Specifically influencing the triboelectric effect of azo pigments

Claim 1

A process for specifically influencing the triboelectric effect of azo pigments in electrophotographic toners or developers or in powders for surface coating, which comprises adding to the azo pigments at the coupling reaction stage, at the laking stage or in the course of finishing at least one saltlike cationic compound of the general formulae ##STR5## wherein in the case of the general formulae (1) and (2), R 1 , R 2 , R 3 and R 4 are independently of one another straight-chain or branched alkyl groups of 1 to 30 carbon atoms, oxyethyl groups of the general formula --(CH 2 --CH 2--O ) n --R, wherein R is a hydrogen atom or an alkyl(C 1 -C 4 ) or an acyl group and n is a number from 1 to 10, monocyclic or polycyclic cycloaliphatic radicals of 5 to 12 carbon atoms, monocyclic or polycyclic aromatic or araliphatic radicals, which aliphatic, araliphatic and aromatic radicals may be substituted by hydroxyl, alkoxy(C 1 -C 4 )--, primary, secondary or tertiary amino groups, acid amine groups or fluorine, chlorine or bromine atoms, R 5 is a hydrogen, fluorine, chlorine or bromine atom or an alkyl (C 1 -C 6 )--, alkoxy (C 1 -C 6 )-- or primary amino group and A - is one equivalent of an anion, and where R 1 and R 3 can be part of a ring system of 5 to 7 carbon atoms which may be interrupted by 1 or 2 heteroatoms and may contain 1 to 3 double bonds, and wherein in the case of general formula (3) R 6 , R 7 , R 8 and R 9 are independently of one another hydrogen atoms, straight-chain or branched alkyl groups of 1 to 30 carbon atoms, monocyclic or polycyclic cycloaliphatic radicals of 5 to 12 carbon atoms, oxyethyl groups of the general formula --(CH 2 --CH 2 --O) n --R, wherein n is a number from 1 to 10, or an alkyl(C 1 -C 4 ) or an acyl group, also monocyclic or polycyclic aromatic radicals and/or araliphatic radicals, which aliphatic, aromatic and araliphatic radicals maybe substituted by hydroxyl, alkoxy(C 1 -C 4 ), secondary or tertiary amino groups, acid amide groups or acid imide groups, where the alkyl, cycloalkyl, aralkyl and aryl radicals for R 1 to R 4 may be substituted by fluorine, chlorine or bromine atoms, and in which X is a phosphorus, arsenic or antimony atom, although if X is an arsenic or antimony atom at least one of the radicals R 6 to R 9 is not a hydrogen atom and A - is one equivalent of an anion.