Ciba-geigy Corporation

Alexander M Irvine

James M McCrae

John B Blackburn

Stefan Hari

Francois L'Eplattenier

Robert Langley

Laurent Vuitel

Ian Alexander Macpherson

Christopher Midcalf

George McLaren

Michael Sutcliffe

Vincent J Cavalieri

Christopher J Bridge

A copper phthalocyanine derivative having the formula: ##STR1## or a mixture thereof wherein CuPc represents the residue of a copper phthalocyanine molecule, Y is an alkyl or alkenyl residue each having from 8 to 22 carbon atoms, and each being unsubstituted or substituted by one or more hydroxy groups or being interrupted by one or more nitrogen atoms, or Y is an alkoxyaryl- or aralkyloxyaryl, or an alkyl-aralkyloxyaryl residue wherein the alkoxy-, aralkyloxy- or alkyl-aralkyloxy moiety contains from 7 to 22 carbon atoms, and n is an integer from 1 to 8, provides, when incorporated into a phthalocyanine pigment, a phthalocyanine pigment composition having excellent flocculation resistance, when incorporated into paint and printing media, which moreover exhibit improved flow.

Stabilized phthalocyanines

Copper phthalocyanine derivatives of the formula ##STR1## or mixtures thereof wherein CuPc is optionally substituted copper phthalocyanine, n is a value from 1 to 4, X is hydrogen, 1-4C alkyl, 1-4C alkoxy or halogen, and R is linear or branched alkyl of 1 to 22 C-atoms which may be substituted with one or more alkoxy, dialkylamino or alkylthio, the alkyls having 1 to 22 C-atoms, or arylalkyl, the alkyl having 1 to 4 C-atoms and the aryl being optionally substituted by one or more non-water solubilizing groups, which incorporated into a phthalocyanine pigment, provide excellent flocculation resistance in paint and printing ink media.

Copper phthalocyanine derivatives

Copper phthalocyanine derivatives of the formula ##STR1## or mixtures thereof wherein CuPc is optionally substituted copper phthalocyanine, n is a value from 1 to 4, X is hydrogen, 1-4 C alkyl, 1-4 C alkoxy or halogen, and R is linear or branched alkyl of 1 to 22 C-atoms which may be substituted with one or more alkoxy, dialkylamino or alkylthio, the alkyls having 1 to 22 C-atoms, or arylalkyl, the alkyl having 1 to 4 C-atoms and the aryl being optionally substituted by one or more non-water solubilizing groups, which incorporated into a phthalocyanine pigment, provide excellent flocculation resistance in paint and printing ink media.

A process of producing a phthalocyanine pigment comprising dry grinding a crude phthalocyanine, stirring the ground product with an aqueous medium containing a surfactant and isolating the pigmentary product which, when dispersed into surface coating media, provide colorations having high brillance and depth of shade.

Process of producing a phthalocyanine pigment

A metal complex having the formula ##STR1## or the formula ##STR2## wherein A is an aryl or heterocyclic residue, B is an aliphatic, aryl or heterocyclic residue, R is an alkyl, cycloalkyl, aryl, aralkyl or heterocyclic residue or R is the atoms required to complete, together with residue B, a heterocyclic residue, R' is a carbon chain which may form part of an aromatic or heterocyclic ring and containing 2 or 3 carbon atoms between the nitrogen atom and the substituent Y, X and Y are the same or different and each is O,S,N,CO.sub.2 or N--R wherein R has its previous significance, M is Cu, Zn or ni, p is 1 or 2 and when p is 1, E is a hydrogen atom attached to one of residue A, B, R of R', and when p is 2, E is either a direct bond linking two residues, A, B, R or R' or is an alkylene, arylene or aralkylene residue linking two residues, A, B, R or R', which is useful for pigmenting organic material, preferably a lacquer, paint or printing ink.

Pigment copper complex of carboxyphenylazon-phenyl-.beta.-naphthyzamine

A process for the production of a compound of the formula: ##STR1## in pigmentary form having a mean particle size not exceeding 0.3 microns, comprising:

Process for production of an azomethine pigment

1:1 metal complexes of bis-azomethines of the formula ##STR1## wherein R denotes an alkylene radical which contains 2-8 C atoms and is optionally interrupted by hetero-atoms, X denotes a H or halogen atom or an alkyl, alkoxy, carboxyl, alkoxy-carbonyl or phenylazo group and Y and Z denote H or halogen atoms, or wherein the substituents Y and Z form a fused benzene ring, if R contains a hetero-atom, Y and Z must not be H atoms, and if R contains 2 C atoms, X, Y and Z must not be H atoms, and a metal are valuable pigments coloring plastics and printing inks in fast yellow to range shades.

Growing community of inventors

Dean Park, United Kingdom

Alexander M Irvine