydrogen, chlorine, carboxyl, bromine, nitro, N-C.sub.1 -C.sub.5 -alkylcarbamyl, N-phenylcarbamyl or benzoylamino and n is 1, 2, 3 or 4. In solutions of surface-coating binders or of surface coatings, the above formulations give very deep colorations, coupled with high gloss and high transparency of the resulting films.

Pigment formulations

A process for converting crude copper phthalocyanine to a pigmentary form, wherein finely divided and heavily agglomerated crude copper phthalocyanine which exhibits disturbed crystallization and which has a primary particle size of less than 0.1 .mu.um is introduced into an organic or aqueous organic medium together with from 0.5 to 7% by weight, based on the crude copper phthalocyanine, of a basic copper phthalocyanine of the formula ##STR1## or of mixtures thereof (where CuPc is an n-valent copper phthalocyanine radical, R.sup.1 is H or alkyl of 1 to 4 carbon atoms, A is linear or branched alkylene, R.sup.2 is alkyl of 1 to 20 carbon atoms, alkoxyalkyl of 3 to 12 carbon atoms or cycloalkyl of 6 to 8 carbon atoms, R.sup.3 is H, alkyl of 1 to 4 carbon atoms or cycloalkyl of 6 to 8 carbon atoms or ##STR2## is a saturated heterocyclic 5-membered, 6-membered or 7-membered ring, and n is an integer from 1 to 6), and the suspension is heated at from room temperature to 180.degree. C until the pigment exhibits optimum tinctorial strength. Pigments of high tinctorial strength, which give colorations having a pure hue, are obtained.

Conversion of crude copper phthalocyanines to a pigmentary form

A phthalocyanine formulation which is stabilized against recrystallization and change of modification and which contains, as the stabilizer (a) a finely divided phthalocyanine as the pigment and (b) a salt or the corresponding homogeneous mixture of (.alpha.) a phthalocyanine derivative, which carries basic groups ##STR1## (R.sup.1 = H, alkyl of 1 to 20 carbon atoms, unsubstituted or substituted phenyl, --C.sub.2 H.sub.4 --NH).sub.z H or --(C.sub.3 H.sub.6 --NH).sub.z H, z = 1, 2 or 3, and R.sup.2 = H, alkyl of 1 to 6 carbon atoms or cycloalkyl of 6 to 8 carbon atoms) and (.beta.) an aliphatic sulfonic acid of 8 to 20 carbon atoms, a monoalkylbenzenesulfonic acid or dialkylbenzenesulfonic acid where alkyl is of 6 to 20 carbon atoms, or a monoalkylnaphthalenesulfonic acid or dialkylnaphthalenesulfonic acid where alkyl is of 6 to 20 carbon atoms, which acids may be substituted by hydroxyl, the molar ratio of .alpha.:.beta. being from 1:1 to 1:5, and, if desired, one or more organic fluids or solutions of resins in these fluids. The formulations are stable even in aromatic hydrocarbons and produce pure, deep colorations which have high gloss.

Phthalocyanine formulations having high gloss, which are stabilized

A synergistic fungicidal composition consisting essentially of

Fungicidal compositions

A valuable fungicidal composition consisting essentially of (a) diisopropyl 3-nitroisophthalate, (b) a dithiocarbamate and/or (c) a compound selected from the group consisting of N-thiotrichloromethyl-phthalamide and N-thiotrichlormethyl-tetrahydrophthalimide.

Fungicidal composition

A fungicidal composition comprising different active ingredients, and a process for controlling fungi with this composition. The essential ingredients are (a) diisopropyl 3-nitroisophthalate and (b) a compound selected from the group consisting of thiophanate, thiophanate M, carbendazim and benomyl, and when used in the prescribed combination are useful in preventing fungus growth caused by powdery mildews.

Growing community of inventors

Frankenthal, Germany

Rudolf Polster